What is the best way to travel from Chicago to Orlando, FL?
Looking for a trip? Check and compare all the available Flights and Buses to Orlando, FL 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 Orlando, FL from Chicago?
You can reach Orlando, FL with just £32 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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Spirit Airlines2h 44m006:40Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:24Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/04/2026 06:40:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/04/2026 10:24:00. 50 Economy ticket for £55 per person are available. Travel duration is 2h 44m
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Frontier Airlines2h 48m014:00Chicago Midway AirportChicago Midway Airport17:48Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 26/04/2026 14:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/04/2026 17:48:00. 50 Economy ticket for £62 per person are available. Travel duration is 2h 48m
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Spirit Airlines7h 53m011:28Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:21Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/04/2026 11:28:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/04/2026 20:21:00. 50 Economy ticket for £64 per person are available. Travel duration is 7h 53m
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Frontier Airlines8h 23m007:30Chicago Midway AirportChicago Midway Airport16:53Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 26/04/2026 07:30:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/04/2026 16:53:00. 50 Economy ticket for £69 per person are available. Travel duration is 8h 23m
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United Airlines2h 57m007:23Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/04/2026 07:23:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/04/2026 11:20:00. 50 Economy ticket for £97 per person are available. Travel duration is 2h 57m
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FlixBus25h 50m013:30Chicago95th Red Line Station16:20Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 26/04/2026 13:30:00 to Coach Station, Orlando, FL (USA) arriving at 27/04/2026 16:20:00. 50 Economy ticket for £78 per person are available. Travel duration is 25h 50m
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Greyhound US29h 5m023:45Chicago95th Red Line Station05:50Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 26/04/2026 23:45:00 to Coach Station, Orlando, FL (USA) arriving at 28/04/2026 05:50:00. 50 Economy ticket for £79 per person are available. Travel duration is 29h 5m
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FlixBus24h 45m018:40Chicago95th Red Line Station20:25Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 26/04/2026 18:40:00 to Coach Station, Orlando, FL (USA) arriving at 27/04/2026 20:25:00. 50 Economy ticket for £79 per person are available. Travel duration is 24h 45m
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FlixBus31h 0m023:50Chicago95th Red Line Station07:50Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 26/04/2026 23:50:00 to Coach Station, Orlando, FL (USA) arriving at 28/04/2026 07:50:00. 50 Economy ticket for £79 per person are available. Travel duration is 31h 0m
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Greyhound US29h 5m010:15ChicagoCanal & Van Buren16:20Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 26/04/2026 10:15:00 to Coach Station, Orlando, FL (USA) arriving at 27/04/2026 16:20:00. 50 Economy ticket for £88 per person are available. Travel duration is 29h 5m
Cheapest Flights Sunday
Cheapest Buses Sunday
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Frontier Airlines2h 49m009:14Chicago Midway AirportChicago Midway Airport13:03Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 27/04/2026 09:14:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/04/2026 13:03:00. 50 Economy ticket for £34 per person are available. Travel duration is 2h 49m
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Spirit Airlines2h 44m006:40Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:24Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/04/2026 06:40:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/04/2026 10:24:00. 50 Economy ticket for £38 per person are available. Travel duration is 2h 44m
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United Airlines2h 57m007:23Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/04/2026 07:23:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/04/2026 11:20:00. 50 Economy ticket for £75 per person are available. Travel duration is 2h 57m
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JetBlue Airways7h 18m008:31Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center16:49Orlando AirportOrlando Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/04/2026 08:31:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/04/2026 16:49:00. 50 Economy ticket for £101 per person are available. Travel duration is 7h 18m
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Spirit Airlines17h 32m005:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center23:37Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/04/2026 05:05:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 27/04/2026 23:37:00. 50 Economy ticket for £134 per person are available. Travel duration is 17h 32m
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Frontier Airlines39h 32m016:58Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:30Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/04/2026 16:58:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 29/04/2026 09:30:00. 50 Economy ticket for £149 per person are available. Travel duration is 39h 32m
Cheapest Flights Monday
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Spirit Airlines2h 40m010:31Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center14:11Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/04/2026 10:31:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/04/2026 14:11:00. 50 Economy ticket for £44 per person are available. Travel duration is 2h 40m
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Frontier Airlines14h 56m007:30Chicago Midway AirportChicago Midway Airport23:26Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 28/04/2026 07:30:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/04/2026 23:26:00. 50 Economy ticket for £47 per person are available. Travel duration is 14h 56m
