What is the best way to travel from Chicago to Orlando, FL?
Looking for a trip? Check and compare all the available Buses and Flights 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 £57 by taking a Bus from FlixBus, 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 Airlines7h 40m013:29Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center22:09Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 25/06/2026 13:29:00 to Orlando Airport, Orlando Airport (USA) arriving at 25/06/2026 22:09:00. 50 Economy ticket for £97 per person are available. Travel duration is 7h 40m
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Allegiant Air25h 40m014:46Chicago Midway AirportChicago Midway Airport17:26Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Allegiant Air goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 25/06/2026 14:46:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 26/06/2026 17:26:00. 50 Economy ticket for £153 per person are available. Travel duration is 25h 40m
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United Airlines2h 40m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:40Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 25/06/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 25/06/2026 09:40:00. 50 Economy ticket for £162 per person are available. Travel duration is 2h 40m
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Corporate Flight Management30h 37m012:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center19:57Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Corporate Flight Management goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 25/06/2026 12:20:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 26/06/2026 19:57:00. 50 Economy ticket for £176 per person are available. Travel duration is 30h 37m
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Frontier Airlines24h 53m007:52Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:45Orlando 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 25/06/2026 07:52:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 26/06/2026 09:45:00. 50 Economy ticket for £207 per person are available. Travel duration is 24h 53m
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Alaska Airlines13h 58m014:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center05:18Orlando AirportOrlando Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 25/06/2026 14:20:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/06/2026 05:18:00. 50 Economy ticket for £264 per person are available. Travel duration is 13h 58m
Cheapest Flights Thursday
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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 26/06/2026 18:40:00 to Florida Mall, Orlando, FL (USA) arriving at 27/06/2026 23:59:00. 50 Economy ticket for £57 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 26/06/2026 18:40:00 to Coach Station, Orlando, FL (USA) arriving at 27/06/2026 20:25:00. 50 Economy ticket for £57 per person are available. Travel duration is 24h 45m
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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 26/06/2026 05:45:00 to Florida Mall, Orlando, FL (USA) arriving at 27/06/2026 17:20:00. 50 Economy ticket for £58 per person are available. Travel duration is 34h 35m
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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 26/06/2026 23:45:00 to Coach Station, Orlando, FL (USA) arriving at 28/06/2026 05:50:00. 50 Economy ticket for £62 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 26/06/2026 06:10:00 to Florida Mall, Orlando, FL (USA) arriving at 27/06/2026 14:55:00. 50 Economy ticket for £65 per person are available. Travel duration is 31h 45m
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Frontier Airlines7h 40m013:29Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center22:09Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/06/2026 13:29:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/06/2026 22:09:00. 50 Economy ticket for £98 per person are available. Travel duration is 7h 40m
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Allegiant Air14h 25m018:38Chicago Midway AirportChicago Midway Airport10:03Orlando AirportOrlando Airport0EconomyA Flight from Allegiant Air goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 26/06/2026 18:38:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/06/2026 10:03:00. 50 Economy ticket for £111 per person are available. Travel duration is 14h 25m
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Allegiant Air18h 15m018:38Chicago Midway AirportChicago Midway Airport13:53Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Allegiant Air goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 26/06/2026 18:38:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 27/06/2026 13:53:00. 50 Economy ticket for £129 per person are available. Travel duration is 18h 15m
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United Airlines2h 40m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:40Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/06/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/06/2026 09:40:00. 50 Economy ticket for £162 per person are available. Travel duration is 2h 40m
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Allegiant Air23h 22m021:23Chicago Midway AirportChicago Midway Airport21:45Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Allegiant Air goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 26/06/2026 21:23:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 27/06/2026 21:45:00. 50 Economy ticket for £205 per person are available. Travel duration is 23h 22m
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Corporate Flight Management6h 37m012:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center19:57Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Corporate Flight Management goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/06/2026 12:20:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 26/06/2026 19:57:00. 50 Economy ticket for £232 per person are available. Travel duration is 6h 37m
Cheapest Buses Friday
Cheapest Flights Friday
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Frontier Airlines15h 14m006:00Chicago Midway AirportChicago Midway Airport22:14Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 27/06/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/06/2026 22:14:00. 50 Economy ticket for £115 per person are available. Travel duration is 15h 14m
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Frontier Airlines9h 15m011:59Chicago Midway AirportChicago Midway Airport22:14Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 27/06/2026 11:59:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/06/2026 22:14:00. 50 Economy ticket for £142 per person are available. Travel duration is 9h 15m
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Frontier Airlines23h 45m006:00Chicago Midway AirportChicago Midway Airport06:45Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 27/06/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/06/2026 06:45:00. 50 Economy ticket for £153 per person are available. Travel duration is 23h 45m
