What is the best way to travel from Chicago to San Diego?
Looking for a trip? Check and compare all the available Flights and Buses to San Diego from Chicago. Look at different modes of transportation, search for the cheapest tickets, fastest rides and most popular stations, and see all 2 available companies to find your perfect trip!
What is the cheapest way to reach San Diego from Chicago?
You can reach San Diego with just £65 by taking a Flight from Frontier Airlines, but there are many more cheap offers: we have selected the best ones for you for the next few days here.
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Frontier Airlines11h 10m014:41Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center23:51San Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/08/2026 14:41:00 to San Diego Airport, San Diego Airport (USA) arriving at 26/08/2026 23:51:00. 50 Economy ticket for £82 per person are available. Travel duration is 11h 10m
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Alaska Airlines4h 31m006:01Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:32San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/08/2026 06:01:00 to San Diego Airport, San Diego Airport (USA) arriving at 26/08/2026 08:32:00. 50 Economy ticket for £93 per person are available. Travel duration is 4h 31m
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Alaska Airlines4h 37m014:18Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center16:55San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/08/2026 14:18:00 to San Diego Airport, San Diego Airport (USA) arriving at 26/08/2026 16:55:00. 50 Economy ticket for £93 per person are available. Travel duration is 4h 37m
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United Airlines4h 27m007:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:32San Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/08/2026 07:05:00 to San Diego Airport, San Diego Airport (USA) arriving at 26/08/2026 09:32:00. 50 Economy ticket for £96 per person are available. Travel duration is 4h 27m
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Volaris11h 47m002:53Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:40Tijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/08/2026 02:53:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 26/08/2026 12:40:00. 50 Economy ticket for £111 per person are available. Travel duration is 11h 47m
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Viva Aerobus8h 50m012:25Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center19:15Tijuana AirportTijuana Airport0EconomyA Flight from Viva Aerobus goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/08/2026 12:25:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 26/08/2026 19:15:00. 50 Economy ticket for £135 per person are available. Travel duration is 8h 50m
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Greyhound US54h 0m012:25ChicagoDowntown Coach Station16:25San DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 26/08/2026 12:25:00 to Old Town Transit Center, San Diego (USA) arriving at 28/08/2026 16:25:00. 50 Economy ticket for £107 per person are available. Travel duration is 54h 0m
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Greyhound US53h 30m012:25ChicagoDowntown Coach Station15:55San DiegoLa Jolla Village0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 26/08/2026 12:25:00 to La Jolla Village, San Diego (USA) arriving at 28/08/2026 15:55:00. 50 Economy ticket for £107 per person are available. Travel duration is 53h 30m
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Greyhound US62h 0m010:15ChicagoUnion Station22:15San DiegoSeaport Village0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 26/08/2026 10:15:00 to Seaport Village, San Diego (USA) arriving at 28/08/2026 22:15:00. 50 Economy ticket for £110 per person are available. Travel duration is 62h 0m
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FlixBus55h 0m017:15ChicagoDowntown Coach Station22:15San DiegoSeaport Village0EconomyA Bus from FlixBus goes from Downtown Coach Station, Chicago (USA) at 26/08/2026 17:15:00 to Seaport Village, San Diego (USA) arriving at 28/08/2026 22:15:00. 50 Economy ticket for £138 per person are available. Travel duration is 55h 0m
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FlixBus50h 55m017:15ChicagoDowntown Coach Station18:10San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from Downtown Coach Station, Chicago (USA) at 26/08/2026 17:15:00 to Old Town Transit Center, San Diego (USA) arriving at 28/08/2026 18:10:00. 50 Economy ticket for £140 per person are available. Travel duration is 50h 55m
Cheapest Flights Wednesday
Cheapest Buses Wednesday
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FlixBus61h 5m000:40Chicago95th Red Line Station11:45San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 27/08/2026 00:40:00 to Old Town Transit Center, San Diego (USA) arriving at 29/08/2026 11:45:00. 50 Economy ticket for £96 per person are available. Travel duration is 61h 5m
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FlixBus55h 20m011:05Chicago95th Red Line Station16:25San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 27/08/2026 11:05:00 to Old Town Transit Center, San Diego (USA) arriving at 29/08/2026 16:25:00. 50 Economy ticket for £96 per person are available. Travel duration is 55h 20m
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FlixBus59h 45m000:40Chicago95th Red Line Station10:25San DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 27/08/2026 00:40:00 to Seaport Village, San Diego (USA) arriving at 29/08/2026 10:25:00. 50 Economy ticket for £98 per person are available. Travel duration is 59h 45m
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Greyhound US54h 0m012:25ChicagoDowntown Coach Station16:25San DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 27/08/2026 12:25:00 to Old Town Transit Center, San Diego (USA) arriving at 29/08/2026 16:25:00. 50 Economy ticket for £108 per person are available. Travel duration is 54h 0m
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Greyhound US58h 55m013:20Chicago95th Red Line Station22:15San DiegoSeaport Village0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 27/08/2026 13:20:00 to Seaport Village, San Diego (USA) arriving at 29/08/2026 22:15:00. 50 Economy ticket for £109 per person are available. Travel duration is 58h 55m
