Airlines with flights from Colorado Springs to Chicago
There are two airlines with scheduled flights between COS and MDW. Southwest is the only airline with non-stop flights from City Of Colorado Springs Muni to Midway International Airport and the flight time is 2 hours and 20 minutes.
There are two airlines with scheduled flights between COS and MDW. Southwest is the only airline with non-stop flights from City Of Colorado Springs Muni to Midway International Airport and the flight time is 2 hours and 20 minutes. Choose airline
Direct
Non-stop
2h 20min
Via Denver
3h 50min
Via Dallas
4h 50min
Via Minneapolis
5h 42min
NEW
Starts 06/09
Via Nashville
7h 20min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 2 hours and 20 minutes
-
Low-cost airline
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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
COS
Direct
MDW
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
WN117
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10:00
WN264
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10:40
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WN2013
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13:15
13:15
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WN2689
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13:15
13:15
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WN1228
14:40
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The timetable & schedule information was updated at 2026-04-21
Via Denver with Southwest Airlines
-
Total flight time: 3h 50m - 8h 40m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
93 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 Passenger
COS
Via DEN
MDW
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
WN1220
WN1655
WN1655
06:00
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WN1192
WN492
WN492
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07:05
WN1192
WN1428
WN1428
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07:20
07:20
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WN2782
WN701
WN701
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10:55
WN4325
WN1539
WN1539
11:10
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WN819
WN1561
WN1561
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11:20
11:20
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WN1349
WN1561
WN1561
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11:35
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WN1265
WN1110
WN1110
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13:15
13:15
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WN1194
WN1563
WN1563
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16:15
16:15
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WN2782
WN1563
WN1563
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16:20
16:20
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WN3552
WN1563
WN1563
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16:50
The timetable & schedule information was updated at 2026-04-21
Via Dallas with Southwest Airlines
-
Total flight time: 4h 50m - 8h 10m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
66 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 Passenger
COS
Via DAL
MDW
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
WN1218
WN1357
WN1357
05:10
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WN1226
WN1324
WN1324
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06:00
06:00
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WN301
WN1328
WN1328
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06:05
WN4020
WN1327
WN1327
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12:15
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The timetable & schedule information was updated at 2026-04-21
Via Minneapolis with Delta Air Lines
-
Total flight time: 5h 42m - 6h 08m.
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Sky Team Alliance
-
7 flights per week
COS
Via MSP
MDW
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
DL4089
DL4714
DL4714
11:10
11:10
11:10
11:10
11:10
11:10
11:10
The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
-
Total flight time: 7h 20m - 7h 20m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 Passenger
COS
Via BNA
MDW
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
