Fare Guide
Estimated lowest fares found within 7 days
The cheapest airline(s) flying from Chicago to Fort Myers is Spirit Airlines.
Travel Period: December 2024 - November 2025
The cheapest month(s) to fly from Chicago to Fort Myers is April.
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Dec 2024
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Jan 2025
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Feb 2025
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Mar 2025
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Apr 2025
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May 2025
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Jun 2025
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Jul 2025
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Aug 2025
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Sep 2025
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Oct 2025
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Nov 2025
The cheapest day(s) of the week to fly from Chicago to Fort Myers is Thursday.
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Sun Sunday
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Mon Monday
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Tue Tuesday
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Wed Wednesday
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Thu Thursday
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Fri Friday
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Sat Saturday
Flight Schedules
Last Updated: Sat, 2 Nov, 2024
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Availability
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18:50 MDW22:35 RSW2Hrs, 45m Direct
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MDWChicago Midway Airport 18:50 - RSW 22:35 2h 45m Direct
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MDWChicago Midway Airport 18:50
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RSWSouthwest Florida International Airport 22:35
- 2h 45m
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Southwest Airlines (WN 1383)Boeing 737 800 -
Southwest Airlines (WN 1383) -
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- Boeing 737 800
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19:50 MDW23:35 RSW2Hrs, 45m Direct
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MDWChicago Midway Airport 19:50 - RSW 23:35 2h 45m Direct
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MDWChicago Midway Airport 19:50
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RSWSouthwest Florida International Airport 23:35
- 2h 45m
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Southwest Airlines (WN 1383)Boeing 737 700 -
Southwest Airlines (WN 1383) -
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- Boeing 737 700
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05:40 MDW09:30 RSW2Hrs, 50m Direct
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MDWChicago Midway Airport 05:40 - RSW 09:30 2h 50m Direct
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MDWChicago Midway Airport 05:40
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RSWSouthwest Florida International Airport 09:30
- 2h 50m
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Southwest Airlines (WN 813)Boeing 737 800 -
Southwest Airlines (WN 813) -
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06:25 MDW10:20 RSW2Hrs, 55m Direct
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MDWChicago Midway Airport 06:25 - RSW 10:20 2h 55m Direct
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MDWChicago Midway Airport 06:25
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RSWSouthwest Florida International Airport 10:20
- 2h 55m
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Southwest Airlines (WN 813)Boeing 737 700 -
Southwest Airlines (WN 813) -
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- Boeing 737 700
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06:45 MDW10:40 RSW2Hrs, 55m Direct
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MDWChicago Midway Airport 06:45 - RSW 10:40 2h 55m Direct
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MDWChicago Midway Airport 06:45
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RSWSouthwest Florida International Airport 10:40
- 2h 55m
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Southwest Airlines (WN 813)Boeing 737 800 -
Southwest Airlines (WN 813) -
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06:55 MDW10:50 RSW2Hrs, 55m Direct
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MDWChicago Midway Airport 06:55 - RSW 10:50 2h 55m Direct
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MDWChicago Midway Airport 06:55
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RSWSouthwest Florida International Airport 10:50
- 2h 55m
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Southwest Airlines (WN 813)Boeing 737 800 -
Southwest Airlines (WN 813) -
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07:25 ORD11:25 RSW3Hrs, 00m Direct
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ORDChicago O'Hare International Airport 07:25 - RSW 11:25 3h Direct
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ORDChicago O'Hare International Airport 07:25
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RSWSouthwest Florida International Airport 11:25
- 3h
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United Airlines (UA 1740)Boeing 737 800 -
United Airlines (UA 1740) -
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07:25 ORD11:25 RSW3Hrs, 00m Direct
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ORDChicago O'Hare International Airport 07:25 - RSW 11:25 3h Direct
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ORDChicago O'Hare International Airport 07:25
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RSWSouthwest Florida International Airport 11:25
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United Airlines (UA 1740)Boeing 737 900 -
United Airlines (UA 1740) -
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07:44 ORD11:37 RSW2Hrs, 53m Direct
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ORDChicago O'Hare International Airport 07:44 - RSW 11:37 2h 53m Direct
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ORDChicago O'Hare International Airport 07:44
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RSWSouthwest Florida International Airport 11:37
- 2h 53m
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Spirit Airlines (NK 487)Airbus Industrie A321 Sharklets -