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United Airlines2h 57m007:23Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/04/2026 07:23:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/04/2026 11:20:00. 50 Economy ticket for £75 per person are available. Travel duration is 2h 57m
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Frontier Airlines47h 24m013:27Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center13:51Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/04/2026 13:27:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 30/04/2026 13:51:00. 50 Economy ticket for £85 per person are available. Travel duration is 47h 24m
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Spirit Airlines41h 36m019:15Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center13:51Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/04/2026 19:15:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 30/04/2026 13:51:00. 50 Economy ticket for £92 per person are available. Travel duration is 41h 36m
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JetBlue Airways7h 18m008:31Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center16:49Orlando AirportOrlando Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/04/2026 08:31:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/04/2026 16:49:00. 50 Economy ticket for £101 per person are available. Travel duration is 7h 18m
Cheapest Flights Tuesday
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Spirit Airlines7h 35m011:28Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:03Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/04/2026 11:28:00 to Orlando Airport, Orlando Airport (USA) arriving at 29/04/2026 20:03:00. 50 Economy ticket for £39 per person are available. Travel duration is 7h 35m
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Frontier Airlines6h 24m006:10Chicago Midway AirportChicago Midway Airport13:34Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 29/04/2026 06:10:00 to Orlando Airport, Orlando Airport (USA) arriving at 29/04/2026 13:34:00. 50 Economy ticket for £54 per person are available. Travel duration is 6h 24m
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United Airlines2h 54m013:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center16:59Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/04/2026 13:05:00 to Orlando Airport, Orlando Airport (USA) arriving at 29/04/2026 16:59:00. 50 Economy ticket for £117 per person are available. Travel duration is 2h 54m
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JetBlue Airways6h 46m009:41Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center17:27Orlando AirportOrlando Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/04/2026 09:41:00 to Orlando Airport, Orlando Airport (USA) arriving at 29/04/2026 17:27:00. 50 Economy ticket for £142 per person are available. Travel duration is 6h 46m
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Alaska Airlines13h 3m015:52Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center05:55Orlando AirportOrlando Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/04/2026 15:52:00 to Orlando Airport, Orlando Airport (USA) arriving at 30/04/2026 05:55:00. 50 Economy ticket for £362 per person are available. Travel duration is 13h 3m
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FlixBus32h 30m005:25Chicago95th Red Line Station14:55Orlando, FLFlorida Mall0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 29/04/2026 05:25:00 to Florida Mall, Orlando, FL (USA) arriving at 30/04/2026 14:55:00. 50 Economy ticket for £95 per person are available. Travel duration is 32h 30m
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FlixBus28h 19m018:40Chicago95th Red Line Station23:59Orlando, FLFlorida Mall0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 29/04/2026 18:40:00 to Florida Mall, Orlando, FL (USA) arriving at 30/04/2026 23:59:00. 50 Economy ticket for £96 per person are available. Travel duration is 28h 19m
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FlixBus25h 50m013:30Chicago95th Red Line Station16:20Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 29/04/2026 13:30:00 to Coach Station, Orlando, FL (USA) arriving at 30/04/2026 16:20:00. 50 Economy ticket for £96 per person are available. Travel duration is 25h 50m
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Greyhound US31h 45m006:10ChicagoDowntown Coach Station14:55Orlando, FLFlorida Mall0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 29/04/2026 06:10:00 to Florida Mall, Orlando, FL (USA) arriving at 30/04/2026 14:55:00. 50 Economy ticket for £103 per person are available. Travel duration is 31h 45m
Cheapest Flights Wednesday
Cheapest Buses Wednesday
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Spirit Airlines7h 35m011:28Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:03Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/04/2026 11:28:00 to Orlando Airport, Orlando Airport (USA) arriving at 30/04/2026 20:03:00. 50 Economy ticket for £44 per person are available. Travel duration is 7h 35m
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Frontier Airlines16h 24m014:15Chicago Midway AirportChicago Midway Airport07:39Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 30/04/2026 14:15:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 07:39:00. 50 Economy ticket for £49 per person are available. Travel duration is 16h 24m
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Frontier Airlines37h 44m016:28Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center07:12Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/04/2026 16:28:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 02/05/2026 07:12:00. 50 Economy ticket for £100 per person are available. Travel duration is 37h 44m
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Spirit Airlines32h 5m022:07Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center07:12Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/04/2026 22:07:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 02/05/2026 07:12:00. 50 Economy ticket for £105 per person are available. Travel duration is 32h 5m
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United Airlines7h 34m016:25Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center00:59Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/04/2026 16:25:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 00:59:00. 50 Economy ticket for £106 per person are available. Travel duration is 7h 34m
