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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Choose airline

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.
  • 53 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
MDW
Direct
DEN
 
Flight
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Aug 3
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WN2989
05:15
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WN303
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06:30
WN2717
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06:40
06:40
09:20
09:20
06:50
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WN2765
06:50
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WN229
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07:55
WN271
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10:05
10:05
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09:25
15:10
WN400
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09:30
WN2654
09:55
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WN2718
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14:15
14:15
10:20
10:20
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13:40
WN2960
11:00
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WN2719
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12:00
12:00
12:15
12:15
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12:25
WN2721
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18:00
18:00
14:05
14:05
17:05
16:35
WN102
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14:05
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WN2768
14:30
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WN274
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15:50
15:50
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19:25
WN2769
16:15
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WN655
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16:25
16:25
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WN4234
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18:00
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WN1497
18:00
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WN156
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20:15
20:15
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20:45
WN155
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20:50
20:50
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WN2770
21:25
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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 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
MDW
 
Via MCI
 
DEN
 
Flight
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WN2807
WN999
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06:20
06:20
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WN4239
WN549
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07:15
07:15
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WN2754
WN2494
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07:30
07:30
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WN2755
WN849
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08:55
08:55
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07:45
08:00
WN2808
WN2548
08:00
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WN4239
WN3408
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09:20
WN2755
WN2498
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10:10
10:10
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WN1702
WN1563
10:20
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WN615
WN2495
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10:40
10:40
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WN2754
WN3408
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11:30
WN2754
WN2500
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11:55
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WN1180
WN2500
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12:00
12:00
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WN2810
WN1563
12:05
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WN4407
WN2549
14:10
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WN875
WN2501
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14:45
14:45
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WN2874
WN2501
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14:50
14:50
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WN2812
WN3570
16:05
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WN2754
WN2501
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16:15
16:15
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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 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
MDW
 
Via STL
 
DEN
 
Flight
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Aug 3
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Aug 9
WN2837
WN3827
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06:35
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WN2900
WN4312
07:50
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WN2837
WN1094
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08:15
08:15
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WN2838
WN3828
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09:20
09:20
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WN2838
WN1094
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10:10
10:10
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WN2901
WN824
11:00
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WN2902
WN3912
13:00
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WN2839
WN3294
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13:30
WN591
WN187
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13:55
13:55
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WN2903
WN3913
14:45
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WN2839
WN3831
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15:10
15:10
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WN126
WN3831
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16:40
16:40
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WN4254
WN3832
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17:50
17:50
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17:50
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 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
MDW
 
Via MSP
 
DEN
 
Flight
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Aug 3
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WN574
WN2899
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08:00
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WN4871
WN2900
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08:00
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WN4871
WN2899
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WN4871
WN239
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08:30
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WN4882
WN2900
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10:10
WN4882
WN2955
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10:15
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WN2869
WN2967
10:15
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WN1456
WN2902
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14:20
14:20
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WN4066
WN2902
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14:25
14:25
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14:45
WN2832
WN3063
15:30
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WN4871
WN2902
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16:00
16:00
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WN3672
WN2902
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16:35
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 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
MDW
 
Via OMA
 
DEN
 
Flight
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Aug 3
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WN3867
WN785
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07:30
WN4084
WN4369
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10:10
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WN2984
WN3128
10:10
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WN3790
WN792
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10:15
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WN3464
WN1511
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10:15
WN4245
WN1472
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12:05
12:05
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WN1891
WN3117
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13:00
WN534
WN3613
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13:45
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WN435
WN1709
14:10
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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 2026-07-13
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