Airlines with flights from Denver to Chicago

There are two airlines with scheduled flights between DEN and MDW. Both Southwest and Frontier Airlines operates non-stop flights from Denver International to Midway International Airport and the flight time is 2 hours and 20 minutes.

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Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 20 minutes
  • Low-cost airline
  • Denver and Chicago are both Southwest Airlines focus cities.
  • 41 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
DEN
Direct
MDW
 
Flight
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Feb 10
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Feb 11
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Feb 12
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Feb 13
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Feb 15
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Feb 16
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SHOW RETURN SCHEDULE
CHECK PRICES FOR DEN - MDW

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

Non-stop with Frontier Airlines

  • Total flight time: 2 hours and 22 minutes
  • Low-cost airline
  • Denver and Chicago are both Frontier Airlines focus cities.
  • 6 flights per week
  • Airbus A320neo
DEN
Direct
MDW
 
Flight
Mon
Feb 10
Tue
Feb 11
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Feb 12
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Feb 13
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Feb 14
Sat
Feb 15
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Feb 16
F92210
20:55
20:55
20:55
20:55
20:55
20:55
20:55
SHOW RETURN SCHEDULE
CHECK PRICES FOR DEN - MDW

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

Via Dallas with Southwest Airlines

  • Total flight time: 4h 45m - 10h 20m.
  • Low-cost airline
  • Denver and Chicago are both Southwest Airlines focus cities.
  • 47 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
DEN
 
Via DAL
 
MDW
 
Flight
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17:05
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17:05
SHOW RETURN SCHEDULE
CHECK PRICES FOR DEN - MDW

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

Via Nashville with Southwest Airlines

  • Total flight time: 4h 40m - 9h 40m.
  • Low-cost airline
  • Denver and Chicago are both Southwest Airlines focus cities.
  • 23 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
DEN
 
Via BNA
 
MDW
 
Flight
Mon
Feb 10
Tue
Feb 11
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Feb 12
Thu
Feb 13
Fri
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Sat
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Sun
Feb 16
WN4839
WN2564
05:30
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WN247
WN553
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WN1791
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WN263
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WN4694
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WN263
WN2689
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WN802
WN948
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WN431
WN1211
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WN1972
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WN937
WN477
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WN2087
WN3434
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14:00
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WN4315
WN130
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14:05
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WN503
WN381
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WN1504
WN381
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WN931
WN381
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WN868
WN2965
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14:25
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WN1387
WN40
14:30
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WN381
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WN790
WN4877
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WN2189
WN3012
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WN1281
WN2329
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WN40
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WN491
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WN4878
WN1647
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16:55
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WN2469
WN381
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WN4090
WN46
----
----
----
17:05
17:05
----
17:05
SHOW RETURN SCHEDULE
CHECK PRICES FOR DEN - MDW

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

Via Kansas City with Southwest Airlines

  • Total flight time: 3h 30m - 6h 00m.
  • Low-cost airline
  • Denver and Chicago are both Southwest Airlines focus cities.
  • 22 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
DEN
 