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Sun Country Airlines13h 38m020:06Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:44Orlando AirportOrlando Airport0EconomyA Flight from Sun Country Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/04/2026 20:06:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 10:44:00. 50 Economy ticket for £122 per person are available. Travel duration is 13h 38m
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Greyhound US29h 5m023:45Chicago95th Red Line Station05:50Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 30/04/2026 23:45:00 to Coach Station, Orlando, FL (USA) arriving at 02/05/2026 05:50:00. 50 Economy ticket for £64 per person are available. Travel duration is 29h 5m
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FlixBus31h 0m023:50Chicago95th Red Line Station07:50Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 30/04/2026 23:50:00 to Coach Station, Orlando, FL (USA) arriving at 02/05/2026 07:50:00. 50 Economy ticket for £65 per person are available. Travel duration is 31h 0m
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FlixBus38h 5m023:50Chicago95th Red Line Station14:55Orlando, FLFlorida Mall0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 30/04/2026 23:50:00 to Florida Mall, Orlando, FL (USA) arriving at 02/05/2026 14:55:00. 50 Economy ticket for £66 per person are available. Travel duration is 38h 5m
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FlixBus28h 19m018:40Chicago95th Red Line Station23:59Orlando, FLFlorida Mall0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 30/04/2026 18:40:00 to Florida Mall, Orlando, FL (USA) arriving at 01/05/2026 23:59:00. 50 Economy ticket for £67 per person are available. Travel duration is 28h 19m
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Greyhound US30h 0m022:50ChicagoDowntown Coach Station05:50Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 30/04/2026 22:50:00 to Coach Station, Orlando, FL (USA) arriving at 02/05/2026 05:50:00. 50 Economy ticket for £73 per person are available. Travel duration is 30h 0m
Cheapest Flights Thursday
Cheapest Buses Thursday
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Frontier Airlines5h 21m014:15Chicago Midway AirportChicago Midway Airport20:36Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 01/05/2026 14:15:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 20:36:00. 50 Economy ticket for £52 per person are available. Travel duration is 5h 21m
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Spirit Airlines2h 44m006:40Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:24Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 01/05/2026 06:40:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 10:24:00. 50 Economy ticket for £58 per person are available. Travel duration is 2h 44m
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United Airlines2h 57m007:23Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 01/05/2026 07:23:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 11:20:00. 50 Economy ticket for £97 per person are available. Travel duration is 2h 57m
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JetBlue Airways6h 25m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center13:25Orlando AirportOrlando Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 01/05/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 13:25:00. 50 Economy ticket for £102 per person are available. Travel duration is 6h 25m
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Frontier Airlines24h 57m005:15Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center07:12Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 01/05/2026 05:15:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 02/05/2026 07:12:00. 50 Economy ticket for £105 per person are available. Travel duration is 24h 57m
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Frontier Airlines20h 45m013:45Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:30Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 01/05/2026 13:45:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 02/05/2026 11:30:00. 50 Economy ticket for £112 per person are available. Travel duration is 20h 45m
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FlixBus28h 19m018:40Chicago95th Red Line Station23:59Orlando, FLFlorida Mall0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 01/05/2026 18:40:00 to Florida Mall, Orlando, FL (USA) arriving at 02/05/2026 23:59:00. 50 Economy ticket for £68 per person are available. Travel duration is 28h 19m
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FlixBus24h 45m018:40Chicago95th Red Line Station20:25Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 01/05/2026 18:40:00 to Coach Station, Orlando, FL (USA) arriving at 02/05/2026 20:25:00. 50 Economy ticket for £68 per person are available. Travel duration is 24h 45m
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Greyhound US29h 5m023:45Chicago95th Red Line Station05:50Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 01/05/2026 23:45:00 to Coach Station, Orlando, FL (USA) arriving at 03/05/2026 05:50:00. 50 Economy ticket for £68 per person are available. Travel duration is 29h 5m
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FlixBus25h 50m013:30Chicago95th Red Line Station16:20Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 01/05/2026 13:30:00 to Coach Station, Orlando, FL (USA) arriving at 02/05/2026 16:20:00. 50 Economy ticket for £69 per person are available. Travel duration is 25h 50m
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Greyhound US31h 45m006:10ChicagoDowntown Coach Station14:55Orlando, FLFlorida Mall0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 01/05/2026 06:10:00 to Florida Mall, Orlando, FL (USA) arriving at 02/05/2026 14:55:00. 50 Economy ticket for £73 per person are available. Travel duration is 31h 45m
Cheapest Flights Friday
Cheapest Buses Friday
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Frontier Airlines2h 49m009:14Chicago Midway AirportChicago Midway Airport13:03Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 02/05/2026 09:14:00 to Orlando Airport, Orlando Airport (USA) arriving at 02/05/2026 13:03:00. 50 Economy ticket for £32 per person are available. Travel duration is 2h 49m
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Spirit Airlines2h 38m005:10Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:48Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 02/05/2026 05:10:00 to Orlando Airport, Orlando Airport (USA) arriving at 02/05/2026 08:48:00. 50 Economy ticket for £38 per person are available. Travel duration is 2h 38m
