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.

Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 20 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 9 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
COS
Direct
MDW

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

Via Denver with Southwest Airlines

  • Total flight time: 3h 55m - 8h 05m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 22 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
COS
 
Via DEN
 
MDW
 
Flight
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Feb 17
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10:45
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WN2680
WN4514
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WN805
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WN2912
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WN3964
WN207
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WN914
WN2329
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17:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR COS - MDW

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

Via Dallas with Southwest Airlines

  • Total flight time: 4h 35m - 8h 35m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 17 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
COS
 
Via DAL
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN498
WN2689
05:15
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05:15
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05:15
WN498
WN1548
05:15
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05:15
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05:15
WN498
WN2564
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06:00
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06:00
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WN349
WN2337
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06:00
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WN349
WN553
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06:30
06:15
06:30
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WN1866
WN164
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07:15
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WN498
WN2913
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08:25
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WN1225
WN1325
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10:30
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WN2739
WN1420
10:40
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10:40
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10:40
WN3215
WN948
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10:45
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10:45
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WN2680
WN4514
12:05
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11:45
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12:05
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12:05
WN2680
WN805
12:05
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12:05
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12:05
WN2680
WN2912
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12:45
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12:45
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WN3663
WN4514
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13:10
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WN1731
WN2329
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14:05
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WN1731
WN381
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14:05
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WN3964
WN340
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15:20
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WN275
WN381
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16:35
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16:35
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WN3964
WN207
16:45
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16:45
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16:45
WN914
WN2329
17:45
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17:45
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17:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR COS - MDW

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

Via Nashville with Southwest Airlines

  • Total flight time: 9h 15m - 9h 15m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
COS
 
Via BNA
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN498
WN2689
05:15
----
----
----
05:15
----
05:15
WN498
WN1548
05:15
----
----
----
05:15
----
05:15
WN498
WN2564
----
06:00
----
06:00
----
----
----
WN349
WN2337
----
----
----
----
----
06:00
----
WN349
WN553
----
06:30
06:15
06:30
----
----
----
WN1866
WN164
----
----
----
----
----
07:15
----
WN498
WN2913
----
----
08:25
----
----
----
----
WN1225
WN1325
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----
----
----
----
10:30
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WN2739
WN1420
10:40
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----
----
10:40
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10:40
WN3215
WN948
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10:45
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10:45
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----
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WN2680
WN4514
12:05
----
11:45
----
12:05
----
12:05
WN2680
WN805
12:05
----
----
----
12:05
----
12:05
WN2680
WN2912
----
12:45
----
12:45
----
----
----
WN3663
WN4514
----
----
----
----
----
13:10
----
WN1731
WN2329
----
----
14:05
----
----
----
----
WN1731
WN381
----
----
14:05
----
----
----
----
WN3964
WN340
----
----
15:20
----
----
----
----
WN275
WN381
----
16:35
----
16:35
----
----
----
WN3964
WN207
16:45
----
----
----
16:45
----
16:45
WN914
WN2329
17:45
----
----
----
17:45
----
17:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR COS - MDW

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

Via Minneapolis with Delta Air Lines

  • Total flight time: 5h 28m - 5h 28m.
  • Sky Team Alliance
COS
 
Via MSP
 
MDW

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

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