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Frontier Airlines8h 21m009:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center15:41San Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/08/2026 09:20:00 to San Diego Airport, San Diego Airport (USA) arriving at 27/08/2026 15:41:00. 50 Economy ticket for £96 per person are available. Travel duration is 8h 21m
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United Airlines4h 27m007:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:32San Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/08/2026 07:05:00 to San Diego Airport, San Diego Airport (USA) arriving at 27/08/2026 09:32:00. 50 Economy ticket for £98 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m006:01Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:32San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/08/2026 06:01:00 to San Diego Airport, San Diego Airport (USA) arriving at 27/08/2026 08:32:00. 50 Economy ticket for £98 per person are available. Travel duration is 4h 31m
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Volaris11h 47m002:53Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:40Tijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/08/2026 02:53:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 27/08/2026 12:40:00. 50 Economy ticket for £101 per person are available. Travel duration is 11h 47m
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Viva Aerobus10h 0m012:25Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:25Tijuana AirportTijuana Airport0EconomyA Flight from Viva Aerobus goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/08/2026 12:25:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 27/08/2026 20:25:00. 50 Economy ticket for £136 per person are available. Travel duration is 10h 0m
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Sun Country Airlines17h 53m017:12Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:05San Diego AirportSan Diego Airport0EconomyA Flight from Sun Country Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/08/2026 17:12:00 to San Diego Airport, San Diego Airport (USA) arriving at 28/08/2026 09:05:00. 50 Economy ticket for £151 per person are available. Travel duration is 17h 53m
Cheapest Buses Thursday
Cheapest Flights Thursday
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FlixBus55h 20m011:05Chicago95th Red Line Station16:25San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 28/08/2026 11:05:00 to Old Town Transit Center, San Diego (USA) arriving at 30/08/2026 16:25:00. 50 Economy ticket for £95 per person are available. Travel duration is 55h 20m
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Greyhound US58h 55m013:20Chicago95th Red Line Station22:15San DiegoSeaport Village0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 28/08/2026 13:20:00 to Seaport Village, San Diego (USA) arriving at 30/08/2026 22:15:00. 50 Economy ticket for £102 per person are available. Travel duration is 58h 55m
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Greyhound US54h 25m013:20Chicago95th Red Line Station17:45San DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 28/08/2026 13:20:00 to Old Town Transit Center, San Diego (USA) arriving at 30/08/2026 17:45:00. 50 Economy ticket for £102 per person are available. Travel duration is 54h 25m
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FlixBus59h 45m000:40Chicago95th Red Line Station10:25San DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 28/08/2026 00:40:00 to Seaport Village, San Diego (USA) arriving at 30/08/2026 10:25:00. 50 Economy ticket for £105 per person are available. Travel duration is 59h 45m
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FlixBus59h 25m000:40Chicago95th Red Line Station10:05San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 28/08/2026 00:40:00 to Old Town Transit Center, San Diego (USA) arriving at 30/08/2026 10:05:00. 50 Economy ticket for £105 per person are available. Travel duration is 59h 25m
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Frontier Airlines20h 24m014:41Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:05San Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/08/2026 14:41:00 to San Diego Airport, San Diego Airport (USA) arriving at 29/08/2026 09:05:00. 50 Economy ticket for £96 per person are available. Travel duration is 20h 24m
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United Airlines4h 27m007:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:32San Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/08/2026 07:05:00 to San Diego Airport, San Diego Airport (USA) arriving at 28/08/2026 09:32:00. 50 Economy ticket for £113 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m006:01Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:32San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/08/2026 06:01:00 to San Diego Airport, San Diego Airport (USA) arriving at 28/08/2026 08:32:00. 50 Economy ticket for £113 per person are available. Travel duration is 4h 31m
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Volaris12h 30m020:23Chicago Midway AirportChicago Midway Airport06:53Tijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 28/08/2026 20:23:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 29/08/2026 06:53:00. 50 Economy ticket for £172 per person are available. Travel duration is 12h 30m
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Volaris31h 21m020:23Chicago Midway AirportChicago Midway Airport01:44Tijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 28/08/2026 20:23:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 30/08/2026 01:44:00. 50 Economy ticket for £172 per person are available. Travel duration is 31h 21m
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Volaris24h 52m020:23Chicago Midway AirportChicago Midway Airport19:15Tijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 28/08/2026 20:23:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 29/08/2026 19:15:00. 50 Economy ticket for £179 per person are available. Travel duration is 24h 52m
Cheapest Buses Friday
Cheapest Flights Friday
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Frontier Airlines8h 21m009:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center15:41San Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/08/2026 09:20:00 to San Diego Airport, San Diego Airport (USA) arriving at 29/08/2026 15:41:00. 50 Economy ticket for £65 per person are available. Travel duration is 8h 21m