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United Airlines2h 57m007:23Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 02/05/2026 07:23:00 to Orlando Airport, Orlando Airport (USA) arriving at 02/05/2026 11:20:00. 50 Economy ticket for £75 per person are available. Travel duration is 2h 57m
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JetBlue Airways9h 15m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center16:15Orlando AirportOrlando Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 02/05/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 02/05/2026 16:15:00. 50 Economy ticket for £101 per person are available. Travel duration is 9h 15m
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Spirit Airlines32h 16m009:16Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center18:32Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 02/05/2026 09:16:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 03/05/2026 18:32:00. 50 Economy ticket for £101 per person are available. Travel duration is 32h 16m
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Frontier Airlines21h 58m019:34Chicago Midway AirportChicago Midway Airport18:32Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 02/05/2026 19:34:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 03/05/2026 18:32:00. 50 Economy ticket for £103 per person are available. Travel duration is 21h 58m
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FlixBus34h 35m005:45Chicago95th Red Line Station17:20Orlando, FLFlorida Mall0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 02/05/2026 05:45:00 to Florida Mall, Orlando, FL (USA) arriving at 03/05/2026 17:20:00. 50 Economy ticket for £78 per person are available. Travel duration is 34h 35m
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FlixBus25h 20m005:25Chicago95th Red Line Station07:45Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 02/05/2026 05:25:00 to Coach Station, Orlando, FL (USA) arriving at 03/05/2026 07:45:00. 50 Economy ticket for £78 per person are available. Travel duration is 25h 20m
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FlixBus30h 55m023:50Chicago95th Red Line Station07:45Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 02/05/2026 23:50:00 to Coach Station, Orlando, FL (USA) arriving at 04/05/2026 07:45:00. 50 Economy ticket for £78 per person are available. Travel duration is 30h 55m
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Greyhound US29h 5m023:45Chicago95th Red Line Station05:50Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 02/05/2026 23:45:00 to Coach Station, Orlando, FL (USA) arriving at 04/05/2026 05:50:00. 50 Economy ticket for £79 per person are available. Travel duration is 29h 5m
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Greyhound US30h 0m022:50ChicagoDowntown Coach Station05:50Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 02/05/2026 22:50:00 to Coach Station, Orlando, FL (USA) arriving at 04/05/2026 05:50:00. 50 Economy ticket for £81 per person are available. Travel duration is 30h 0m
Cheapest Flights Saturday
Cheapest Buses Saturday
What are the fastest trips from Chicago to Orlando, FL?
You can get to Orlando, FL from Chicago in just 2h 38m with a Flight from Spirit 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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Spirit Airlines2h 44m006:40Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:24Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/04/2026 06:40:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/04/2026 10:24:00. 50 Economy ticket for £55 per person are available. Travel duration is 2h 44m
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Frontier Airlines2h 48m014:00Chicago Midway AirportChicago Midway Airport17:48Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 26/04/2026 14:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/04/2026 17:48:00. 50 Economy ticket for £62 per person are available. Travel duration is 2h 48m
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United Airlines2h 57m007:23Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/04/2026 07:23:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/04/2026 11:20:00. 50 Economy ticket for £97 per person are available. Travel duration is 2h 57m
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Spirit Airlines7h 53m011:28Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:21Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/04/2026 11:28:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/04/2026 20:21:00. 50 Economy ticket for £64 per person are available. Travel duration is 7h 53m
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Frontier Airlines8h 23m007:30Chicago Midway AirportChicago Midway Airport16:53Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 26/04/2026 07:30:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/04/2026 16:53:00. 50 Economy ticket for £69 per person are available. Travel duration is 8h 23m
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FlixBus24h 45m018:40Chicago95th Red Line Station20:25Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 26/04/2026 18:40:00 to Coach Station, Orlando, FL (USA) arriving at 27/04/2026 20:25:00. 50 Economy ticket for £79 per person are available. Travel duration is 24h 45m
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FlixBus25h 50m013:30Chicago95th Red Line Station16:20Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 26/04/2026 13:30:00 to Coach Station, Orlando, FL (USA) arriving at 27/04/2026 16:20:00. 50 Economy ticket for £78 per person are available. Travel duration is 25h 50m
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Greyhound US29h 5m023:45Chicago95th Red Line Station05:50Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 26/04/2026 23:45:00 to Coach Station, Orlando, FL (USA) arriving at 28/04/2026 05:50:00. 50 Economy ticket for £79 per person are available. Travel duration is 29h 5m
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Greyhound US29h 5m010:15ChicagoCanal & Van Buren16:20Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 26/04/2026 10:15:00 to Coach Station, Orlando, FL (USA) arriving at 27/04/2026 16:20:00. 50 Economy ticket for £88 per person are available. Travel duration is 29h 5m
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FlixBus31h 0m023:50Chicago95th Red Line Station07:50Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 26/04/2026 23:50:00 to Coach Station, Orlando, FL (USA) arriving at 28/04/2026 07:50:00. 50 Economy ticket for £79 per person are available. Travel duration is 31h 0m
