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.
  • 52 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
DEN
Direct
MDW
 
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
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Nov 7
Fri
Nov 8
Sat
Nov 9
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Nov 10
WN4965
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WN769
06:55
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WN2726
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07:45
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WN553
08:05
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WN2337
12:50
12:50
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WN290
10:30
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WN2912
15:25
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WN419
17:20
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WN4514
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20:15
18:10
20:15
WN207
18:30
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18:30
18:45
18:45
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18:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR DEN - MDW

The timetable & schedule information was updated at 2024-10-16

Non-stop with Frontier Airlines

  • Total flight time: 2 hours and 23 minutes
  • Low-cost airline
  • Denver and Chicago are both Frontier Airlines focus cities.
  • 10 flights per week
  • A320neo
DEN
Direct
MDW
 
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
F92210
08:40
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08:50
08:41
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F91228
18:49
12:28
12:28
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14:54
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F92946
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22:11
SHOW RETURN SCHEDULE
CHECK PRICES FOR DEN - MDW

The timetable & schedule information was updated at 2024-10-16

Via Dallas with Southwest Airlines

  • Total flight time: 4h 45m - 9h 20m.
  • Low-cost airline
  • Denver and Chicago are both Southwest Airlines focus cities.
  • 54 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
DEN
 
Via DAL
 
MDW
 
Flight
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Nov 4
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Nov 6
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WN39
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12:35
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WN3434
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WN1253
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WN1253
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WN692
WN1413
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WN2804
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WN1770
WN176
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WN652
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WN551
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WN3263
WN1647
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WN1317
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WN5269
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WN188
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WN2145
WN3865
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WN1647
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WN3985
WN5269
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18:30
18:30
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18:30
SHOW RETURN SCHEDULE
CHECK PRICES FOR DEN - MDW

The timetable & schedule information was updated at 2024-10-16

Via Nashville with Southwest Airlines

  • Total flight time: 4h 35m - 9h 25m.
  • Low-cost airline
  • Denver and Chicago are both Southwest Airlines focus cities.
  • 35 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
DEN
 
Via BNA
 
MDW
 
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
WN247
WN4877
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05:20
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WN247
WN1284
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WN2478
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WN1842
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WN2847
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WN2564
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WN980
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WN1842
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WN2112
WN2621
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WN4694
WN2191
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WN4989
WN2906
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WN4694
WN6432
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WN4989
WN2364
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WN2047
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WN2112
WN2687
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WN1364
WN1723
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WN756
WN1622
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WN1450
WN3687
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WN702
WN4928
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WN6432
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WN2044
WN852
10:35
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WN1474
WN2973
10:35
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WN4674
WN2804
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WN2892
WN2756
10:55
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10:55
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WN263
WN4928
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10:55
10:55
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WN2881
WN477
11:00
11:00
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WN2564
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WN3434
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WN1418
WN1684
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WN4043
WN320
12:05
12:05
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WN39
WN3687
12:25
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WN2881
WN1449
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12:30
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WN4876
WN1564
12:35
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12:35
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WN924
WN1317
12:35
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WN924
WN1413
12:35
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WN4838
WN1793
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WN2562
WN2981
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WN569
WN2804
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13:10
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WN569
WN2418
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WN948
WN176
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13:20
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WN2087
WN3434
14:25
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WN2189
WN1253
13:55
13:55
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WN1402
WN1253
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WN692
WN1413
14:10
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WN1540
WN2804
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14:40
14:40
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WN1770
WN176
14:45
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WN4494
WN652
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15:20
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WN4494
WN551
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WN3263
WN1647
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WN1774
WN1317
15:35
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WN3865
WN5269
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WN3110
WN188
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WN2145
WN3865
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WN4878
WN1647
16:15
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16:10
WN3985
WN5269
----
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18:30
18:30
----
18:30
SHOW RETURN SCHEDULE
CHECK PRICES FOR DEN - MDW

The timetable & schedule information was updated at 2024-10-16

Via Kansas City with Southwest Airlines

  • Total flight time: 3h 25m - 7h 45m.
  • Low-cost airline
  • Denver and Chicago are both Southwest Airlines focus cities.
  • 31 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
DEN
 
