All airlines flying from Midway, Chicago (MDW) to Colorado Springs (COS).

FLIGHT SCHEDULE
Direct Flights:
Sun 13:40 Midway, Chicago (MDW) 15:10 Colorado Springs (COS) Southwest Airlines WN 818 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2025-08-31
Fri 17:10 Midway, Chicago (MDW) 18:45 Colorado Springs (COS) Southwest Airlines WN 853 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2025-07-04
Mon,Thu,Fri 17:35 Midway, Chicago (MDW) 19:10 Colorado Springs (COS) Southwest Airlines WN 853 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 17:35 Midway, Chicago (MDW) 19:10 Colorado Springs (COS) Southwest Airlines WN 853 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-07-07 through 2025-08-04
Mon,Thu,Fri,Sun 07:50 Midway, Chicago (MDW) 09:30 Colorado Springs (COS) Southwest Airlines WN 973 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 07:50 Midway, Chicago (MDW) 09:30 Colorado Springs (COS) Southwest Airlines WN 973 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2025-11-21 through 2025-11-28
Fri,Sun 07:50 Midway, Chicago (MDW) 09:30 Colorado Springs (COS) Southwest Airlines WN 973 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2025-12-07 through 2025-12-14
Thu 07:50 Midway, Chicago (MDW) 09:30 Colorado Springs (COS) Southwest Airlines WN 973 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Operates only on 2025-12-18
Mon 07:50 Midway, Chicago (MDW) 09:30 Colorado Springs (COS) Southwest Airlines WN 973 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Operates only on 2026-01-05
Sun 12:15 Midway, Chicago (MDW) 13:50 Colorado Springs (COS) Southwest Airlines WN 973 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2025-11-30
Sun 10:25 Midway, Chicago (MDW) 12:00 Colorado Springs (COS) Southwest Airlines WN 1541 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-05 through 2025-10-26
Mon,Thu,Fri 12:00 Midway, Chicago (MDW) 13:35 Colorado Springs (COS) Southwest Airlines WN 1541 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-02 through 2025-10-31
Sat 17:55 Midway, Chicago (MDW) 19:30 Colorado Springs (COS) Southwest Airlines WN 1541 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-04 through 2025-11-01
Tue,Wed 17:25 Midway, Chicago (MDW) 19:00 Colorado Springs (COS) Southwest Airlines WN 1669 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-06-10 through 2025-07-30
Tue,Wed 16:00 Midway, Chicago (MDW) 17:35 Colorado Springs (COS) Southwest Airlines WN 2100 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-07 through 2025-10-29
Fri 10:15 Midway, Chicago (MDW) 11:50 Colorado Springs (COS) Southwest Airlines WN 2117 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2025-07-04
Mon-Wed 11:00 Midway, Chicago (MDW) 12:35 Colorado Springs (COS) Southwest Airlines WN 2377 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 11:00 Midway, Chicago (MDW) 12:35 Colorado Springs (COS) Southwest Airlines WN 2377 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-12-19 through 2026-01-04
Mon,Thu,Fri 07:45 Midway, Chicago (MDW) 09:20 Colorado Springs (COS) Southwest Airlines WN 2432 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 07:45 Midway, Chicago (MDW) 09:20 Colorado Springs (COS) Southwest Airlines WN 2432 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-07-07 through 2025-08-04
Tue,Wed 07:55 Midway, Chicago (MDW) 09:30 Colorado Springs (COS) Southwest Airlines WN 2432 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-06-10 through 2025-07-30
Sun 10:55 Midway, Chicago (MDW) 12:30 Colorado Springs (COS) Southwest Airlines WN 2432 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-06-08 through 2025-08-03
Sat 14:05 Midway, Chicago (MDW) 15:40 Colorado Springs (COS) Southwest Airlines WN 2432 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-06-07 through 2025-08-02
Sun 09:05 Midway, Chicago (MDW) 10:40 Colorado Springs (COS) Southwest Airlines WN 2832 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2025-05-25
Mon,Thu,Fri 12:05 Midway, Chicago (MDW) 13:35 Colorado Springs (COS) Southwest Airlines WN 2832 Non-stop Boeing 737-700 (73W) 2:30 Valid until 2025-06-02
Sun 13:55 Midway, Chicago (MDW) 15:30 Colorado Springs (COS) Southwest Airlines WN 2832 Non-stop Boeing 737-700 (73W) 2:35 Valid until 2025-05-18
Sun 13:55 Midway, Chicago (MDW) 15:30 Colorado Springs (COS) Southwest Airlines WN 2832 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2025-06-01
Tue,Wed 14:50 Midway, Chicago (MDW) 16:25 Colorado Springs (COS) Southwest Airlines WN 2832 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Valid until 2025-06-04
Sat 08:00 Midway, Chicago (MDW) 09:40 Colorado Springs (COS) Southwest Airlines WN 3288 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-11-22 through 2025-11-29
Sat 08:00 Midway, Chicago (MDW) 09:40 Colorado Springs (COS) Southwest Airlines WN 3288 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-12-20 through 2026-01-03
Mon,Thu,Fri 07:45 Midway, Chicago (MDW) 09:10 Colorado Springs (COS) Southwest Airlines WN 3670 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-08-07 through 2025-09-29
Sun 08:20 Midway, Chicago (MDW) 09:50 Colorado Springs (COS) Southwest Airlines WN 3670 Non-stop Boeing 737-700 (73W) 2:30 Effective 2025-08-10 through 2025-08-24
Sun 08:20 Midway, Chicago (MDW) 09:50 Colorado Springs (COS) Southwest Airlines WN 3670 Non-stop Boeing 737-700 (73W) 2:30 Effective 2025-09-07 through 2025-09-28
Tue,Wed 14:45 Midway, Chicago (MDW) 16:10 Colorado Springs (COS) Southwest Airlines WN 3670 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-08-05 through 2025-10-01
Sat 17:35 Midway, Chicago (MDW) 19:05 Colorado Springs (COS) Southwest Airlines WN 3670 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-08-09 through 2025-09-27
Non-Direct Flights:
Mon-Wed 13:50 Midway, Chicago (MDW) 17:50 Colorado Springs (COS) Southwest Airlines WN 2993 1-stop Boeing 737-700 (Scimitar Winglets) 5:00 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 13:50 Midway, Chicago (MDW) 17:50 Colorado Springs (COS) Southwest Airlines WN 2993 1-stop Boeing 737-700 (Scimitar Winglets) 5:00 Effective 2025-12-19 through 2026-01-04