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Frontier Airlines7h 15m006:00Chicago Midway AirportChicago Midway Airport14:15Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 27/06/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/06/2026 14:15:00. 50 Economy ticket for £154 per person are available. Travel duration is 7h 15m
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Frontier Airlines6h 41m011:59Chicago Midway AirportChicago Midway Airport19:40Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 27/06/2026 11:59:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/06/2026 19:40:00. 50 Economy ticket for £154 per person are available. Travel duration is 6h 41m
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JetBlue Airways43h 29m017:22Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center13:51Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 27/06/2026 17:22:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 29/06/2026 13:51:00. 50 Economy ticket for £240 per person are available. Travel duration is 43h 29m
Cheapest Flights Saturday
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Allegiant Air25h 40m014:46Chicago Midway AirportChicago Midway Airport17:26Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Allegiant Air goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 28/06/2026 14:46:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 29/06/2026 17:26:00. 50 Economy ticket for £118 per person are available. Travel duration is 25h 40m
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United Airlines2h 40m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:40Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/06/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/06/2026 09:40:00. 50 Economy ticket for £126 per person are available. Travel duration is 2h 40m
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United Airlines4h 38m009:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center14:43Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/06/2026 09:05:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/06/2026 14:43:00. 50 Economy ticket for £133 per person are available. Travel duration is 4h 38m
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Frontier Airlines7h 40m013:29Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center22:09Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/06/2026 13:29:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/06/2026 22:09:00. 50 Economy ticket for £141 per person are available. Travel duration is 7h 40m
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Frontier Airlines8h 42m012:27Chicago Midway AirportChicago Midway Airport22:09Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 28/06/2026 12:27:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/06/2026 22:09:00. 50 Economy ticket for £145 per person are available. Travel duration is 8h 42m
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Allegiant Air4h 49m014:46Chicago Midway AirportChicago Midway Airport20:35Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Allegiant Air goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 28/06/2026 14:46:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 28/06/2026 20:35:00. 50 Economy ticket for £149 per person are available. Travel duration is 4h 49m
Cheapest Flights Sunday
What are the fastest trips from Chicago to Orlando, FL?
You can get to Orlando, FL from Chicago in just 2h 40m 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 Airlines2h 40m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:40Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 25/06/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 25/06/2026 09:40:00. 50 Economy ticket for £162 per person are available. Travel duration is 2h 40m
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Frontier Airlines7h 40m013:29Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center22:09Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 25/06/2026 13:29:00 to Orlando Airport, Orlando Airport (USA) arriving at 25/06/2026 22:09:00. 50 Economy ticket for £97 per person are available. Travel duration is 7h 40m
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JetBlue Airways11h 17m009:35Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center21:52Orlando AirportOrlando Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 25/06/2026 09:35:00 to Orlando Airport, Orlando Airport (USA) arriving at 25/06/2026 21:52:00. 50 Economy ticket for £283 per person are available. Travel duration is 11h 17m
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Sun Country Airlines13h 3m020:44Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:47Orlando AirportOrlando Airport0EconomyA Flight from Sun Country Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 25/06/2026 20:44:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/06/2026 10:47:00. 50 Economy ticket for £321 per person are available. Travel duration is 13h 3m
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Alaska Airlines13h 58m014:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center05:18Orlando AirportOrlando Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 25/06/2026 14:20:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/06/2026 05:18:00. 50 Economy ticket for £264 per person are available. Travel duration is 13h 58m
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CargoLogicAir23h 50m015:20Chicago Midway AirportChicago Midway Airport16:10Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 25/06/2026 15:20:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 26/06/2026 16:10:00. 50 Economy ticket for £456 per person are available. Travel duration is 23h 50m
Fastest Flights Thursday
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United Airlines2h 40m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:40Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/06/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/06/2026 09:40:00. 50 Economy ticket for £162 per person are available. Travel duration is 2h 40m
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Corporate Flight Management6h 37m012:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center19:57Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Corporate Flight Management goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/06/2026 12:20:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 26/06/2026 19:57:00. 50 Economy ticket for £232 per person are available. Travel duration is 6h 37m
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Frontier Airlines7h 40m013:29Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center22:09Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/06/2026 13:29:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/06/2026 22:09:00. 50 Economy ticket for £98 per person are available. Travel duration is 7h 40m
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JetBlue Airways10h 39m009:35Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center21:14Orlando AirportOrlando Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/06/2026 09:35:00 to Orlando Airport, Orlando Airport (USA) arriving at 26/06/2026 21:14:00. 50 Economy ticket for £325 per person are available. Travel duration is 10h 39m