Via MCI
 
MDW
 
Flight
Mon
Feb 10
Tue
Feb 11
Wed
Feb 12
Thu
Feb 13
Fri
Feb 14
Sat
Feb 15
Sun
Feb 16
WN4839
WN2564
05:30
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WN247
WN553
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05:40
05:40
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WN313
WN2564
05:40
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WN3610
WN2364
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05:40
05:40
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WN313
WN2847
05:40
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WN4839
WN1548
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05:55
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05:55
WN4839
WN2689
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05:55
05:55
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05:55
WN247
WN2379
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06:00
----
WN247
WN1791
06:00
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WN313
WN1031
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06:05
06:05
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06:05
WN4839
WN164
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06:05
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WN247
WN4877
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06:25
06:25
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WN313
WN985
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06:30
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WN534
WN2564
06:45
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WN2326
WN1548
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06:45
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06:45
WN1445
WN1365
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07:00
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WN1445
WN2913
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07:00
07:00
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WN19
WN164
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07:40
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WN590
WN1723
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07:55
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WN3774
WN2802
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----
08:00
----
WN2326
WN2913
----
08:00
08:00
----
----
----
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WN263
WN2847
----
08:05
08:05
----
----
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----
WN4694
WN3079
----
08:15
08:15
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----
09:40
----
WN263
WN2689
----
----
----
08:15
08:15
----
08:15
WN1364
WN1723
09:10
08:45
08:45
08:20
08:20
----
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WN3218
WN2328
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08:30
08:30
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08:30
WN935
WN3317
08:35
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WN2112
WN4951
08:35
----
----
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WN263
WN1119
----
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08:50
----
WN4989
WN2906
09:05
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----
----
----
----
WN802
WN948
09:30
----
----
----
----
----
----
WN431
WN1211
----
09:40
09:40
----
----
----
----
WN1972
WN1352
----
----
----
----
----
09:40
----
WN2881
WN3079
----
----
----
09:45
09:45
----
09:45
WN4989
WN3109
----
09:50
09:50
----
----
----
----
WN1505
WN1420
----
----
----
09:50
09:50
----
09:50
WN849
WN2564
----
09:55
09:55
----
----
----
----
WN2044
WN3322
----
10:05
10:05
----
----
----
----
WN2571
WN1723
----
----
----
10:05
10:05
----
10:05
WN2881
WN2804
10:55
----
----
----
----
----
----
WN1972
WN2973
11:00
----
----
----
----
----
----
WN2619
WN1737
----
----
----
11:05
11:05
----
11:05
WN2619
WN4585
11:05
----
----
----
----
----
----
WN655
WN3434
----
----
----
----
----
11:25
----
WN4043
WN320
11:35
----
----
----
----
----
----
WN2619
WN554
----
12:00
12:00
----
----
----
----
WN1418
WN2329
12:05
13:00
13:00
----
----
12:35
----
WN3932
WN3335
----
----
----
12:05
12:05
----
12:05
WN1418
WN40
12:05
----
----
----
----
----
----
WN1708
WN4165
----
----
----
12:10
12:10
----
12:10
WN1230
WN1253
----
12:10
12:10
----
----
----
----
WN3616
WN3335
----
----
----
12:45
12:45
----
12:45
WN4876
WN805
----
----
----
12:45
12:45
----
12:45
WN924
WN3335
----
----
----
13:00
13:00
----
13:00
WN5309
WN1782
----
----
----
13:00
13:00
----
13:00
WN5309
WN3335
----
----
----
13:00
13:00
----
13:00
WN1774
WN3335
----
----
----
13:15
13:15
----
13:15
WN2881
WN1449
----
----
----
----
----
13:20
----
WN371
WN1277
13:25
----
----
----
----
----
----
WN45
WN298
13:50
----
----
----
----
----
----
WN45
WN40
13:50
----
----
----
----
----
----
WN868
WN2804
----
----
----
13:55
13:55
----
13:55
WN6149
WN1253
----
----
----
----
----
14:00
----
WN2189
WN1253
----
14:10
14:10
14:00
14:00
----
14:00
WN937
WN477
----
----
----
----
----
14:00
----
WN2087
WN3434
----
----
----
14:00
14:00
----
14:00
WN4315
WN130
----
14:05
14:05
14:15
14:15
----
14:15
WN503
WN381
----
14:10
14:10
----
----
----
----
WN1504
WN381
14:15
----
----
----
----
----
----
WN931
WN381
14:20
----
----
----
----
----
----
WN868
WN2965
----
14:25
14:25
----
----
----
----
WN1387
WN40
14:30
----
----
----
----
----
----
WN1774
WN381
----
15:10
15:10
----
----
----
----
WN790
WN4877
----
----
----
----
----
15:20
----
WN2189
WN3012
15:55
----
----
----
----
----
----
WN1281
WN2329
----
----
----
16:15
16:15
----
16:15
WN4090
WN40
16:40
----
----
----
----
----
----
WN899
WN491
----
----
----
----
----
16:50
----
WN4878
WN1647
----
----
----
16:55
16:55
----
16:55
WN2469
WN381
16:55
----
----
----
----
----
----
WN4090
WN46
----
----
----
17:05
17:05
----
17:05
SHOW RETURN SCHEDULE
CHECK PRICES FOR DEN - MDW

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

Via Saint Louis with Southwest Airlines

  • Total flight time: 3h 45m - 7h 35m.
  • Low-cost airline
  • Denver and Chicago are both Southwest Airlines focus cities.
  • 21 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
DEN
 