Spirit Airlines (NK 487) -
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- Airbus Industrie A321 Sharklets
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08:05 ORD11:54 RSW2Hrs, 49m Direct
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ORDChicago O'Hare International Airport 08:05 - RSW 11:54 2h 49m Direct
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ORDChicago O'Hare International Airport 08:05
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RSWSouthwest Florida International Airport 11:54
- 2h 49m
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American Airlines (AA 1929)Boeing 737 800 -
American Airlines (AA 1929) -
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08:15 ORD12:10 RSW2Hrs, 55m Direct
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ORDChicago O'Hare International Airport 08:15 - RSW 12:10 2h 55m Direct
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ORDChicago O'Hare International Airport 08:15
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RSWSouthwest Florida International Airport 12:10
- 2h 55m
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American Airlines (AA 1929)Boeing 737 800 -
American Airlines (AA 1929) -
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08:25 ORD12:16 RSW2Hrs, 51m Direct
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ORDChicago O'Hare International Airport 08:25 - RSW 12:16 2h 51m Direct
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ORDChicago O'Hare International Airport 08:25
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RSWSouthwest Florida International Airport 12:16
- 2h 51m
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American Airlines (AA 1929)Boeing 737 800 -
American Airlines (AA 1929) -
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08:25 ORD12:14 RSW2Hrs, 49m Direct
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ORDChicago O'Hare International Airport 08:25 - RSW 12:14 2h 49m Direct
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ORDChicago O'Hare International Airport 08:25
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RSWSouthwest Florida International Airport 12:14
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American Airlines (AA 1929)Boeing 737 800 -
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09:15 ORD13:16 RSW3Hrs, 01m Direct
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ORDChicago O'Hare International Airport 09:15 - RSW 13:16 3h 01m Direct
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ORDChicago O'Hare International Airport 09:15
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RSWSouthwest Florida International Airport 13:16
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United Airlines (UA 335)Boeing 737 900 -
United Airlines (UA 335) -
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09:15 ORD13:16 RSW3Hrs, 01m Direct
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ORDChicago O'Hare International Airport 09:15 - RSW 13:16 3h 01m Direct
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ORDChicago O'Hare International Airport 09:15
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RSWSouthwest Florida International Airport 13:16
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United Airlines (UA 335)Airbus A321 Neo -
United Airlines (UA 335) -
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09:21 ORD13:10 RSW2Hrs, 49m Direct
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ORDChicago O'Hare International Airport 09:21 - RSW 13:10 2h 49m Direct
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ORDChicago O'Hare International Airport 09:21
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RSWSouthwest Florida International Airport 13:10
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American Airlines (AA 1929)Boeing 737 800 -
American Airlines (AA 1929) -
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10:48 ORD14:48 RSW3Hrs, 00m Direct
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ORDChicago O'Hare International Airport 10:48 - RSW 14:48 3h Direct
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ORDChicago O'Hare International Airport 10:48
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RSWSouthwest Florida International Airport 14:48
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United Airlines (UA 1840)Boeing 737 900 -
United Airlines (UA 1840) -
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10:55 MDW14:45 RSW2Hrs, 50m Direct
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MDWChicago Midway Airport 10:55 - RSW 14:45 2h 50m Direct
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MDWChicago Midway Airport 10:55
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RSWSouthwest Florida International Airport 14:45
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Southwest Airlines (WN 2534)Boeing 737 700 -
Southwest Airlines (WN 2534) -
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11:45 MDW15:30 RSW2Hrs, 45m Direct
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MDWChicago Midway Airport 11:45 - RSW 15:30 2h 45m Direct
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MDWChicago Midway Airport 11:45
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RSWSouthwest Florida International Airport 15:30
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Southwest Airlines (WN 1351)Boeing 737 800 -
Southwest Airlines (WN 1351) -
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11:50 MDW15:35 RSW2Hrs, 45m Direct
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MDWChicago Midway Airport 11:50 - RSW 15:35 2h 45m Direct
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MDWChicago Midway Airport 11:50
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RSWSouthwest Florida International Airport 15:35
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Southwest Airlines (WN 2726)Boeing 737 700 -
Southwest Airlines (WN 2726) -
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11:51 ORD19:46 RSW6Hrs, 55m Direct
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ORDChicago O'Hare International Airport 11:51 - RSW 19:46 6h 55m Direct
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ORDChicago O'Hare International Airport 11:51
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RSWSouthwest Florida International Airport 19:46
- 6h 55m
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United Airlines (UA 2133)Boeing 737 900 -
United Airlines (UA 2133) -