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Alaska Airlines4h 31m006:01Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:32San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/08/2026 06:01:00 to San Diego Airport, San Diego Airport (USA) arriving at 29/08/2026 08:32:00. 50 Economy ticket for £81 per person are available. Travel duration is 4h 31m
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United Airlines4h 27m007:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:32San Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/08/2026 07:05:00 to San Diego Airport, San Diego Airport (USA) arriving at 29/08/2026 09:32:00. 50 Economy ticket for £88 per person are available. Travel duration is 4h 27m
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Volaris15h 38m001:40Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center15:18Tijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/08/2026 01:40:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 29/08/2026 15:18:00. 50 Economy ticket for £123 per person are available. Travel duration is 15h 38m
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Frontier Airlines39h 21m008:45Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center22:06Tijuana AirportTijuana Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/08/2026 08:45:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 30/08/2026 22:06:00. 50 Economy ticket for £151 per person are available. Travel duration is 39h 21m
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Delta Air Lines22h 9m018:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center14:39Tijuana AirportTijuana Airport0EconomyA Flight from Delta Air Lines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/08/2026 18:30:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 30/08/2026 14:39:00. 50 Economy ticket for £193 per person are available. Travel duration is 22h 9m
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FlixBus55h 20m011:05Chicago95th Red Line Station16:25San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 29/08/2026 11:05:00 to Old Town Transit Center, San Diego (USA) arriving at 31/08/2026 16:25:00. 50 Economy ticket for £103 per person are available. Travel duration is 55h 20m
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FlixBus61h 5m000:40Chicago95th Red Line Station11:45San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 29/08/2026 00:40:00 to Old Town Transit Center, San Diego (USA) arriving at 31/08/2026 11:45:00. 50 Economy ticket for £105 per person are available. Travel duration is 61h 5m
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FlixBus66h 30m023:55Chicago95th Red Line Station16:25San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 29/08/2026 23:55:00 to Old Town Transit Center, San Diego (USA) arriving at 01/09/2026 16:25:00. 50 Economy ticket for £105 per person are available. Travel duration is 66h 30m
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Greyhound US58h 55m013:20Chicago95th Red Line Station22:15San DiegoSeaport Village0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 29/08/2026 13:20:00 to Seaport Village, San Diego (USA) arriving at 31/08/2026 22:15:00. 50 Economy ticket for £113 per person are available. Travel duration is 58h 55m
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Greyhound US54h 25m013:20Chicago95th Red Line Station17:45San DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 29/08/2026 13:20:00 to Old Town Transit Center, San Diego (USA) arriving at 31/08/2026 17:45:00. 50 Economy ticket for £114 per person are available. Travel duration is 54h 25m
Cheapest Flights Saturday
Cheapest Buses Saturday
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American Airlines24h 39m021:35Chicago Midway AirportChicago Midway Airport20:14San Diego AirportSan Diego Airport0EconomyA Flight from American Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 30/08/2026 21:35:00 to San Diego Airport, San Diego Airport (USA) arriving at 31/08/2026 20:14:00. 50 Economy ticket for £75 per person are available. Travel duration is 24h 39m
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Alaska Airlines4h 31m006:01Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:32San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/08/2026 06:01:00 to San Diego Airport, San Diego Airport (USA) arriving at 30/08/2026 08:32:00. 50 Economy ticket for £80 per person are available. Travel duration is 4h 31m
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United Airlines4h 27m007:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:32San Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/08/2026 07:05:00 to San Diego Airport, San Diego Airport (USA) arriving at 30/08/2026 09:32:00. 50 Economy ticket for £88 per person are available. Travel duration is 4h 27m
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Frontier Airlines26h 3m020:11Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:14San Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/08/2026 20:11:00 to San Diego Airport, San Diego Airport (USA) arriving at 31/08/2026 20:14:00. 50 Economy ticket for £103 per person are available. Travel duration is 26h 3m
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Volaris10h 0m006:21Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center14:21Tijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/08/2026 06:21:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 30/08/2026 14:21:00. 50 Economy ticket for £117 per person are available. Travel duration is 10h 0m
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Volaris14h 3m006:21Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center18:24Tijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/08/2026 06:21:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 30/08/2026 18:24:00. 50 Economy ticket for £117 per person are available. Travel duration is 14h 3m
Cheapest Flights Sunday
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Frontier Airlines8h 21m009:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center15:41San Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 31/08/2026 09:20:00 to San Diego Airport, San Diego Airport (USA) arriving at 31/08/2026 15:41:00. 50 Economy ticket for £73 per person are available. Travel duration is 8h 21m