A domestic route departing from the Midway, Chicago airport (MDW) and arriving at Colorado Springs airport (COS).
The flight distance is 915 miles, or 1472 km.
The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-7 . 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 2:25 and 2:40.

Return (COS-MDW) flights

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All airlines flying from Midway, Chicago (MDW) to Colorado Springs (COS).

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN818

13:40

Midway, Chicago (MDW)

15:10

Colorado Springs (COS)

Operates only on 2025-08-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN853

17:10

Midway, Chicago (MDW)

18:45

Colorado Springs (COS)

Operates only on 2025-07-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN853

17:35

Midway, Chicago (MDW)

19:10

Colorado Springs (COS)

Effective 2025-06-05 through 2025-07-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN853

17:35

Midway, Chicago (MDW)

19:10

Colorado Springs (COS)

Effective 2025-07-07 through 2025-08-04

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN973

07:50

Midway, Chicago (MDW)

09:30

Colorado Springs (COS)

Effective 2025-11-02 through 2025-11-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN973

07:50

Midway, Chicago (MDW)

09:30

Colorado Springs (COS)

Effective 2025-11-21 through 2025-11-28

Mon

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN973

07:50

Midway, Chicago (MDW)

09:30

Colorado Springs (COS)

Effective 2025-12-07 through 2025-12-14

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN973

07:50

Midway, Chicago (MDW)

09:30

Colorado Springs (COS)

Operates only on 2025-12-18

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN973

07:50

Midway, Chicago (MDW)

09:30

Colorado Springs (COS)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN973

12:15

Midway, Chicago (MDW)

13:50

Colorado Springs (COS)