Via STL
 
MDW
 
Flight
Mon
Feb 10
Tue
Feb 11
Wed
Feb 12
Thu
Feb 13
Fri
Feb 14
Sat
Feb 15
Sun
Feb 16
WN4839
WN2564
05:30
----
----
----
----
----
----
WN247
WN553
----
----
----
05:40
05:40
----
05:40
WN313
WN2564
05:40
----
----
----
----
----
----
WN3610
WN2364
----
----
----
05:40
05:40
----
05:40
WN313
WN2847
05:40
----
----
----
----
----
----
WN4839
WN1548
----
----
----
05:55
05:55
----
05:55
WN4839
WN2689
----
----
----
05:55
05:55
----
05:55
WN247
WN2379
----
----
----
----
----
06:00
----
WN247
WN1791
06:00
----
----
----
----
----
----
WN313
WN1031
----
----
----
06:05
06:05
----
06:05
WN4839
WN164
----
----
----
----
----
06:05
----
WN247
WN4877
----
06:25
06:25
----
----
----
----
WN313
WN985
----
----
----
----
----
06:30
----
WN534
WN2564
06:45
----
----
----
----
----
----
WN2326
WN1548
----
----
----
06:45
06:45
----
06:45
WN1445
WN1365
----
07:00
07:00
----
----
----
----
WN1445
WN2913
----
07:00
07:00
----
----
----
----
WN19
WN164
----
----
----
----
----
07:40
----
WN590
WN1723
----
----
----
----
----
07:55
----
WN3774
WN2802
----
----
----
----
----
08:00
----
WN2326
WN2913
----
08:00
08:00
----
----
----
----
WN263
WN2847
----
08:05
08:05
----
----
----
----
WN4694
WN3079
----
08:15
08:15
----
----
09:40
----
WN263
WN2689
----
----
----
08:15
08:15
----
08:15
WN1364
WN1723
09:10
08:45
08:45
08:20
08:20
----
08:20
WN3218
WN2328
----
----
----
08:30
08:30
----
08:30
WN935
WN3317
08:35
----
----
----
----
----
----
WN2112
WN4951
08:35
----
----
----
----
----
----
WN263
WN1119
----
----
----
----
----
08:50
----
WN4989
WN2906
09:05
----
----
----
----
----
----
WN802
WN948
09:30
----
----
----
----
----
----
WN431
WN1211
----
09:40
09:40
----
----
----
----
WN1972
WN1352
----
----
----
----
----
09:40
----
WN2881
WN3079
----
----
----
09:45
09:45
----
09:45
WN4989
WN3109
----
09:50
09:50
----
----
----
----
WN1505
WN1420
----
----
----
09:50
09:50
----
09:50
WN849
WN2564
----
09:55
09:55
----
----
----
----
WN2044
WN3322
----
10:05
10:05
----
----
----
----
WN2571
WN1723
----
----
----
10:05
10:05
----
10:05
WN2881
WN2804
10:55
----
----
----
----
----
----
WN1972
WN2973
11:00
----
----
----
----
----
----
WN2619
WN1737
----
----
----
11:05
11:05
----
11:05
WN2619
WN4585
11:05
----
----
----
----
----
----
WN655
WN3434
----
----
----
----
----
11:25
----
WN4043
WN320
11:35
----
----
----
----
----
----
WN2619
WN554
----
12:00
12:00
----
----
----
----
WN1418
WN2329
12:05
13:00
13:00
----
----
12:35
----
WN3932
WN3335
----
----
----
12:05
12:05
----
12:05
WN1418
WN40
12:05
----
----
----
----
----
----
WN1708
WN4165
----
----
----
12:10
12:10
----
12:10
WN1230
WN1253
----
12:10
12:10
----
----
----
----
WN3616
WN3335
----
----
----
12:45
12:45
----
12:45
WN4876
WN805
----
----
----
12:45
12:45
----
12:45
WN924
WN3335
----
----
----
13:00
13:00
----
13:00
WN5309
WN1782
----
----
----
13:00
13:00
----
13:00
WN5309
WN3335
----
----
----
13:00
13:00
----
13:00
WN1774
WN3335
----
----
----
13:15
13:15
----
13:15
WN2881
WN1449
----
----
----
----
----
13:20
----
WN371
WN1277
13:25
----
----
----
----
----
----
WN45
WN298
13:50
----
----
----
----
----
----
WN45
WN40
13:50
----
----
----
----
----
----
WN868
WN2804
----
----
----
13:55
13:55
----
13:55
WN6149
WN1253
----
----
----
----
----
14:00
----
WN2189
WN1253
----
14:10
14:10
14:00
14:00
----
14:00
WN937
WN477
----
----
----
----
----
14:00
----
WN2087
WN3434
----
----
----
14:00
14:00
----
14:00
WN4315
WN130
----
14:05
14:05
14:15
14:15
----
14:15
WN503
WN381
----
14:10
14:10
----
----
----
----
WN1504
WN381
14:15
----
----
----
----
----
----
WN931
WN381
14:20
----
----
----
----
----
----
WN868
WN2965
----
14:25
14:25
----
----
----
----
WN1387
WN40
14:30
----
----
----
----
----
----
WN1774
WN381
----
15:10
15:10
----
----
----
----
WN790
WN4877
----
----
----
----
----
15:20
----
WN2189
WN3012
15:55
----
----
----
----
----
----
WN1281
WN2329
----
----
----
16:15
16:15
----
16:15
WN4090
WN40
16:40
----
----
----
----
----
----
WN899
WN491
----
----
----
----
----
16:50
----
WN4878
WN1647
----
----
----
16:55
16:55
----
16:55
WN2469
WN381
16:55
----
----
----
----
----
----
WN4090
WN46
----
----
----
17:05
17:05
----
17:05
SHOW RETURN SCHEDULE
CHECK PRICES FOR DEN - MDW

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

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