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Alaska Airlines4h 31m006:01Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:32San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 31/08/2026 06:01:00 to San Diego Airport, San Diego Airport (USA) arriving at 31/08/2026 08:32:00. 50 Economy ticket for £79 per person are available. Travel duration is 4h 31m
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United Airlines4h 27m007:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:32San Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 31/08/2026 07:05:00 to San Diego Airport, San Diego Airport (USA) arriving at 31/08/2026 09:32:00. 50 Economy ticket for £88 per person are available. Travel duration is 4h 27m
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JetBlue Airways14h 45m020:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:05San Diego AirportSan Diego Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 31/08/2026 20:20:00 to San Diego Airport, San Diego Airport (USA) arriving at 01/09/2026 09:05:00. 50 Economy ticket for £164 per person are available. Travel duration is 14h 45m
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Sun Country Airlines7h 42m010:43Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center16:25San Diego AirportSan Diego Airport0EconomyA Flight from Sun Country Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 31/08/2026 10:43:00 to San Diego Airport, San Diego Airport (USA) arriving at 31/08/2026 16:25:00. 50 Economy ticket for £244 per person are available. Travel duration is 7h 42m
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Greyhound US58h 5m010:15ChicagoUnion Station18:20San DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 31/08/2026 10:15:00 to San Ysidro Transit Center, San Diego (USA) arriving at 02/09/2026 18:20:00. 50 Economy ticket for £132 per person are available. Travel duration is 58h 5m
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Greyhound US69h 10m023:10ChicagoUnion Station18:20San DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 31/08/2026 23:10:00 to San Ysidro Transit Center, San Diego (USA) arriving at 03/09/2026 18:20:00. 50 Economy ticket for £149 per person are available. Travel duration is 69h 10m
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Greyhound US69h 30m022:50ChicagoDowntown Coach Station18:20San DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 31/08/2026 22:50:00 to San Ysidro Transit Center, San Diego (USA) arriving at 03/09/2026 18:20:00. 50 Economy ticket for £149 per person are available. Travel duration is 69h 30m
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FlixBus51h 5m017:15ChicagoDowntown Coach Station18:20San DiegoSan Ysidro Transit Center0EconomyA Bus from FlixBus goes from Downtown Coach Station, Chicago (USA) at 31/08/2026 17:15:00 to San Ysidro Transit Center, San Diego (USA) arriving at 02/09/2026 18:20:00. 50 Economy ticket for £158 per person are available. Travel duration is 51h 5m
Cheapest Flights Monday
Cheapest Buses Monday
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Greyhound US54h 0m012:25ChicagoDowntown Coach Station16:25San DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 01/09/2026 12:25:00 to Old Town Transit Center, San Diego (USA) arriving at 03/09/2026 16:25:00. 50 Economy ticket for £113 per person are available. Travel duration is 54h 0m
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Greyhound US53h 30m012:25ChicagoDowntown Coach Station15:55San DiegoLa Jolla Village0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 01/09/2026 12:25:00 to La Jolla Village, San Diego (USA) arriving at 03/09/2026 15:55:00. 50 Economy ticket for £113 per person are available. Travel duration is 53h 30m
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Greyhound US67h 15m023:10ChicagoUnion Station16:25San DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 01/09/2026 23:10:00 to Old Town Transit Center, San Diego (USA) arriving at 04/09/2026 16:25:00. 50 Economy ticket for £122 per person are available. Travel duration is 67h 15m
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FlixBus50h 30m017:15ChicagoDowntown Coach Station17:45San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from Downtown Coach Station, Chicago (USA) at 01/09/2026 17:15:00 to Old Town Transit Center, San Diego (USA) arriving at 03/09/2026 17:45:00. 50 Economy ticket for £131 per person are available. Travel duration is 50h 30m
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FlixBus55h 0m017:15ChicagoDowntown Coach Station22:15San DiegoSeaport Village0EconomyA Bus from FlixBus goes from Downtown Coach Station, Chicago (USA) at 01/09/2026 17:15:00 to Seaport Village, San Diego (USA) arriving at 03/09/2026 22:15:00. 50 Economy ticket for £132 per person are available. Travel duration is 55h 0m
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Volaris28h 22m019:30Chicago Midway AirportChicago Midway Airport21:52Tijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 01/09/2026 19:30:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 02/09/2026 21:52:00. 50 Economy ticket for £185 per person are available. Travel duration is 28h 22m
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Volaris21h 14m019:30Chicago Midway AirportChicago Midway Airport14:44Tijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 01/09/2026 19:30:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 02/09/2026 14:44:00. 50 Economy ticket for £195 per person are available. Travel duration is 21h 14m
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Porter Airlines21h 47m011:45Chicago Midway AirportChicago Midway Airport07:32Tijuana AirportTijuana Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 01/09/2026 11:45:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 02/09/2026 07:32:00. 50 Economy ticket for £323 per person are available. Travel duration is 21h 47m
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Frontier Airlines14h 28m011:50Chicago Midway AirportChicago Midway Airport00:18Tijuana AirportTijuana Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 01/09/2026 11:50:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 02/09/2026 00:18:00. 50 Economy ticket for £545 per person are available. Travel duration is 14h 28m
Cheapest Buses Tuesday
Cheapest Flights Tuesday
What are the fastest trips from Chicago to San Diego?
You can get to San Diego from Chicago in just 4h 27m with a Flight from United Airlines. But this is just one option, click on any of the offers below to compare it with the other available modes of transportations.
