Airlines with flights from Fort Myers to Chicago
There are two airlines with scheduled flights between RSW and MDW. Southwest is the only airline with non-stop flights from Southwest Florida International Airport to Midway International Airport and the flight time is 3 hours.
Choose airline
Schedules
Non-stop with Southwest Airlines
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Total flight time: 3 hours
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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21 flights per week
RSW
Direct
MDW
W1, Dec 30 - Jan 05
Flight
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Jan 7
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2024-12-13
Via Baltimore with Southwest Airlines
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Total flight time: 5h 05m - 10h 20m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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26 flights per week
RSW
Via BWI
MDW
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
Tue
Jan 2
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Jan 3
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Jan 4
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Jan 5
Sat
Jan 6
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Jan 7
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2024-12-13
Via Atlanta with Delta Air Lines
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Total flight time: 4h 16m - 6h 36m.
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Sky Team Alliance
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21 flights per week
RSW
Via ATL
MDW
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
Tue
Jan 2
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Jan 3
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Jan 5
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Jan 6
Sun
Jan 7
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2024-12-13
Via Detroit with Delta Air Lines
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Total flight time: 5h 03m - 6h 07m.
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Sky Team Alliance
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13 flights per week
RSW
Via DTW
MDW
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
Tue
Jan 2
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Jan 3
Thu
Jan 4
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Jan 5
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Jan 6
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Jan 7
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2024-12-13
Via Nashville with Southwest Airlines
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Total flight time: 4h 20m - 6h 45m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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11 flights per week
RSW
Via BNA
MDW
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
Tue
Jan 2
Wed
Jan 3
Thu
Jan 4
Fri
Jan 5
Sat
Jan 6
Sun
Jan 7
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2024-12-13