Airlines with flights from Fort Myers to Chicago
There are four airlines with scheduled flights between RSW and ORD. American Airlines, United and Southwest has non-stop flights from Southwest Florida International Airport to Chicago O'Hare and the flight time is 3 hours and 22 minutes.
Choose airline
Schedules
Non-stop with American Airlines
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Total flight time: 3 hours and 22 minutes
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One World Alliance
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Chicago is a American Airlines hub.
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21 flights per week
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Boeing 737-800 PassengerBoeing 737MAX 8 Passenger
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First class available
Flight
The timetable & schedule information was updated at 2026-04-22
Non-stop with United Airlines
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Total flight time: 3 hours and 25 minutes
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Chicago is a United Airlines hub (Largest hub ).
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21 flights per week
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Boeing 737MAX 9 PassengerAirbus A321neo
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Business and first class available
Flight
The timetable & schedule information was updated at 2026-04-22
Non-stop with Southwest Airlines
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Total flight time: 3 hours and 15 minutes
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Low-cost airline
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5 flights per week
Flight
The timetable & schedule information was updated at 2026-04-22
Via Atlanta with Delta Air Lines
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Total flight time: 4h 36m - 7h 04m.
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Sky Team Alliance
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194 flights per week
Flight
DL1147
DL2894
DL2894
DL1477
DL2738
DL2879
DL2486
DL1199
DL1199
The timetable & schedule information was updated at 2026-04-22
Via Charlotte with American Airlines
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Total flight time: 4h 37m - 7h 20m.
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One World Alliance
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Chicago is a American Airlines hub.
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311 flights per week
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Boeing 737-800 PassengerBoeing 737MAX 8 Passenger
Flight
AA1038
AA2530
AA627
AA3014
The timetable & schedule information was updated at 2026-04-22
Via Cleveland with United Airlines
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Total flight time: 4h 49m - 6h 56m.
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Chicago is a United Airlines hub (Largest hub ).
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51 flights per week
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Boeing 737MAX 9 PassengerAirbus A321neo
Flight
UA2315
The timetable & schedule information was updated at 2026-04-22
Via Orlando with Southwest Airlines
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Total flight time: 4h 55m - 5h 10m.
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Low-cost airline
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51 flights per week
Flight
The timetable & schedule information was updated at 2026-04-22

There are four airlines with scheduled flights between RSW and ORD. American Airlines, United and Southwest has non-stop flights from Southwest Florida International Airport to Chicago O'Hare and the flight time is 3 hours and 22 minutes.