Via MCI
 
MDW
 
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
WN247
WN4877
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05:20
05:20
06:00
05:20
WN247
WN1284
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06:00
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WN4839
WN2478
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06:00
06:00
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WN3486
WN2364
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06:10
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WN590
WN1842
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06:30
06:30
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06:30
WN313
WN2847
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06:30
06:30
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WN4839
WN1548
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06:35
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WN2326
WN2564
07:40
07:40
07:40
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WN2326
WN980
07:40
07:40
07:40
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WN2166
WN2564
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07:45
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WN3754
WN1741
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WN2413
WN1842
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08:15
08:15
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08:15
WN2112
WN2621
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08:15
08:15
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WN4694
WN2191
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08:15
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WN4989
WN2906
08:45
08:45
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08:15
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WN4694
WN6432
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WN4989
WN2364
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08:25
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WN3387
WN2478
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WN2047
WN2443
08:45
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WN2112
WN2687
08:50
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WN1364
WN1723
08:50
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WN263
WN2689
08:55
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WN756
WN1622
08:55
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WN1450
WN3687
09:25
09:25
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WN1359
WN1684
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WN1354
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WN1444
WN2564
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10:15
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WN702
WN4928
10:20
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WN2724
WN6432
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10:25
10:25
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WN2724
WN3079
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10:25
10:25
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10:25
WN2044
WN852
10:35
10:35
10:35
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WN1474
WN2973
10:35
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10:35
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WN4674
WN2804
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10:50
10:50
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10:50
WN2892
WN2756
10:55
10:55
10:55
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WN263
WN4928
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10:55
10:55
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10:55
WN2881
WN477
11:00
11:00
11:00
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WN1318
WN2564
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11:10
11:10
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11:10
WN2426
WN3434
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11:50
11:50
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11:50
WN1418
WN1684
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12:05
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WN4043
WN320
12:05
12:05
12:05
----
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WN39
WN3687
12:25
12:25
12:25
----
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WN2881
WN1449
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12:30
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WN4876
WN1564
12:35
12:30
12:35
----
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WN924
WN1317
12:35
----
12:35
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WN924
WN1413
12:35
12:35
12:35
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WN4838
WN1793
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12:40
12:40
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12:40
WN2562
WN2981
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12:45
12:45
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12:45
WN569
WN2804
----
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----
13:10
13:10
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13:10
WN569
WN2418
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13:10
13:10
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13:10
WN948
WN176
13:20
----
13:20
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----
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WN2087
WN3434
14:25
----
14:25
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13:35
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WN2189
WN1253
13:55
13:55
13:55
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WN1402
WN1253
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14:00
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WN692
WN1413
14:10
14:10
14:10
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WN1540
WN2804
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14:40
14:40
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14:40
WN1770
WN176
14:45
----
14:45
----
----
----
----
WN4494
WN652
----
----
----
15:20
15:20
----
15:20
WN4494
WN551
----
----
----
15:20
15:20
----
15:20
WN3263
WN1647
----
----
----
15:25
15:25
----
15:25
WN1774
WN1317
15:35
----
15:35
----
----
----
----
WN3865
WN5269
----
----
----
15:40
15:40
----
15:40
WN3110
WN188
----
----
----
15:55
15:55
----
15:55
WN2145
WN3865
----
----
----
16:10
16:10
----
16:10
WN4878
WN1647
16:15
----
16:15
16:10
16:10
----
16:10
WN3985
WN5269
----
----
----
18:30
18:30
----
18:30
SHOW RETURN SCHEDULE
CHECK PRICES FOR DEN - MDW

The timetable & schedule information was updated at 2024-10-16

Via Minneapolis with Southwest Airlines

  • Total flight time: 3h 55m - 6h 25m.
  • Low-cost airline
  • Denver and Chicago are both Southwest Airlines focus cities.
  • 27 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
DEN
 