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United Airlines4h 27m007:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:32San Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/08/2026 07:05:00 to San Diego Airport, San Diego Airport (USA) arriving at 26/08/2026 09:32:00. 50 Economy ticket for £96 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m006:01Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:32San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/08/2026 06:01:00 to San Diego Airport, San Diego Airport (USA) arriving at 26/08/2026 08:32:00. 50 Economy ticket for £93 per person are available. Travel duration is 4h 31m
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Alaska Airlines4h 37m014:18Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center16:55San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/08/2026 14:18:00 to San Diego Airport, San Diego Airport (USA) arriving at 26/08/2026 16:55:00. 50 Economy ticket for £93 per person are available. Travel duration is 4h 37m
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United Airlines8h 0m007:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center13:00McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/08/2026 07:00:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 26/08/2026 13:00:00. 50 Economy ticket for £421 per person are available. Travel duration is 8h 0m
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United Airlines8h 4m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:04McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/08/2026 06:00:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 26/08/2026 12:04:00. 50 Economy ticket for £323 per person are available. Travel duration is 8h 4m
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United Airlines8h 10m014:35Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:45McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/08/2026 14:35:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 26/08/2026 20:45:00. 50 Economy ticket for £323 per person are available. Travel duration is 8h 10m
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FlixBus50h 55m017:15ChicagoDowntown Coach Station18:10San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from Downtown Coach Station, Chicago (USA) at 26/08/2026 17:15:00 to Old Town Transit Center, San Diego (USA) arriving at 28/08/2026 18:10:00. 50 Economy ticket for £140 per person are available. Travel duration is 50h 55m
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Greyhound US53h 30m012:25ChicagoDowntown Coach Station15:55San DiegoLa Jolla Village0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 26/08/2026 12:25:00 to La Jolla Village, San Diego (USA) arriving at 28/08/2026 15:55:00. 50 Economy ticket for £107 per person are available. Travel duration is 53h 30m
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Greyhound US54h 0m012:25ChicagoDowntown Coach Station16:25San DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 26/08/2026 12:25:00 to Old Town Transit Center, San Diego (USA) arriving at 28/08/2026 16:25:00. 50 Economy ticket for £107 per person are available. Travel duration is 54h 0m
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FlixBus55h 0m017:15ChicagoDowntown Coach Station22:15San DiegoSeaport Village0EconomyA Bus from FlixBus goes from Downtown Coach Station, Chicago (USA) at 26/08/2026 17:15:00 to Seaport Village, San Diego (USA) arriving at 28/08/2026 22:15:00. 50 Economy ticket for £138 per person are available. Travel duration is 55h 0m
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Greyhound US62h 0m010:15ChicagoUnion Station22:15San DiegoSeaport Village0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 26/08/2026 10:15:00 to Seaport Village, San Diego (USA) arriving at 28/08/2026 22:15:00. 50 Economy ticket for £110 per person are available. Travel duration is 62h 0m
Fastest Flights Wednesday
Fastest Buses Wednesday
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United Airlines4h 27m007:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:32San Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/08/2026 07:05:00 to San Diego Airport, San Diego Airport (USA) arriving at 27/08/2026 09:32:00. 50 Economy ticket for £98 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m006:01Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:32San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/08/2026 06:01:00 to San Diego Airport, San Diego Airport (USA) arriving at 27/08/2026 08:32:00. 50 Economy ticket for £98 per person are available. Travel duration is 4h 31m
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United Airlines6h 20m008:40Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center13:00McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/08/2026 08:40:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 27/08/2026 13:00:00. 50 Economy ticket for £424 per person are available. Travel duration is 6h 20m
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United Airlines8h 4m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:04McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/08/2026 06:00:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 27/08/2026 12:04:00. 50 Economy ticket for £322 per person are available. Travel duration is 8h 4m
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United Airlines8h 10m014:35Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:45McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/08/2026 14:35:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 27/08/2026 20:45:00. 50 Economy ticket for £325 per person are available. Travel duration is 8h 10m
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United Airlines8h 10m014:42Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:52McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/08/2026 14:42:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 27/08/2026 20:52:00. 50 Economy ticket for £424 per person are available. Travel duration is 8h 10m
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Greyhound US54h 0m012:25ChicagoDowntown Coach Station16:25San DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 27/08/2026 12:25:00 to Old Town Transit Center, San Diego (USA) arriving at 29/08/2026 16:25:00. 50 Economy ticket for £108 per person are available. Travel duration is 54h 0m
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FlixBus55h 20m011:05Chicago95th Red Line Station16:25San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 27/08/2026 11:05:00 to Old Town Transit Center, San Diego (USA) arriving at 29/08/2026 16:25:00. 50 Economy ticket for £96 per person are available. Travel duration is 55h 20m
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Greyhound US58h 55m013:20Chicago95th Red Line Station22:15San DiegoSeaport Village0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 27/08/2026 13:20:00 to Seaport Village, San Diego (USA) arriving at 29/08/2026 22:15:00. 50 Economy ticket for £109 per person are available. Travel duration is 58h 55m
