Airlines with flights from Washington to Chicago

There are two airlines with scheduled flights between DCA and MDW. Southwest is the only airline with non-stop flights from Reagan National to Midway International Airport and the flight time is 2 hours and 5 minutes.

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Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 5 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 44 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
DCA
Direct
MDW
 
Flight
Mon
Feb 3
Tue
Feb 4
Wed
Feb 5
Thu
Feb 6
Fri
Feb 7
Sat
Feb 8
Sun
Feb 9
WN940
----
----
----
06:55
06:55
06:05
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WN1483
06:55
06:55
06:55
----
----
----
06:55
WN574
10:00
10:00
10:00
----
----
09:20
10:00
WN1943
----
----
----
10:00
10:00
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WN1650
11:50
11:50
11:50
----
----
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11:50
WN758
----
----
----
11:55
11:55
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WN2578
----
----
----
----
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11:55
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WN198
----
----
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14:35
14:35
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WN2527
14:55
14:55
14:55
----
----
----
15:05
WN2968
----
----
----
----
----
16:00
----
WN1679
18:05
18:05
18:05
18:00
18:00
----
18:05
WN3918
----
----
----
----
----
18:00
----
WN2080
21:20
21:20
21:20
21:15
21:15
----
21:20
SHOW RETURN SCHEDULE
CHECK PRICES FOR DCA - MDW

The timetable & schedule information was updated at 2025-01-15

Via Nashville with Southwest Airlines

  • Total flight time: 4h 10m - 8h 35m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 32 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
DCA
 
Via BNA
 
MDW
 
Flight
Mon
Feb 3
Tue
Feb 4
Wed
Feb 5
Thu
Feb 6
Fri
Feb 7
Sat
Feb 8
Sun
Feb 9
WN742
WN1155
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----
----
----
----
06:10
----
WN1401
WN2364
08:00
08:00
08:00
----
----
----
08:00
WN748
WN1471
----
----
----
10:50
10:50
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----
WN1417
WN3079
10:55
10:55
10:55
----
----
----
10:55
WN2374
WN2906
----
----
----
12:10
12:10
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----
WN2374
WN3109
12:40
12:40
12:40
----
----
----
12:40
WN2374
WN1253
----
----
----
----
----
12:45
----
WN477
WN3079
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----
----
----
----
12:45
----
WN3112
WN2804
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----
----
15:00
15:00
----
----
WN3085
WN1253
15:00
15:00
15:00
----
----
----
15:00
WN1045
WN2965
19:00
19:00
19:00
----
----
----
----
WN1045
WN1647
----
----
----
----
----
----
19:00
WN4333
WN1647
----
----
----
19:35
19:35
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR DCA - MDW

The timetable & schedule information was updated at 2025-01-15

Via Saint Louis with Southwest Airlines

  • Total flight time: 4h 00m - 8h 40m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 24 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
DCA
 
Via STL
 
MDW
 
Flight
Mon
Feb 3
Tue
Feb 4
Wed
Feb 5
Thu
Feb 6
Fri
Feb 7
Sat
Feb 8
Sun
Feb 9
WN742
WN1155
----
----
----
----
----
06:10
----
WN1401
WN2364
08:00
08:00
08:00
----
----
----
08:00
WN748
WN1471
----
----
----
10:50
10:50
----
----
WN1417
WN3079
10:55
10:55
10:55
----
----
----
10:55
WN2374
WN2906
----
----
----
12:10
12:10
----
----
WN2374
WN3109
12:40
12:40
12:40
----
----
----
12:40
WN2374
WN1253
----
----
----
----
----
12:45
----
WN477
WN3079
----
----
----
----
----
12:45
----
WN3112
WN2804
----
----
----
15:00
15:00
----
----
WN3085
WN1253
15:00
15:00
15:00
----
----
----
15:00
WN1045
WN2965
19:00
19:00
19:00
----
----
----
----
WN1045
WN1647
----
----
----
----
----
----
19:00
WN4333
WN1647
----
----
----
19:35
19:35
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR DCA - MDW

The timetable & schedule information was updated at 2025-01-15

Via Detroit with Delta Air Lines

  • Total flight time: 3h 30m - 5h 11m.
  • Sky Team Alliance
  • 20 flights per week
DCA
 
Via DTW
 
MDW
 
Flight
Mon
Feb 3
Tue
Feb 4
Wed
Feb 5
Thu
Feb 6
Fri
Feb 7
Sat
Feb 8
Sun
Feb 9
DL2869
DL3858
06:00
06:00
06:00
06:00
06:00
06:00
06:00
DL1558
DL3867
09:55
09:55
09:55
09:55
09:55
----
----
DL2476
DL3869
----
----
----
----
----
----
12:55
DL5863
DL3869
----
----
----
----
----
12:55
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR DCA - MDW

The timetable & schedule information was updated at 2025-01-15

Via Columbus with Southwest Airlines

  • Total flight time: 3h 25m - 5h 35m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 7 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
DCA
 
Via CMH
 
MDW
 
Flight
Mon
Feb 3
Tue
Feb 4
Wed
Feb 5
Thu
Feb 6
Fri
Feb 7
Sat
Feb 8
Sun
Feb 9
WN742
WN1155
----
----
----
----
----
06:10
----
WN1401
WN2364
08:00
08:00
08:00
----
----
----
08:00
WN748
WN1471
----
----
----
10:50
10:50
----
----
WN1417
WN3079
10:55
10:55
10:55
----
----
----
10:55
WN2374
WN2906
----
----
----
12:10
12:10
----
----
WN2374
WN3109
12:40
12:40
12:40
----
----
----
12:40
WN2374
WN1253
----
----
----
----
----
12:45
----
WN477
WN3079
----
----
----
----
----
12:45
----
WN3112
WN2804
----
----
----
15:00
15:00
----
----
WN3085
WN1253
15:00
15:00
15:00
----
----
----
15:00
WN1045
WN2965
19:00
19:00
19:00
----
----
----
----
WN1045
WN1647
----
----
----
----
----
----
19:00
WN4333
WN1647
----
----
----
19:35
19:35
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR DCA - MDW

The timetable & schedule information was updated at 2025-01-15

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