Airlines with flights from Chicago to Colorado Springs
There are two airlines with scheduled flights between MDW and COS. Southwest is the only airline with non-stop flights from Midway International Airport to City Of Colorado Springs Muni and the flight time is 2 hours and 35 minutes.
There are two airlines with scheduled flights between MDW and COS. Southwest is the only airline with non-stop flights from Midway International Airport to City Of Colorado Springs Muni and the flight time is 2 hours and 35 minutes. Choose airline
Direct
Non-stop
2h 35min
Via Denver
4h 0min
Via Dallas
4h 55min
Via Indianapolis
6h 40min
Via Kansas City
5h 30min
Via Memphis
8h 35min
NEW
Via Minneapolis
4h 58min
Starts 01/10
Via Columbus
7h 15min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 2 hours and 35 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
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7 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 Passenger
MDW
Direct
COS
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN4929
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10:10
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WN2099
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10:15
10:15
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10:15
WN1230
12:30
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WN1011
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15:35
15:35
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The timetable & schedule information was updated at 2026-04-21
Via Denver with Southwest Airlines
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Total flight time: 4h 00m - 8h 40m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
121 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 Passenger
MDW
Via DEN
COS
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2989
WN3419
WN3419
05:15
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WN2717
WN117
WN117
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06:30
WN2717
WN1481
WN1481
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06:40
06:40
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06:50
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WN199
WN781
WN781
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08:20
08:20
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WN314
WN781
WN781
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08:55
08:55
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WN687
WN1583
WN1583
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09:15
WN2412
WN1583
WN1583
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09:20
WN2654
WN1228
WN1228
09:55
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WN3539
WN781
WN781
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10:05
10:05
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WN4571
WN1583
WN1583
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10:10
WN1652
WN1482
WN1482
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----
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10:15
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WN2718
WN3516
WN3516
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10:20
10:20
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WN2960
WN1228
WN1228
11:00
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WN2719
WN781
WN781
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12:00
12:00
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WN2719
WN3516
WN3516
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12:15
12:15
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WN2719
WN1583
WN1583
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12:25
WN1271
WN251
WN251
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14:15
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WN267
WN251
WN251
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14:40
WN2769
WN3811
WN3811
16:15
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WN655
WN4346
WN4346
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16:25
16:25
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WN2721
WN251
WN251
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18:00
18:00
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17:05
16:45
WN163
WN4346
WN4346
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17:00
17:00
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WN1497
WN3811
WN3811
18:00
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The timetable & schedule information was updated at 2026-04-21
Via Dallas with Southwest Airlines
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Total flight time: 4h 55m - 9h 20m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
70 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 Passenger
MDW
Via DAL
COS
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN4025
WN2323
WN2323
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06:05
WN3796
WN3257
WN3257
06:40
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WN2707
WN1948
WN1948
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07:25
07:25
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WN199
WN1265
WN1265
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08:20
08:20
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WN856
WN749
WN749
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10:05
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WN496
WN4786
WN4786
14:05
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WN1356
WN210
WN210
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15:10
15:10
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WN2709
WN2364
WN2364
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15:50
WN2758
WN4786
WN4786
16:20
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The timetable & schedule information was updated at 2026-04-21
Via Indianapolis with Southwest Airlines
-
Total flight time: 6h 40m - 6h 40m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
1 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 Passenger
MDW
Via IND
COS
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2026-04-21
Via Kansas City with Southwest Airlines
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Total flight time: 5h 30m - 7h 15m.
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Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
2 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 Passenger
MDW
Via MCI
COS
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2026-04-21
Via Minneapolis with Delta