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FlixBus59h 45m000:40Chicago95th Red Line Station10:25San DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 27/08/2026 00:40:00 to Seaport Village, San Diego (USA) arriving at 29/08/2026 10:25:00. 50 Economy ticket for £98 per person are available. Travel duration is 59h 45m
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FlixBus61h 5m000:40Chicago95th Red Line Station11:45San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 27/08/2026 00:40:00 to Old Town Transit Center, San Diego (USA) arriving at 29/08/2026 11:45:00. 50 Economy ticket for £96 per person are available. Travel duration is 61h 5m
Fastest Flights Thursday
Fastest Buses Thursday
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United Airlines4h 27m007:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:32San Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/08/2026 07:05:00 to San Diego Airport, San Diego Airport (USA) arriving at 28/08/2026 09:32:00. 50 Economy ticket for £113 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m006:01Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:32San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/08/2026 06:01:00 to San Diego Airport, San Diego Airport (USA) arriving at 28/08/2026 08:32:00. 50 Economy ticket for £113 per person are available. Travel duration is 4h 31m
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United Airlines8h 4m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:04McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/08/2026 06:00:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 28/08/2026 12:04:00. 50 Economy ticket for £330 per person are available. Travel duration is 8h 4m
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United Airlines8h 10m014:35Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:45McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/08/2026 14:35:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 28/08/2026 20:45:00. 50 Economy ticket for £330 per person are available. Travel duration is 8h 10m
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United Airlines9h 54m012:51Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:45McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/08/2026 12:51:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 28/08/2026 20:45:00. 50 Economy ticket for £330 per person are available. Travel duration is 9h 54m
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United Airlines10h 0m005:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center13:00McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/08/2026 05:00:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 28/08/2026 13:00:00. 50 Economy ticket for £358 per person are available. Travel duration is 10h 0m
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Greyhound US54h 25m013:20Chicago95th Red Line Station17:45San DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 28/08/2026 13:20:00 to Old Town Transit Center, San Diego (USA) arriving at 30/08/2026 17:45:00. 50 Economy ticket for £102 per person are available. Travel duration is 54h 25m
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FlixBus55h 20m011:05Chicago95th Red Line Station16:25San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 28/08/2026 11:05:00 to Old Town Transit Center, San Diego (USA) arriving at 30/08/2026 16:25:00. 50 Economy ticket for £95 per person are available. Travel duration is 55h 20m
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Greyhound US58h 55m013:20Chicago95th Red Line Station22:15San DiegoSeaport Village0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 28/08/2026 13:20:00 to Seaport Village, San Diego (USA) arriving at 30/08/2026 22:15:00. 50 Economy ticket for £102 per person are available. Travel duration is 58h 55m
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FlixBus59h 25m000:40Chicago95th Red Line Station10:05San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 28/08/2026 00:40:00 to Old Town Transit Center, San Diego (USA) arriving at 30/08/2026 10:05:00. 50 Economy ticket for £105 per person are available. Travel duration is 59h 25m
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FlixBus59h 45m000:40Chicago95th Red Line Station10:25San DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 28/08/2026 00:40:00 to Seaport Village, San Diego (USA) arriving at 30/08/2026 10:25:00. 50 Economy ticket for £105 per person are available. Travel duration is 59h 45m
Fastest Flights Friday
Fastest Buses Friday
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United Airlines4h 27m007:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:32San Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/08/2026 07:05:00 to San Diego Airport, San Diego Airport (USA) arriving at 29/08/2026 09:32:00. 50 Economy ticket for £88 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m006:01Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:32San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/08/2026 06:01:00 to San Diego Airport, San Diego Airport (USA) arriving at 29/08/2026 08:32:00. 50 Economy ticket for £81 per person are available. Travel duration is 4h 31m
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United Airlines6h 31m008:29Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center13:00McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/08/2026 08:29:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 29/08/2026 13:00:00. 50 Economy ticket for £417 per person are available. Travel duration is 6h 31m
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United Airlines7h 29m012:51Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center18:20McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/08/2026 12:51:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 29/08/2026 18:20:00. 50 Economy ticket for £326 per person are available. Travel duration is 7h 29m
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United Airlines8h 4m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:04McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/08/2026 06:00:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 29/08/2026 12:04:00. 50 Economy ticket for £326 per person are available. Travel duration is 8h 4m
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Frontier Airlines8h 21m009:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center15:41San Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/08/2026 09:20:00 to San Diego Airport, San Diego Airport (USA) arriving at 29/08/2026 15:41:00. 50 Economy ticket for £65 per person are available. Travel duration is 8h 21m