Fastest Flights Sunday
Fastest Buses Sunday
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Spirit Airlines2h 44m006:40Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:24Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/04/2026 06:40:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/04/2026 10:24:00. 50 Economy ticket for £38 per person are available. Travel duration is 2h 44m
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Frontier Airlines2h 49m009:14Chicago Midway AirportChicago Midway Airport13:03Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 27/04/2026 09:14:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/04/2026 13:03:00. 50 Economy ticket for £34 per person are available. Travel duration is 2h 49m
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United Airlines2h 57m007:23Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/04/2026 07:23:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/04/2026 11:20:00. 50 Economy ticket for £75 per person are available. Travel duration is 2h 57m
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JetBlue Airways7h 18m008:31Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center16:49Orlando AirportOrlando Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/04/2026 08:31:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/04/2026 16:49:00. 50 Economy ticket for £101 per person are available. Travel duration is 7h 18m
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Alaska Airlines13h 3m015:52Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center05:55Orlando AirportOrlando Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/04/2026 15:52:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/04/2026 05:55:00. 50 Economy ticket for £213 per person are available. Travel duration is 13h 3m
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Spirit Airlines17h 32m005:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center23:37Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/04/2026 05:05:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 27/04/2026 23:37:00. 50 Economy ticket for £134 per person are available. Travel duration is 17h 32m
Fastest Flights Monday
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Spirit Airlines2h 40m010:31Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center14:11Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/04/2026 10:31:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/04/2026 14:11:00. 50 Economy ticket for £44 per person are available. Travel duration is 2h 40m
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United Airlines2h 57m007:23Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/04/2026 07:23:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/04/2026 11:20:00. 50 Economy ticket for £75 per person are available. Travel duration is 2h 57m
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JetBlue Airways7h 18m008:31Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center16:49Orlando AirportOrlando Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/04/2026 08:31:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/04/2026 16:49:00. 50 Economy ticket for £101 per person are available. Travel duration is 7h 18m
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Alaska Airlines13h 3m015:52Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center05:55Orlando AirportOrlando Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/04/2026 15:52:00 to Orlando Airport, Orlando Airport (USA) arriving at 29/04/2026 05:55:00. 50 Economy ticket for £254 per person are available. Travel duration is 13h 3m
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Frontier Airlines14h 56m007:30Chicago Midway AirportChicago Midway Airport23:26Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 28/04/2026 07:30:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/04/2026 23:26:00. 50 Economy ticket for £47 per person are available. Travel duration is 14h 56m
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Spirit Airlines35h 8m020:52Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:00Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/04/2026 20:52:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 30/04/2026 09:00:00. 50 Economy ticket for £139 per person are available. Travel duration is 35h 8m
Fastest Flights Tuesday
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United Airlines2h 54m013:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center16:59Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/04/2026 13:05:00 to Orlando Airport, Orlando Airport (USA) arriving at 29/04/2026 16:59:00. 50 Economy ticket for £117 per person are available. Travel duration is 2h 54m
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Frontier Airlines6h 24m006:10Chicago Midway AirportChicago Midway Airport13:34Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 29/04/2026 06:10:00 to Orlando Airport, Orlando Airport (USA) arriving at 29/04/2026 13:34:00. 50 Economy ticket for £54 per person are available. Travel duration is 6h 24m
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JetBlue Airways6h 46m009:41Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center17:27Orlando AirportOrlando Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/04/2026 09:41:00 to Orlando Airport, Orlando Airport (USA) arriving at 29/04/2026 17:27:00. 50 Economy ticket for £142 per person are available. Travel duration is 6h 46m
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Spirit Airlines7h 35m011:28Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:03Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/04/2026 11:28:00 to Orlando Airport, Orlando Airport (USA) arriving at 29/04/2026 20:03:00. 50 Economy ticket for £39 per person are available. Travel duration is 7h 35m
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Alaska Airlines13h 3m015:52Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center05:55Orlando AirportOrlando Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 29/04/2026 15:52:00 to Orlando Airport, Orlando Airport (USA) arriving at 30/04/2026 05:55:00. 50 Economy ticket for £362 per person are available. Travel duration is 13h 3m
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FlixBus25h 50m013:30Chicago95th Red Line Station16:20Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 29/04/2026 13:30:00 to Coach Station, Orlando, FL (USA) arriving at 30/04/2026 16:20:00. 50 Economy ticket for £96 per person are available. Travel duration is 25h 50m