Operates only on 2025-11-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN1541

10:25

Midway, Chicago (MDW)

12:00

Colorado Springs (COS)

Effective 2025-10-05 through 2025-10-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN1541

12:00

Midway, Chicago (MDW)

13:35

Colorado Springs (COS)

Effective 2025-10-02 through 2025-10-31

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN1541

17:55

Midway, Chicago (MDW)

19:30

Colorado Springs (COS)

Effective 2025-10-04 through 2025-11-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN1669

17:25

Midway, Chicago (MDW)

19:00

Colorado Springs (COS)

Effective 2025-06-10 through 2025-07-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2100

16:00

Midway, Chicago (MDW)

17:35

Colorado Springs (COS)

Effective 2025-10-07 through 2025-10-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN2117

10:15

Midway, Chicago (MDW)

11:50

Colorado Springs (COS)

Operates only on 2025-07-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2377

11:00

Midway, Chicago (MDW)

12:35

Colorado Springs (COS)

Effective 2025-11-25 through 2025-12-01

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN2377

11:00

Midway, Chicago (MDW)

12:35

Colorado Springs (COS)

Effective 2025-12-19 through 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN2432

07:45

Midway, Chicago (MDW)

09:20

Colorado Springs (COS)

Effective 2025-06-05 through 2025-07-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2432

07:45

Midway, Chicago (MDW)

09:20

Colorado Springs (COS)

Effective 2025-07-07 through 2025-08-04

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2432

07:55

Midway, Chicago (MDW)

09:30

Colorado Springs (COS)

Effective 2025-06-10 through 2025-07-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2432

10:55

Midway, Chicago (MDW)

12:30

Colorado Springs (COS)

Effective 2025-06-08 through 2025-08-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2432

14:05

Midway, Chicago (MDW)

15:40

Colorado Springs (COS)

Effective 2025-06-07 through 2025-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2832

09:05

Midway, Chicago (MDW)

10:40

Colorado Springs (COS)

Operates only on 2025-05-25

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN2832

12:05

Midway, Chicago (MDW)

13:35

Colorado Springs (COS)

Valid until 2025-06-02

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:30, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2832

13:55

Midway, Chicago (MDW)

15:30

Colorado Springs (COS)

Valid until 2025-05-18

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2832

13:55

Midway, Chicago (MDW)

15:30

Colorado Springs (COS)

Operates only on 2025-06-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2832

14:50

Midway, Chicago (MDW)

16:25

Colorado Springs (COS)

Valid until 2025-06-04

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3288

08:00

Midway, Chicago (MDW)

09:40

Colorado Springs (COS)

Effective 2025-11-22 through 2025-11-29

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3288

08:00

Midway, Chicago (MDW)

09:40

Colorado Springs (COS)

Effective 2025-12-20 through 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3670

07:45

Midway, Chicago (MDW)

09:10

Colorado Springs (COS)

Effective 2025-08-07 through 2025-09-29

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:25, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3670

08:20

Midway, Chicago (MDW)

09:50

Colorado Springs (COS)

Effective 2025-08-10 through 2025-08-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:30, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3670

08:20

Midway, Chicago (MDW)

09:50

Colorado Springs (COS)

Effective 2025-09-07 through 2025-09-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:30, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3670

14:45

Midway, Chicago (MDW)

16:10

Colorado Springs (COS)

Effective 2025-08-05 through 2025-10-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3670

17:35

Midway, Chicago (MDW)

19:05

Colorado Springs (COS)

Effective 2025-08-09 through 2025-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:30, non-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Southwest Airlines WN2993

13:50

Midway, Chicago (MDW)

17:50

Colorado Springs (COS)

Effective 2025-11-25 through 2025-12-01

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 5:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN2993

13:50

Midway, Chicago (MDW)

17:50

Colorado Springs (COS)

Effective 2025-12-19 through 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 5:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

A domestic route departing from the Midway, Chicago airport (MDW) and arriving at Colorado Springs airport (COS).
The flight distance is 915 miles, or 1472 km.
The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-7 . 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 2:25 and 2:40.

Return (COS-MDW) flights

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