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Greyhound US54h 25m013:20Chicago95th Red Line Station17:45San DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 29/08/2026 13:20:00 to Old Town Transit Center, San Diego (USA) arriving at 31/08/2026 17:45:00. 50 Economy ticket for £114 per person are available. Travel duration is 54h 25m
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FlixBus55h 20m011:05Chicago95th Red Line Station16:25San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 29/08/2026 11:05:00 to Old Town Transit Center, San Diego (USA) arriving at 31/08/2026 16:25:00. 50 Economy ticket for £103 per person are available. Travel duration is 55h 20m
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Greyhound US58h 55m013:20Chicago95th Red Line Station22:15San DiegoSeaport Village0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 29/08/2026 13:20:00 to Seaport Village, San Diego (USA) arriving at 31/08/2026 22:15:00. 50 Economy ticket for £113 per person are available. Travel duration is 58h 55m
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FlixBus61h 5m000:40Chicago95th Red Line Station11:45San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 29/08/2026 00:40:00 to Old Town Transit Center, San Diego (USA) arriving at 31/08/2026 11:45:00. 50 Economy ticket for £105 per person are available. Travel duration is 61h 5m
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FlixBus66h 30m023:55Chicago95th Red Line Station16:25San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 29/08/2026 23:55:00 to Old Town Transit Center, San Diego (USA) arriving at 01/09/2026 16:25:00. 50 Economy ticket for £105 per person are available. Travel duration is 66h 30m
Fastest Flights Saturday
Fastest Buses Saturday
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United Airlines4h 27m007:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:32San Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/08/2026 07:05:00 to San Diego Airport, San Diego Airport (USA) arriving at 30/08/2026 09:32:00. 50 Economy ticket for £88 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m006:01Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:32San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/08/2026 06:01:00 to San Diego Airport, San Diego Airport (USA) arriving at 30/08/2026 08:32:00. 50 Economy ticket for £80 per person are available. Travel duration is 4h 31m
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United Airlines8h 4m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:04McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/08/2026 06:00:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 30/08/2026 12:04:00. 50 Economy ticket for £330 per person are available. Travel duration is 8h 4m
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United Airlines8h 10m014:35Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:45McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/08/2026 14:35:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 30/08/2026 20:45:00. 50 Economy ticket for £330 per person are available. Travel duration is 8h 10m
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United Airlines9h 54m012:51Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:45McClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/08/2026 12:51:00 to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 30/08/2026 20:45:00. 50 Economy ticket for £330 per person are available. Travel duration is 9h 54m
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Volaris10h 0m006:21Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center14:21Tijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/08/2026 06:21:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 30/08/2026 14:21:00. 50 Economy ticket for £117 per person are available. Travel duration is 10h 0m
Fastest Flights Sunday
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United Airlines4h 27m007:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:32San Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 31/08/2026 07:05:00 to San Diego Airport, San Diego Airport (USA) arriving at 31/08/2026 09:32:00. 50 Economy ticket for £88 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m006:01Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:32San Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 31/08/2026 06:01:00 to San Diego Airport, San Diego Airport (USA) arriving at 31/08/2026 08:32:00. 50 Economy ticket for £79 per person are available. Travel duration is 4h 31m
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Sun Country Airlines7h 42m010:43Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center16:25San Diego AirportSan Diego Airport0EconomyA Flight from Sun Country Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 31/08/2026 10:43:00 to San Diego Airport, San Diego Airport (USA) arriving at 31/08/2026 16:25:00. 50 Economy ticket for £244 per person are available. Travel duration is 7h 42m
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Frontier Airlines8h 21m009:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center15:41San Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 31/08/2026 09:20:00 to San Diego Airport, San Diego Airport (USA) arriving at 31/08/2026 15:41:00. 50 Economy ticket for £73 per person are available. Travel duration is 8h 21m
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JetBlue Airways14h 45m020:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:05San Diego AirportSan Diego Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 31/08/2026 20:20:00 to San Diego Airport, San Diego Airport (USA) arriving at 01/09/2026 09:05:00. 50 Economy ticket for £164 per person are available. Travel duration is 14h 45m
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FlixBus51h 5m017:15ChicagoDowntown Coach Station18:20San DiegoSan Ysidro Transit Center0EconomyA Bus from FlixBus goes from Downtown Coach Station, Chicago (USA) at 31/08/2026 17:15:00 to San Ysidro Transit Center, San Diego (USA) arriving at 02/09/2026 18:20:00. 50 Economy ticket for £158 per person are available. Travel duration is 51h 5m
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Greyhound US58h 5m010:15ChicagoUnion Station18:20San DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 31/08/2026 10:15:00 to San Ysidro Transit Center, San Diego (USA) arriving at 02/09/2026 18:20:00. 50 Economy ticket for £132 per person are available. Travel duration is 58h 5m
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Greyhound US69h 10m023:10ChicagoUnion Station18:20San DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 31/08/2026 23:10:00 to San Ysidro Transit Center, San Diego (USA) arriving at 03/09/2026 18:20:00. 50 Economy ticket for £149 per person are available. Travel duration is 69h 10m
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Greyhound US69h 30m022:50ChicagoDowntown Coach Station18:20San DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 31/08/2026 22:50:00 to San Ysidro Transit Center, San Diego (USA) arriving at 03/09/2026 18:20:00. 50 Economy ticket for £149 per person are available. Travel duration is 69h 30m