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FlixBus28h 19m018:40Chicago95th Red Line Station23:59Orlando, FLFlorida Mall0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 29/04/2026 18:40:00 to Florida Mall, Orlando, FL (USA) arriving at 30/04/2026 23:59:00. 50 Economy ticket for £96 per person are available. Travel duration is 28h 19m
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Greyhound US31h 45m006:10ChicagoDowntown Coach Station14:55Orlando, FLFlorida Mall0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 29/04/2026 06:10:00 to Florida Mall, Orlando, FL (USA) arriving at 30/04/2026 14:55:00. 50 Economy ticket for £103 per person are available. Travel duration is 31h 45m
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FlixBus32h 30m005:25Chicago95th Red Line Station14:55Orlando, FLFlorida Mall0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 29/04/2026 05:25:00 to Florida Mall, Orlando, FL (USA) arriving at 30/04/2026 14:55:00. 50 Economy ticket for £95 per person are available. Travel duration is 32h 30m
Fastest Flights Wednesday
Fastest Buses Wednesday
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United Airlines7h 34m016:25Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center00:59Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/04/2026 16:25:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 00:59:00. 50 Economy ticket for £106 per person are available. Travel duration is 7h 34m
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Spirit Airlines7h 35m011:28Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center20:03Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/04/2026 11:28:00 to Orlando Airport, Orlando Airport (USA) arriving at 30/04/2026 20:03:00. 50 Economy ticket for £44 per person are available. Travel duration is 7h 35m
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JetBlue Airways8h 28m008:31Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center17:59Orlando AirportOrlando Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/04/2026 08:31:00 to Orlando Airport, Orlando Airport (USA) arriving at 30/04/2026 17:59:00. 50 Economy ticket for £133 per person are available. Travel duration is 8h 28m
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Sun Country Airlines13h 38m020:06Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:44Orlando AirportOrlando Airport0EconomyA Flight from Sun Country Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 30/04/2026 20:06:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 10:44:00. 50 Economy ticket for £122 per person are available. Travel duration is 13h 38m
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Frontier Airlines16h 24m014:15Chicago Midway AirportChicago Midway Airport07:39Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 30/04/2026 14:15:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 07:39:00. 50 Economy ticket for £49 per person are available. Travel duration is 16h 24m
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CargoLogicAir28h 10m011:00Chicago Midway AirportChicago Midway Airport16:10Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 30/04/2026 11:00:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 01/05/2026 16:10:00. 50 Economy ticket for £417 per person are available. Travel duration is 28h 10m
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FlixBus28h 19m018:40Chicago95th Red Line Station23:59Orlando, FLFlorida Mall0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 30/04/2026 18:40:00 to Florida Mall, Orlando, FL (USA) arriving at 01/05/2026 23:59:00. 50 Economy ticket for £67 per person are available. Travel duration is 28h 19m
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Greyhound US29h 5m023:45Chicago95th Red Line Station05:50Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 30/04/2026 23:45:00 to Coach Station, Orlando, FL (USA) arriving at 02/05/2026 05:50:00. 50 Economy ticket for £64 per person are available. Travel duration is 29h 5m
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Greyhound US30h 0m022:50ChicagoDowntown Coach Station05:50Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 30/04/2026 22:50:00 to Coach Station, Orlando, FL (USA) arriving at 02/05/2026 05:50:00. 50 Economy ticket for £73 per person are available. Travel duration is 30h 0m
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FlixBus31h 0m023:50Chicago95th Red Line Station07:50Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 30/04/2026 23:50:00 to Coach Station, Orlando, FL (USA) arriving at 02/05/2026 07:50:00. 50 Economy ticket for £65 per person are available. Travel duration is 31h 0m
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FlixBus38h 5m023:50Chicago95th Red Line Station14:55Orlando, FLFlorida Mall0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 30/04/2026 23:50:00 to Florida Mall, Orlando, FL (USA) arriving at 02/05/2026 14:55:00. 50 Economy ticket for £66 per person are available. Travel duration is 38h 5m
Fastest Flights Thursday
Fastest Buses Thursday
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Spirit Airlines2h 44m006:40Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:24Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 01/05/2026 06:40:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 10:24:00. 50 Economy ticket for £58 per person are available. Travel duration is 2h 44m
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United Airlines2h 57m007:23Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 01/05/2026 07:23:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 11:20:00. 50 Economy ticket for £97 per person are available. Travel duration is 2h 57m
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Frontier Airlines5h 21m014:15Chicago Midway AirportChicago Midway Airport20:36Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 01/05/2026 14:15:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 20:36:00. 50 Economy ticket for £52 per person are available. Travel duration is 5h 21m
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JetBlue Airways6h 25m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center13:25Orlando AirportOrlando Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 01/05/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 01/05/2026 13:25:00. 50 Economy ticket for £102 per person are available. Travel duration is 6h 25m
