Southwest Airlines flights from Colorado Springs (COS) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 15:45 Colorado Springs (COS) 19:05 Midway, Chicago (MDW)
Southwest Airlines WN 110 Non-stop Boeing 737-700 (73W) 2:20 Effective 2023-06-04 through 2023-07-09
Mon-Fri 09:45 Colorado Springs (COS) 13:10 Midway, Chicago (MDW)
Southwest Airlines WN 500 Non-stop Boeing 737-700 (73W) 2:25 Effective 2023-06-05 through 2023-07-10
Sat 05:30 Colorado Springs (COS) 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 614 Non-stop Boeing 737-800 (73H) 2:25 Effective 2023-06-10 through 2023-07-08
Sat 08:05 Colorado Springs (COS) 11:30 Midway, Chicago (MDW)
Southwest Airlines WN 735 Non-stop Boeing 737-800 (73H) 2:25 Effective 2023-04-15 through 2023-06-03
Mon-Fri 10:30 Colorado Springs (COS) 13:50 Midway, Chicago (MDW)
Southwest Airlines WN 735 Non-stop Boeing 737-800 (73H) 2:20 Effective 2023-04-11 through 2023-06-02
Sun 14:05 Colorado Springs (COS) 17:20 Midway, Chicago (MDW)
Southwest Airlines WN 1086 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2023-01-08 through 2023-03-05
Sat 15:10 Colorado Springs (COS) 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 1333 Non-stop Boeing 737-700 (73W) 2:15 Effective 2023-01-07 through 2023-03-04
Sun 12:35 Colorado Springs (COS) 15:55 Midway, Chicago (MDW)
Southwest Airlines WN 1572 Non-stop Boeing 737-700 (73W) 2:20 Effective 2023-04-16 through 2023-05-28
Mon-Fri 14:40 Colorado Springs (COS) 17:55 Midway, Chicago (MDW)
Southwest Airlines WN 1747 Non-stop Boeing 737-700 (73W) 2:15 Effective 2023-01-05 through 2023-03-08
Sat 12:25 Colorado Springs (COS) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 1757 Non-stop Boeing 737-700 (73W) 2:15 Effective 2023-03-11 through 2023-04-08
Mon-Fri 12:55 Colorado Springs (COS) 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 1757 Non-stop Boeing 737-700 (73W) 2:25 Effective 2023-03-09 through 2023-04-10
Sun 11:15 Colorado Springs (COS) 14:35 Midway, Chicago (MDW)
Southwest Airlines WN 2680 Non-stop Boeing 737-700 (73W) 2:20 Effective 2023-03-12 through 2023-04-09
Mon-Fri 09:25 Colorado Springs (COS) 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 2851 Non-stop Boeing 737-800 (73H) 2:15 Valid until 2023-01-02
Wed 12:50 Colorado Springs (COS) 16:05 Midway, Chicago (MDW)
Southwest Airlines WN 3347 Non-stop Boeing 737-700 (73W) 2:15 Operates only on 2023-01-04
Tue,Sun 14:05 Colorado Springs (COS) 17:20 Midway, Chicago (MDW)
Southwest Airlines WN 3464 Non-stop Boeing 737-700 (73W) 2:15 Valid until 2023-01-03
Mon-Fri 14:25 Colorado Springs (COS) 17:50 Midway, Chicago (MDW)
Southwest Airlines WN 3561 Non-stop Boeing 737-800 (738) 2:25 Effective 2023-06-05 through 2023-07-10
Non-Direct Flights:
Tue,Sun 20:00 Colorado Springs (COS) 01:00 Midway, Chicago (MDW)
Southwest Airlines WN 3050 1-stop Boeing 737-700 (73W) 4:00 Valid until 2023-01-03
The flight arrives 1 day after departure.
Mon-Fri 10:55 Colorado Springs (COS) 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 448 2-stop Boeing 737-800 (73H) 6:20 Effective 2023-04-11 through 2023-06-02
Sun 13:50 Colorado Springs (COS) 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 575 2-stop Boeing 737-800 (73H) 7:10 Operates only on 2023-05-28
Sun 09:50 Colorado Springs (COS) 17:10 Midway, Chicago (MDW)
Southwest Airlines WN 2744 2-stop Boeing 737-700 (73W) 6:20 Effective 2023-03-12 through 2023-04-09
Sun 06:00 Colorado Springs (COS) 16:10 Midway, Chicago (MDW)
Southwest Airlines WN 3749 3-stop Boeing 737-800 (73H) 9:10 Effective 2023-04-16 through 2023-05-21
Sun 06:00 Colorado Springs (COS) 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 3749 5-stop Boeing 737-800 (73H) 14:40 Operates only on 2023-05-28