Fastest Flights Monday
Fastest Buses Monday
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Frontier Airlines14h 28m011:50Chicago Midway AirportChicago Midway Airport00:18Tijuana AirportTijuana Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 01/09/2026 11:50:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 02/09/2026 00:18:00. 50 Economy ticket for £545 per person are available. Travel duration is 14h 28m
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Volaris21h 14m019:30Chicago Midway AirportChicago Midway Airport14:44Tijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 01/09/2026 19:30:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 02/09/2026 14:44:00. 50 Economy ticket for £195 per person are available. Travel duration is 21h 14m
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Porter Airlines21h 47m011:45Chicago Midway AirportChicago Midway Airport07:32Tijuana AirportTijuana Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 01/09/2026 11:45:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 02/09/2026 07:32:00. 50 Economy ticket for £323 per person are available. Travel duration is 21h 47m
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Volaris28h 22m019:30Chicago Midway AirportChicago Midway Airport21:52Tijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 01/09/2026 19:30:00 to Tijuana Airport, Tijuana Airport (Mexico) arriving at 02/09/2026 21:52:00. 50 Economy ticket for £185 per person are available. Travel duration is 28h 22m
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FlixBus50h 30m017:15ChicagoDowntown Coach Station17:45San DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from Downtown Coach Station, Chicago (USA) at 01/09/2026 17:15:00 to Old Town Transit Center, San Diego (USA) arriving at 03/09/2026 17:45:00. 50 Economy ticket for £131 per person are available. Travel duration is 50h 30m
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Greyhound US53h 30m012:25ChicagoDowntown Coach Station15:55San DiegoLa Jolla Village0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 01/09/2026 12:25:00 to La Jolla Village, San Diego (USA) arriving at 03/09/2026 15:55:00. 50 Economy ticket for £113 per person are available. Travel duration is 53h 30m
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Greyhound US54h 0m012:25ChicagoDowntown Coach Station16:25San DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 01/09/2026 12:25:00 to Old Town Transit Center, San Diego (USA) arriving at 03/09/2026 16:25:00. 50 Economy ticket for £113 per person are available. Travel duration is 54h 0m
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FlixBus55h 0m017:15ChicagoDowntown Coach Station22:15San DiegoSeaport Village0EconomyA Bus from FlixBus goes from Downtown Coach Station, Chicago (USA) at 01/09/2026 17:15:00 to Seaport Village, San Diego (USA) arriving at 03/09/2026 22:15:00. 50 Economy ticket for £132 per person are available. Travel duration is 55h 0m
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Greyhound US67h 15m023:10ChicagoUnion Station16:25San DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 01/09/2026 23:10:00 to Old Town Transit Center, San Diego (USA) arriving at 04/09/2026 16:25:00. 50 Economy ticket for £122 per person are available. Travel duration is 67h 15m
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Here you will find all operators and timetables for a
Bus from Chicago to San Diego
What are the most popular stations in Chicago and San Diego?
In Chicago, you will usually depart from Downtown Coach Station, 95th Red Line Station or California & 35th Street Coach Stop, while in San Diego you will be arriving at San Ysidro Transit Center, Old Town Transit Center or Santa Fe Depot, but there are many more stops to explore in both locations.
How do I decide? Some tips and tricks from our experience
Are you having trouble deciding on how to get to San Diego from Chicago? With 16 connections between 2 Flight and Bus operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.
Look for the lowest price
Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between Chicago and San Diego, you can pay as low as £65 with a Flight from Frontier Airlines.Travel duration
Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from United Airlines: you will get to San Diego in just 4h 27m.Comfort makes all the difference
You should always take into account what your personal travelling preferences are. Is one hand luggage enough, or are you trasporting more? Would you like to have a snack during the journey? Can you relax in a busy compartment, or do you need space for yourself? Even among the same mode of transportation, different companies will offer you varying levels of comfort and amenities. The main operators connecting Chicago and San Diego are United Airlines, Greyhound US and FlixBus, but be sure to check what they have to offer!Save money with deals, and always compare
One last tip? Even if you live in Chicago and San Diego is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from Cicero, IL or to San Diego Airport, and look at flights from Chicago Midway Airport, and landing at Tijuana Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!Which companies offer a trip from Chicago to San Diego?
The most popular companies between Chicago and San Diego, are United Airlines, Greyhound US and FlixBus. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US and FlixBus
Airlines: United Airlines, Frontier Airlines, Volaris and 8 more.
All you need to know when you travel from Chicago to San Diego
Check all information on comfort and services on all modes of transports from Chicago to San Diego. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.
FAQs about the trip from Chicago to San Diego
How can I reach San Diego from Chicago?
Every day, there are on average 16 connections between Flight and Bus, with which you can get to San Diego from Chicago.
How far is San Diego from Chicago?
The distance between Chicago and San Diego is 2,784.7 km.
What is the most ecofriendly mode of transport between Chicago and San Diego?
Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance.
On this particular route, a bus will emit, per person, a total of 75 kgs of CO2, a train 97 kgs, a car 473 kgs, and a flight 685 kgs.
What is the cheapest mode of transport from Chicago to San Diego?
You can get to San Diego with just £65 by taking a Flight from Frontier Airlines.
What is the fastest way to get from Chicago to San Diego?
While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to San Diego in just 4h 27m with a Flight from United Airlines.
More routes to Chicago and to San Diego
Looking for more options? Here you can see the most popular routes to Chicago and to San Diego. Simply click on a connection, and you’ll find all the details about the route!