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Alaska Airlines13h 3m015:52Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center05:55Orlando AirportOrlando Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 01/05/2026 15:52:00 to Orlando Airport, Orlando Airport (USA) arriving at 02/05/2026 05:55:00. 50 Economy ticket for £230 per person are available. Travel duration is 13h 3m
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Spirit Airlines16h 12m014:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center07:12Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 01/05/2026 14:00:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 02/05/2026 07:12:00. 50 Economy ticket for £159 per person are available. Travel duration is 16h 12m
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FlixBus24h 45m018:40Chicago95th Red Line Station20:25Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 01/05/2026 18:40:00 to Coach Station, Orlando, FL (USA) arriving at 02/05/2026 20:25:00. 50 Economy ticket for £68 per person are available. Travel duration is 24h 45m
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FlixBus25h 50m013:30Chicago95th Red Line Station16:20Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 01/05/2026 13:30:00 to Coach Station, Orlando, FL (USA) arriving at 02/05/2026 16:20:00. 50 Economy ticket for £69 per person are available. Travel duration is 25h 50m
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FlixBus28h 19m018:40Chicago95th Red Line Station23:59Orlando, FLFlorida Mall0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 01/05/2026 18:40:00 to Florida Mall, Orlando, FL (USA) arriving at 02/05/2026 23:59:00. 50 Economy ticket for £68 per person are available. Travel duration is 28h 19m
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Greyhound US29h 5m023:45Chicago95th Red Line Station05:50Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 01/05/2026 23:45:00 to Coach Station, Orlando, FL (USA) arriving at 03/05/2026 05:50:00. 50 Economy ticket for £68 per person are available. Travel duration is 29h 5m
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Greyhound US31h 45m006:10ChicagoDowntown Coach Station14:55Orlando, FLFlorida Mall0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 01/05/2026 06:10:00 to Florida Mall, Orlando, FL (USA) arriving at 02/05/2026 14:55:00. 50 Economy ticket for £73 per person are available. Travel duration is 31h 45m
Fastest Flights Friday
Fastest Buses Friday
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Spirit Airlines2h 38m005:10Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center08:48Orlando AirportOrlando Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 02/05/2026 05:10:00 to Orlando Airport, Orlando Airport (USA) arriving at 02/05/2026 08:48:00. 50 Economy ticket for £38 per person are available. Travel duration is 2h 38m
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Frontier Airlines2h 49m009:14Chicago Midway AirportChicago Midway Airport13:03Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 02/05/2026 09:14:00 to Orlando Airport, Orlando Airport (USA) arriving at 02/05/2026 13:03:00. 50 Economy ticket for £32 per person are available. Travel duration is 2h 49m
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United Airlines2h 57m007:23Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 02/05/2026 07:23:00 to Orlando Airport, Orlando Airport (USA) arriving at 02/05/2026 11:20:00. 50 Economy ticket for £75 per person are available. Travel duration is 2h 57m
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JetBlue Airways9h 15m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center16:15Orlando AirportOrlando Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 02/05/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 02/05/2026 16:15:00. 50 Economy ticket for £101 per person are available. Travel duration is 9h 15m
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Alaska Airlines13h 3m015:52Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center05:55Orlando AirportOrlando Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 02/05/2026 15:52:00 to Orlando Airport, Orlando Airport (USA) arriving at 03/05/2026 05:55:00. 50 Economy ticket for £188 per person are available. Travel duration is 13h 3m
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Frontier Airlines21h 58m019:34Chicago Midway AirportChicago Midway Airport18:32Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 02/05/2026 19:34:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 03/05/2026 18:32:00. 50 Economy ticket for £103 per person are available. Travel duration is 21h 58m
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FlixBus25h 20m005:25Chicago95th Red Line Station07:45Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 02/05/2026 05:25:00 to Coach Station, Orlando, FL (USA) arriving at 03/05/2026 07:45:00. 50 Economy ticket for £78 per person are available. Travel duration is 25h 20m
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Greyhound US29h 5m023:45Chicago95th Red Line Station05:50Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 02/05/2026 23:45:00 to Coach Station, Orlando, FL (USA) arriving at 04/05/2026 05:50:00. 50 Economy ticket for £79 per person are available. Travel duration is 29h 5m
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Greyhound US30h 0m022:50ChicagoDowntown Coach Station05:50Orlando, FLCoach Station0EconomyA Bus from Greyhound US goes from Downtown Coach Station, Chicago (USA) at 02/05/2026 22:50:00 to Coach Station, Orlando, FL (USA) arriving at 04/05/2026 05:50:00. 50 Economy ticket for £81 per person are available. Travel duration is 30h 0m
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FlixBus30h 55m023:50Chicago95th Red Line Station07:45Orlando, FLCoach Station0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 02/05/2026 23:50:00 to Coach Station, Orlando, FL (USA) arriving at 04/05/2026 07:45:00. 50 Economy ticket for £78 per person are available. Travel duration is 30h 55m
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FlixBus34h 35m005:45Chicago95th Red Line Station17:20Orlando, FLFlorida Mall0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 02/05/2026 05:45:00 to Florida Mall, Orlando, FL (USA) arriving at 03/05/2026 17:20:00. 50 Economy ticket for £78 per person are available. Travel duration is 34h 35m
Fastest Flights Saturday
Fastest Buses Saturday
Here you will find all operators and timetables for a
Bus from Chicago to Orlando, FL
What are the most popular stations in Chicago and Orlando, FL?
