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

  • Total flight time: 3 hours
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 37 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
RSW
Direct
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN1153
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07:15
07:15
07:15
07:15
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06:00
WN4965
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----
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----
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06:50
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WN5147
07:05
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----
----
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WN3212
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13:15
13:15
13:15
13:15
10:10
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WN3331
12:45
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WN4508
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----
----
----
----
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13:40
WN2135
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----
----
----
----
17:00
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WN4631
21:40
19:30
19:30
19:30
19:30
----
21:15
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - MDW

The timetable & schedule information was updated at 2024-11-19

Via Baltimore with Southwest Airlines

  • Total flight time: 5h 05m - 10h 20m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 26 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
RSW
 
Via BWI
 
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN2343
WN5265
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----
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----
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07:10
06:15
WN2343
WN954
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06:15
06:15
06:15
06:15
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WN3858
WN162
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----
----
----
----
06:15
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WN2754
WN2847
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07:00
07:00
07:00
07:00
----
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WN2754
WN2689
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07:00
07:00
07:00
07:00
----
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WN4266
WN806
07:25
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----
----
----
----
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WN2066
WN2223
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----
----
----
----
07:25
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WN1165
WN2364
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07:35
07:35
07:35
07:35
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WN1091
WN2364
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----
----
----
----
----
07:35
WN568
WN5477
07:40
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----
----
----
----
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WN4357
WN1689
09:20
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----
----
----
----
----
WN4753
WN2756
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10:00
10:00
10:00
10:00
----
----
WN4753
WN2833
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10:00
10:00
10:00
10:00
----
----
WN4144
WN1472
10:05
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----
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----
----
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WN2034
WN2833
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----
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----
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10:55
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WN2034
WN2829
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----
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----
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10:55
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WN2034
WN2050
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----
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----
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10:55
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WN4668
WN4928
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----
----
----
----
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12:15
WN4357
WN1776
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----
----
----
----
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13:55
WN4501
WN3122
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----
----
----
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13:55
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WN4357
WN2221
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----
----
----
----
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13:55
WN4357
WN1066
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----
----
----
----
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13:55
WN4357
WN1006
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----
----
----
----
----
13:55
WN4357
WN1291
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14:15
14:15
14:15
14:15
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WN2430
WN1253
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----
----
----
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14:20
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WN2343
WN1014
15:30
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----
----
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WN3858
WN4703
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16:15
16:15
16:15
16:15
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18:10
WN3972
WN1449
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----
----
----
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16:40
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WN3972
WN1647
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16:40
16:40
16:40
16:40
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WN3972
WN2804
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----
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----
----
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16:45
WN1282
WN2804
18:50
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----
----
----
----
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WN1153
WN598
20:20
----
----
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - MDW

The timetable & schedule information was updated at 2024-11-19

Via Atlanta with Delta Air Lines

  • Total flight time: 4h 16m - 6h 36m.
  • Sky Team Alliance
  • 21 flights per week
RSW
 
Via ATL
 
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
DL1385
DL1063
05:30
05:30
05:30
05:30
05:25
05:25
05:25
DL1361
DL2417
06:58
06:58
06:58
06:58
06:35
06:35
06:35
DL1395
DL2417
08:10
08:10
08:10
08:10
08:00
08:00
08:00
DL1603
DL3867
08:15
08:15
08:15
08:15
08:11
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08:11
DL1089
DL1739
11:00
11:00
11:00
11:00
11:04
11:04
11:04
DL2556
DL3869
11:55
11:55
11:55
11:55
11:54
11:54
11:54
DL1153
DL2241
13:32
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----
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----
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DL1110
DL1076
17:39
17:39
17:39
17:39
17:42
17:42
17:42
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - MDW

The timetable & schedule information was updated at 2024-11-19

Via Detroit with Delta Air Lines

  • Total flight time: 5h 03m - 6h 07m.
  • Sky Team Alliance
  • 13 flights per week
RSW
 
Via DTW
 
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
DL1385
DL1063
05:30
05:30
05:30
05:30
05:25
05:25
05:25
DL1361
DL2417
06:58
06:58
06:58
06:58
06:35
06:35
06:35
DL1395
DL2417
08:10
08:10
08:10
08:10
08:00
08:00
08:00
DL1603
DL3867
08:15
08:15
08:15
08:15
08:11
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08:11
DL1089
DL1739
11:00
11:00
11:00
11:00
11:04
11:04
11:04
DL2556
DL3869
11:55
11:55
11:55
11:55
11:54
11:54
11:54
DL1153
DL2241
13:32
----
----
----
----
----
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DL1110
DL1076
17:39
17:39
17:39
17:39
17:42
17:42
17:42
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - MDW

The timetable & schedule information was updated at 2024-11-19

Via Nashville with Southwest Airlines

  • Total flight time: 4h 20m - 6h 45m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 11 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
RSW
 
Via BNA
 
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN2343
WN5265
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----
----
----
----
07:10
06:15
WN2343
WN954
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06:15
06:15
06:15
06:15
----
----
WN3858
WN162
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----
----
----
----
06:15
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WN2754
WN2847
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07:00
07:00
07:00
07:00
----
----
WN2754
WN2689
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07:00
07:00
07:00
07:00
----
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WN4266
WN806
07:25
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----
----
----
----
----
WN2066
WN2223
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----
----
----
----
07:25
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WN1165
WN2364
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07:35
07:35
07:35
07:35
----
----
WN1091
WN2364
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----
----
----
----
----
07:35
WN568
WN5477
07:40
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----
----
----
----
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WN4357
WN1689
09:20
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----
----
----
----
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WN4753
WN2756
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10:00
10:00
10:00
10:00
----
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WN4753
WN2833
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10:00
10:00
10:00
10:00
----
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WN4144
WN1472
10:05
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----
----
----
----
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WN2034
WN2833
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----
----
----
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10:55
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WN2034
WN2829
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----
----
----
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10:55
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WN2034
WN2050
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----
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----
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10:55
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WN4668
WN4928
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----
----
----
----
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12:15
WN4357
WN1776
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----
----
----
----
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13:55
WN4501
WN3122
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----
----
----
----
13:55
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WN4357
WN2221
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----
----
----
----
----
13:55
WN4357
WN1066
----
----
----
----
----
----
13:55
WN4357
WN1006
----
----
----
----
----
----
13:55
WN4357
WN1291
----
14:15
14:15
14:15
14:15
----
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WN2430
WN1253
----
----
----
----
----
14:20
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WN2343
WN1014
15:30
----
----
----
----
----
----
WN3858
WN4703
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16:15
16:15
16:15
16:15
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18:10
WN3972
WN1449
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----
----
----
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16:40
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WN3972
WN1647
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16:40
16:40
16:40
16:40
----
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WN3972
WN2804
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----
----
----
----
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16:45
WN1282
WN2804
18:50
----
----
----
----
----
----
WN1153
WN598
20:20
----
----
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - MDW

The timetable & schedule information was updated at 2024-11-19

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