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Alaska Airlines13h 58m014:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center05:18Orlando AirportOrlando Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 26/06/2026 14:20:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/06/2026 05:18:00. 50 Economy ticket for £265 per person are available. Travel duration is 13h 58m
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Allegiant Air14h 25m018:38Chicago Midway AirportChicago Midway Airport10:03Orlando AirportOrlando Airport0EconomyA Flight from Allegiant Air goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 26/06/2026 18:38:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/06/2026 10:03:00. 50 Economy ticket for £111 per person are available. Travel duration is 14h 25m
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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 26/06/2026 18:40:00 to Coach Station, Orlando, FL (USA) arriving at 27/06/2026 20:25:00. 50 Economy ticket for £57 per person are available. Travel duration is 24h 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 26/06/2026 18:40:00 to Florida Mall, Orlando, FL (USA) arriving at 27/06/2026 23:59:00. 50 Economy ticket for £57 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 26/06/2026 23:45:00 to Coach Station, Orlando, FL (USA) arriving at 28/06/2026 05:50:00. 50 Economy ticket for £62 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 26/06/2026 06:10:00 to Florida Mall, Orlando, FL (USA) arriving at 27/06/2026 14:55:00. 50 Economy ticket for £65 per person are available. Travel duration is 31h 45m
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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 26/06/2026 05:45:00 to Florida Mall, Orlando, FL (USA) arriving at 27/06/2026 17:20:00. 50 Economy ticket for £58 per person are available. Travel duration is 34h 35m
Fastest Flights Friday
Fastest Buses Friday
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Frontier Airlines6h 41m011:59Chicago Midway AirportChicago Midway Airport19:40Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 27/06/2026 11:59:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/06/2026 19:40:00. 50 Economy ticket for £154 per person are available. Travel duration is 6h 41m
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Frontier Airlines7h 15m006:00Chicago Midway AirportChicago Midway Airport14:15Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 27/06/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/06/2026 14:15:00. 50 Economy ticket for £154 per person are available. Travel duration is 7h 15m
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Frontier Airlines9h 15m011:59Chicago Midway AirportChicago Midway Airport22:14Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 27/06/2026 11:59:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/06/2026 22:14:00. 50 Economy ticket for £142 per person are available. Travel duration is 9h 15m
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Frontier Airlines15h 14m006:00Chicago Midway AirportChicago Midway Airport22:14Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 27/06/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 27/06/2026 22:14:00. 50 Economy ticket for £115 per person are available. Travel duration is 15h 14m
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Frontier Airlines16h 55m021:48Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center15:43Orlando 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 27/06/2026 21:48:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 28/06/2026 15:43:00. 50 Economy ticket for £261 per person are available. Travel duration is 16h 55m
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Frontier Airlines23h 45m006:00Chicago Midway AirportChicago Midway Airport06:45Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 27/06/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/06/2026 06:45:00. 50 Economy ticket for £153 per person are available. Travel duration is 23h 45m
Fastest Flights Saturday
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United Airlines2h 40m006:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center09:40Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/06/2026 06:00:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/06/2026 09:40:00. 50 Economy ticket for £126 per person are available. Travel duration is 2h 40m
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United Airlines4h 38m009:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center14:43Orlando AirportOrlando Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/06/2026 09:05:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/06/2026 14:43:00. 50 Economy ticket for £133 per person are available. Travel duration is 4h 38m
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Allegiant Air4h 49m014:46Chicago Midway AirportChicago Midway Airport20:35Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Allegiant Air goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 28/06/2026 14:46:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 28/06/2026 20:35:00. 50 Economy ticket for £149 per person are available. Travel duration is 4h 49m
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Frontier Airlines7h 40m013:29Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center22:09Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 28/06/2026 13:29:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/06/2026 22:09:00. 50 Economy ticket for £141 per person are available. Travel duration is 7h 40m
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Frontier Airlines8h 42m012:27Chicago Midway AirportChicago Midway Airport22:09Orlando AirportOrlando Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 28/06/2026 12:27:00 to Orlando Airport, Orlando Airport (USA) arriving at 28/06/2026 22:09:00. 50 Economy ticket for £145 per person are available. Travel duration is 8h 42m
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Allegiant Air25h 40m014:46Chicago Midway AirportChicago Midway Airport17:26Orlando Sanford International AirportOrlando Sanford International Airport0EconomyA Flight from Allegiant Air goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 28/06/2026 14:46:00 to Orlando Sanford International Airport, Orlando Sanford International Airport (USA) arriving at 29/06/2026 17:26:00. 50 Economy ticket for £118 per person are available. Travel duration is 25h 40m
Fastest Flights Sunday
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 Central Station, Dahlia Dr and S Semoran Blvd Coach Stop or Coach 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 10 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 £57 with a Bus from FlixBus.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 Orlando, FL in just 2h 40m.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 Frontier Airlines, Allegiant Air and JetBlue Airways, 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 Frontier Airlines, Allegiant Air and JetBlue Airways. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: FlixBus and Greyhound US
Airlines: Frontier Airlines, Allegiant Air, JetBlue Airways and 5 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 10 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 £57 by taking a Bus from FlixBus.
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 40m with a Flight from United 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!