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11:51 ORD19:46 RSW6Hrs, 55m Direct
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ORDChicago O'Hare International Airport 11:51 - RSW 19:46 6h 55m Direct
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ORDChicago O'Hare International Airport 11:51
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RSWSouthwest Florida International Airport 19:46
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United Airlines (UA 2133)Boeing 737 Max 8 Passenger -
United Airlines (UA 2133) -
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12:37 ORD16:28 RSW2Hrs, 51m Direct
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ORDChicago O'Hare International Airport 12:37 - RSW 16:28 2h 51m Direct
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ORDChicago O'Hare International Airport 12:37
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RSWSouthwest Florida International Airport 16:28
- 2h 51m
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Spirit Airlines (NK 487)Airbus Industrie A320 Sharklets -
Spirit Airlines (NK 487) -
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- Airbus Industrie A320 Sharklets
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12:39 ORD16:26 RSW2Hrs, 47m Direct
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ORDChicago O'Hare International Airport 12:39 - RSW 16:26 2h 47m Direct
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ORDChicago O'Hare International Airport 12:39
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RSWSouthwest Florida International Airport 16:26
- 2h 47m
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American Airlines (AA 1504)Boeing 737 800 -
American Airlines (AA 1504) -
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12:45 ORD16:34 RSW2Hrs, 49m Direct
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ORDChicago O'Hare International Airport 12:45 - RSW 16:34 2h 49m Direct
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ORDChicago O'Hare International Airport 12:45
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RSWSouthwest Florida International Airport 16:34
- 2h 49m
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American Airlines (AA 1504)Boeing 737 800 -
American Airlines (AA 1504) -
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- Boeing 737 800
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12:46 ORD16:35 RSW2Hrs, 49m Direct
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ORDChicago O'Hare International Airport 12:46 - RSW 16:35 2h 49m Direct
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ORDChicago O'Hare International Airport 12:46
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RSWSouthwest Florida International Airport 16:35
- 2h 49m
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American Airlines (AA 1504)Boeing 737 800 -
American Airlines (AA 1504) -
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- Boeing 737 800
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12:50 ORD16:38 RSW2Hrs, 48m Direct
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ORDChicago O'Hare International Airport 12:50 - RSW 16:38 2h 48m Direct
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ORDChicago O'Hare International Airport 12:50
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RSWSouthwest Florida International Airport 16:38
- 2h 48m
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American Airlines (AA 1504)Boeing 737 800 -
American Airlines (AA 1504) -
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16:05 MDW19:55 RSW2Hrs, 50m Direct
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MDWChicago Midway Airport 16:05 - RSW 19:55 2h 50m Direct
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MDWChicago Midway Airport 16:05
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RSWSouthwest Florida International Airport 19:55
- 2h 50m
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Southwest Airlines (WN 1286)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 1286) -
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- Boeing 737 Max 8 Passenger
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17:50 ORD21:50 RSW3Hrs, 00m Direct
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ORDChicago O'Hare International Airport 17:50 - RSW 21:50 3h Direct
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ORDChicago O'Hare International Airport 17:50
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RSWSouthwest Florida International Airport 21:50
- 3h
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United Airlines (UA 396)Boeing 737 900 -
United Airlines (UA 396) -
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- Boeing 737 900
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17:55 ORD21:55 RSW3Hrs, 00m Direct
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ORDChicago O'Hare International Airport 17:55 - RSW 21:55 3h Direct
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ORDChicago O'Hare International Airport 17:55
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RSWSouthwest Florida International Airport 21:55
- 3h
- Direct
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United Airlines (UA 396)Boeing 737 900 -
United Airlines (UA 396) -
- M
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- Boeing 737 900
The fastest flight time for direct flights from Chicago to Fort Myers is 2 hours 45 minutes. Check latest flight schedules & prices on Wego.
The most popular airline flying from Chicago to Fort Myers is American Airlines. Find the latest flight deals on Wego.
The flight distance between Chicago and Fort Myers is 1774km. Check all available flights on Wego.
The earliest flight of the day departs at 05:40. The last flight of the day departs at 18:50. See the full list of flight times on Wego.
There are 4 airlines that offer direct flights from Chicago to Fort Myers. Find out the list of airlines on Wego.
All Airports in Chicago
Popular Airlines flying from Chicago to Fort Myers
Popular Destinations from Fort Myers
Popular Destinations from Chicago
Popular Hotels in Fort Myers
- Comfort Inn & Suites Airport
- Home2 Suites by Hilton Fort Myers Colonial Blvd
- Hilton Garden Inn Ft Myers
- Drury Inn & Suites Fort Myers Airport FGCU
- Doubletree by Hilton Fort Myers at Bell Tower Shops
- Allure Suites
- Luminary Hotel & Co., Autograph Collection
- Best Western Fort Myers Inn & Suites
- Marriott Sanibel Harbour Resort & Spa
- Hyatt Place Fort Myers/at The Forum