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Southwest Airlines flights from Colorado Springs (COS) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Southwest Airlines WN110
15:45
Colorado Springs (COS)

19:05
Midway, Chicago (MDW)
Effective 2023-06-04 through 2023-07-09
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN500
09:45
Colorado Springs (COS)

13:10
Midway, Chicago (MDW)
Effective 2023-06-05 through 2023-07-10
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN614
05:30
Colorado Springs (COS)

08:55
Midway, Chicago (MDW)
Effective 2023-06-10 through 2023-07-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN735
08:05
Colorado Springs (COS)

11:30
Midway, Chicago (MDW)
Effective 2023-04-15 through 2023-06-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN735
10:30
Colorado Springs (COS)

13:50
Midway, Chicago (MDW)
Effective 2023-04-11 through 2023-06-02
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN1086
14:05
Colorado Springs (COS)

17:20
Midway, Chicago (MDW)
Effective 2023-01-08 through 2023-03-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN1333
15:10
Colorado Springs (COS)

18:25
Midway, Chicago (MDW)
Effective 2023-01-07 through 2023-03-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN1572
12:35
Colorado Springs (COS)

15:55
Midway, Chicago (MDW)
Effective 2023-04-16 through 2023-05-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN1747
14:40
Colorado Springs (COS)

17:55
Midway, Chicago (MDW)
Effective 2023-01-05 through 2023-03-08
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN1757
12:25
Colorado Springs (COS)

15:40
Midway, Chicago (MDW)
Effective 2023-03-11 through 2023-04-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN1757
12:55
Colorado Springs (COS)

16:20
Midway, Chicago (MDW)
Effective 2023-03-09 through 2023-04-10
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN2680
11:15
Colorado Springs (COS)

14:35
Midway, Chicago (MDW)
Effective 2023-03-12 through 2023-04-09
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN2851
09:25
Colorado Springs (COS)

12:40
Midway, Chicago (MDW)
Valid until 2023-01-02
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN3347
12:50
Colorado Springs (COS)

16:05
Midway, Chicago (MDW)
Operates only on 2023-01-04
Mon
-
Tue
-
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN3464
14:05
Colorado Springs (COS)

17:20
Midway, Chicago (MDW)
Valid until 2023-01-03
Mon
-
Tue
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN3561
14:25
Colorado Springs (COS)

17:50
Midway, Chicago (MDW)
Effective 2023-06-05 through 2023-07-10
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (738)
Non-Direct Flights:
Southwest Airlines WN3050
20:00
Colorado Springs (COS)

01:00(+1)
Midway, Chicago (MDW)
Valid until 2023-01-03
Mon
-
Tue
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, 1-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.
Southwest Airlines WN448
10:55
Colorado Springs (COS)

18:15
Midway, Chicago (MDW)
Effective 2023-04-11 through 2023-06-02
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 6:20, 2-stop
Boeing 737-800 (73H)
Southwest Airlines WN575
13:50
Colorado Springs (COS)

22:00
Midway, Chicago (MDW)
Operates only on 2023-05-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 7:10, 2-stop
Boeing 737-800 (73H)
Southwest Airlines WN2744
09:50
Colorado Springs (COS)

17:10
Midway, Chicago (MDW)
Effective 2023-03-12 through 2023-04-09
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:20, 2-stop
Boeing 737-700 (73W)
Southwest Airlines WN3749
06:00
Colorado Springs (COS)

16:10
Midway, Chicago (MDW)
Effective 2023-04-16 through 2023-05-21
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 9:10, 3-stop
Boeing 737-800 (73H)
Southwest Airlines WN3749
06:00
Colorado Springs (COS)

21:40
Midway, Chicago (MDW)
Operates only on 2023-05-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 14:40, 5-stop
Boeing 737-800 (73H)
  • A domestic route departing from the Colorado Springs airport (COS) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 915 miles, or 1472 km.
  • The timezone of the departure airport is UTC-7 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
  • For direct flights, the flight time varies between 2:15 and 2:25.
All COS-MDW flights
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