Airlines with flights from Chicago to Denver

There are three airlines with scheduled flights between MDW and DEN. Southwest is the only airline with non-stop flights from Midway International Airport to Denver International and the flight time is 2 hours and 45 minutes.

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Schedules

Southwest Airlines

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 45 minutes
  • Low-cost airline
  • Chicago and Denver are both Southwest Airlines focus cities.
  • 63 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
Direct
DEN
 
Flight
Mon
Jun 15
Tue
Jun 16
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Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
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Jun 21
WN2989
05:15
05:30
05:30
05:15
05:15
05:25
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WN2765
06:50
07:00
07:00
06:50
06:50
07:20
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WN1866
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08:50
WN1102
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09:00
09:00
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WN2654
09:55
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09:55
09:55
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WN206
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09:55
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WN2733
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10:10
WN2960
11:00
11:20
11:20
11:00
11:00
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11:45
WN2768
14:30
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14:30
14:30
14:15
13:25
WN2766
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14:45
14:45
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WN2769
16:15
16:40
16:40
16:15
16:15
16:50
15:25
WN481
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17:20
WN2675
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18:00
18:00
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WN1497
18:00
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18:00
18:00
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WN2770
21:25
21:05
21:05
21:25
21:25
20:30
21:25
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - DEN

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Kansas City with Southwest Airlines

  • Total flight time: 3h 50m - 6h 35m.
  • Low-cost airline
  • Chicago and Denver are both Southwest Airlines focus cities.
  • 120 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via MCI
 
DEN
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN2635
WN3169
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06:30
WN2933
WN3169
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07:50
07:50
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WN489
WN2548
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07:50
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WN2808
WN2548
08:00
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08:00
08:00
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WN2810
WN2548
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09:50
WN4407
WN2548
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10:05
10:05
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WN1702
WN1563
10:20
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10:20
10:20
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WN709
WN3586
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10:25
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WN4407
WN2856
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11:50
WN3572
WN1563
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12:05
12:05
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WN2810
WN1563
12:05
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12:05
12:05
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WN4407
WN2549
14:10
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14:10
14:10
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WN103
WN3570
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14:35
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WN427
WN1536
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14:45
14:45
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WN4407
WN3570
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15:25
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WN2812
WN3570
16:05
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16:05
16:05
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WN766
WN3570
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16:15
16:15
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WN457
WN1297
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18:30
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - DEN

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Saint Louis with Southwest Airlines

  • Total flight time: 4h 05m - 8h 25m.
  • Low-cost airline
  • Chicago and Denver are both Southwest Airlines focus cities.
  • 107 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via STL
 
DEN
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN2900
WN296
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06:30
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WN2900
WN4312
07:50
08:20
08:20
07:50
07:50
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WN2901
WN4312
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10:05
WN2901
WN824
11:00
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11:00
11:00
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WN2902
WN3912
13:00
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13:00
13:00
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13:10
WN2903
WN824
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14:35
14:35
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WN103
WN3912
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14:35
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WN2903
WN3913
14:45
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14:45
14:45
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WN2904
WN3914
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17:10
17:10
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WN1646
WN4243
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18:30
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - DEN

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Minneapolis with Southwest Airlines

  • Total flight time: 4h 10m - 6h 35m.
  • Low-cost airline
  • Chicago and Denver are both Southwest Airlines focus cities.
  • 91 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via MSP
 
DEN
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN1243
WN2965
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07:40
07:40
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07:40
WN1579
WN2965
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08:10
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WN2869
WN4346
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10:15
10:15
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WN2869
WN2967
10:15
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10:15
10:15
10:30
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WN2869
WN4036
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10:15
WN2832
WN3063
15:30
14:45
14:45
15:30
15:30
15:55
15:10
WN4643
WN3063
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16:30
16:30
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WN4479
WN3063
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16:55
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - DEN

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Omaha with Southwest Airlines

  • Total flight time: 4h 10m - 6h 05m.
  • Low-cost airline
  • Chicago and Denver are both Southwest Airlines focus cities.
  • 45 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via OMA
 
DEN
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN2984
WN3128
10:10
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10:10
10:10
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WN4905
WN1410
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10:15
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WN435
WN3128
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12:00
WN2984
WN1709
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12:20
12:20
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WN435
WN1709
14:10
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14:10
14:10
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WN1363
WN2425
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16:05
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - DEN

The timetable & schedule information was updated at 2026-04-21

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Flight data on this page was last updated on 2026-06-02
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