In Chicago, you will usually depart from California & 35th Street Coach Stop, Downtown Coach Station or 95th Red Line Station, while in Orlando, FL you will be arriving at Coach Station, Dahlia Dr and S Semoran Blvd Coach Stop or Central Station, 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 Orlando, FL from Chicago? With 12 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 Orlando, FL, you can pay as low as £32 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 Spirit Airlines: you will get to Orlando, FL in just 2h 38m.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 Orlando, FL are Spirit Airlines, Frontier Airlines 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 Orlando, FL 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 Fairview Shores, FL, and look at flights from Chicago Midway Airport, and landing at Orlando 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 Orlando, FL?
The most popular companies between Chicago and Orlando, FL, are Spirit Airlines, Frontier Airlines and FlixBus. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: FlixBus and Greyhound US
Airlines: Spirit Airlines, Frontier Airlines, United Airlines and 7 more.
All you need to know when you travel from Chicago to Orlando, FL
Check all information on comfort and services on all modes of transports from Chicago to Orlando, FL. 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 Orlando, FL
How can I reach Orlando, FL from Chicago?
Every day, there are on average 12 connections between Flight and Bus, with which you can get to Orlando, FL from Chicago.
How far is Orlando, FL from Chicago?
The distance between Chicago and Orlando, FL is 1,587.0 km.
What is the most ecofriendly mode of transport between Chicago and Orlando, FL?
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 43 kgs of CO2, a train 56 kgs, a car 270 kgs, and a flight 390 kgs.
What is the cheapest mode of transport from Chicago to Orlando, FL?
You can get to Orlando, FL with just £32 by taking a Flight from Frontier Airlines.
What is the fastest way to get from Chicago to Orlando, FL?
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 Orlando, FL in just 2h 38m with a Flight from Spirit Airlines.
More routes to Chicago and to Orlando, FL
Looking for more options? Here you can see the most popular routes to Chicago and to Orlando, FL. Simply click on a connection, and you’ll find all the details about the route!
- Trips to Chicago
- Aguascalientes to Chicago
- Atlanta, GA to Chicago
- Bloomington, IN to Chicago
- Cincinnati to Chicago
- Ciudad Juárez to Chicago
- Dallas to Chicago
- El Paso, TX to Chicago
- Little Rock, AR to Chicago
- Memphis to Chicago
- Mississauga, ON to Chicago
- Monterrey, NL to Chicago
- Nashville to Chicago
- New York to Chicago
- Philadelphia, PA to Chicago
- Phoenix, AZ to Chicago
- Pittsburgh to Chicago
- Santiago de Queretaro to Chicago
- Toronto, ON to Chicago
- Zacatecas, ZS to Chicago
- Trips to Orlando, FL
- Atlanta, GA to Orlando, FL
- Baltimore, MD to Orlando, FL
- Boston, MA to Orlando, FL
- Charlotte, NC to Orlando, FL
- Columbus, OH to Orlando, FL
- Dallas to Orlando, FL
- Indianapolis to Orlando, FL
- Miami Airport to Orlando, FL
- Miami to Orlando, FL
- Monterrey, NL to Orlando, FL
- Myrtle Beach, SC to Orlando, FL
- New York to Orlando, FL
- Newark to Orlando, FL
- Pensacola Airport to Orlando, FL
- Phoenix, AZ to Orlando, FL
- Richmond, VA to Orlando, FL
- Syracuse, NY to Orlando, FL
- Toronto, ON to Orlando, FL
- Washington, DC to Orlando, FL