Via MSP
 
MDW
 
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
WN247
WN4877
----
----
----
05:20
05:20
06:00
05:20
WN247
WN1284
----
----
----
----
----
06:00
----
WN4839
WN2478
----
----
----
06:00
06:00
----
06:00
WN3486
WN2364
----
----
----
06:10
06:10
----
06:10
WN590
WN1842
----
----
----
06:30
06:30
----
06:30
WN313
WN2847
----
----
----
06:30
06:30
----
06:30
WN4839
WN1548
----
----
----
----
----
06:35
----
WN2326
WN2564
07:40
07:40
07:40
----
----
----
----
WN2326
WN980
07:40
07:40
07:40
----
----
----
----
WN2166
WN2564
----
----
----
----
----
07:45
----
WN3754
WN1741
----
----
----
08:05
08:05
----
08:05
WN2413
WN1842
----
----
----
08:15
08:15
----
08:15
WN2112
WN2621
----
----
----
08:15
08:15
----
08:15
WN4694
WN2191
----
----
----
08:15
08:15
----
08:15
WN4989
WN2906
08:45
08:45
08:45
08:15
08:15
----
08:15
WN4694
WN6432
----
----
----
08:15
08:15
----
08:15
WN4989
WN2364
----
----
----
----
----
08:25
----
WN3387
WN2478
----
----
----
----
----
08:30
----
WN2047
WN2443
08:45
08:45
08:45
----
----
----
----
WN2112
WN2687
08:50
08:50
08:50
----
----
----
----
WN1364
WN1723
08:50
08:50
08:50
----
----
----
----
WN263
WN2689
08:55
08:55
08:55
----
----
----
----
WN756
WN1622
08:55
08:55
08:55
----
----
----
----
WN1450
WN3687
09:25
09:25
09:25
----
----
----
----
WN1359
WN1684
----
----
----
----
----
09:50
----
WN4876
WN1354
----
----
----
----
----
09:55
----
WN1444
WN2564
----
----
----
----
----
10:15
----
WN702
WN4928
10:20
10:20
10:20
----
----
----
----
WN2724
WN6432
----
----
----
10:25
10:25
----
10:25
WN2724
WN3079
----
----
----
10:25
10:25
----
10:25
WN2044
WN852
10:35
10:35
10:35
----
----
----
----
WN1474
WN2973
10:35
10:35
10:35
----
----
----
----
WN4674
WN2804
----
----
----
10:50
10:50
----
10:50
WN2892
WN2756
10:55
10:55
10:55
----
----
----
----
WN263
WN4928
----
----
----
10:55
10:55
----
10:55
WN2881
WN477
11:00
11:00
11:00
----
----
----
----
WN1318
WN2564
----
----
----
11:10
11:10
----
11:10
WN2426
WN3434
----
----
----
11:50
11:50
----
11:50
WN1418
WN1684
----
----
----
----
----
12:05
----
WN4043
WN320
12:05
12:05
12:05
----
----
----
----
WN39
WN3687
12:25
12:25
12:25
----
----
----
----
WN2881
WN1449
----
----
----
----
----
12:30
----
WN4876
WN1564
12:35
12:30
12:35
----
----
----
----
WN924
WN1317
12:35
----
12:35
----
----
----
----
WN924
WN1413
12:35
12:35
12:35
----
----
----
----
WN4838
WN1793
----
----
----
12:40
12:40
----
12:40
WN2562
WN2981
----
----
----
12:45
12:45
----
12:45
WN569
WN2804
----
----
----
13:10
13:10
----
13:10
WN569
WN2418
----
----
----
13:10
13:10
----
13:10
WN948
WN176
13:20
----
13:20
----
----
----
----
WN2087
WN3434
14:25
----
14:25
----
----
13:35
----
WN2189
WN1253
13:55
13:55
13:55
----
----
----
----
WN1402
WN1253
----
----
----
----
----
14:00
----
WN692
WN1413
14:10
14:10
14:10
----
----
----
----
WN1540
WN2804
----
----
----
14:40
14:40
----
14:40
WN1770
WN176
14:45
----
14:45
----
----
----
----
WN4494
WN652
----
----
----
15:20
15:20
----
15:20
WN4494
WN551
----
----
----
15:20
15:20
----
15:20
WN3263
WN1647
----
----
----
15:25
15:25
----
15:25
WN1774
WN1317
15:35
----
15:35
----
----
----
----
WN3865
WN5269
----
----
----
15:40
15:40
----
15:40
WN3110
WN188
----
----
----
15:55
15:55
----
15:55
WN2145
WN3865
----
----
----
16:10
16:10
----
16:10
WN4878
WN1647
16:15
----
16:15
16:10
16:10
----
16:10
WN3985
WN5269
----
----
----
18:30
18:30
----
18:30
SHOW RETURN SCHEDULE
CHECK PRICES FOR DEN - MDW

The timetable & schedule information was updated at 2024-10-16

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