Airlines with flights from Chicago to Houston

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

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Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 45 minutes
  • Low-cost airline
  • Chicago and Houston are both Southwest Airlines focus cities.
  • 28 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
MDW
Direct
HOU
 
Flight
Mon
Feb 10
Tue
Feb 11
Wed
Feb 12
Thu
Feb 13
Fri
Feb 14
Sat
Feb 15
Sun
Feb 16
WN1149
05:20
06:10
06:10
05:15
05:15
05:40
05:15
WN4814
08:30
08:25
08:25
08:25
08:25
09:10
08:25
WN3956
17:35
13:40
13:40
17:45
17:45
----
17:45
WN695
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14:30
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WN356
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18:35
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WN4741
21:20
20:40
20:40
22:40
22:40
----
22:40
WN1681
----
----
----
----
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21:20
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - HOU

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

Via Dallas with Southwest Airlines

  • Total flight time: 4h 15m - 9h 20m.
  • Low-cost airline
  • Chicago and Houston 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
MDW
 
Via DAL
 
HOU
 
Flight
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Feb 10
Tue
Feb 11
Wed
Feb 12
Thu
Feb 13
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Feb 14
Sat
Feb 15
Sun
Feb 16
WN422
WN15
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WN712
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WN33
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WN27
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WN4835
WN1982
09:15
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WN1495
WN4335
09:15
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WN4965
WN1918
09:40
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WN2993
WN2574
09:40
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WN4994
WN4335
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WN295
WN33
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10:05
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WN423
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WN673
WN37
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WN3246
WN3763
11:05
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WN295
WN39
11:30
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WN2365
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WN295
WN45
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WN2522
WN2693
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WN45
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WN39
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WN2521
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WN4241
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12:55
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WN6523
12:55
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WN4015
WN3586
13:05
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WN37
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WN2698
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WN792
WN446
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WN2826
WN2387
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WN4848
WN259
13:40
14:25
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WN2664
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WN1342
WN2294
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WN1342
WN158
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14:05
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WN3004
WN1292
14:05
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WN173
WN257
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WN2985
WN1354
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14:35
14:35
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14:35
WN1351
WN4102
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----
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15:10
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WN4848
WN2840
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----
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15:20
15:20
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15:20
WN4585
WN1687
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----
----
----
----
15:30
----
WN103
WN446
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----
----
----
----
15:45
----
WN2025
WN53
15:55
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----
----
----
----
----
WN1888
WN55
----
16:00
16:00
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----
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----
WN1888
WN59
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16:00
16:00
----
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----
----
WN2962
WN4083
18:20
16:10
16:10
----
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WN198
WN1403
16:25
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----
----
----
----
----
WN3910
WN1518
----
----
----
16:35
16:35
----
16:35
WN2962
WN3353
----
----
----
----
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16:50
----
WN5140
WN3872
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----
----
----
----
17:10
----
WN5140
WN1354
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----
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17:15
17:15
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17:15
WN1888
WN61
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17:25
17:25
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WN2019
WN4102
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17:50
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WN4851
WN63
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----
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18:35
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WN4514
WN2887
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18:45
18:45
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WN3969
WN2887
18:50
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WN4643
WN547
----
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19:45
19:45
----
19:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - HOU

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

Via Atlanta with Delta Air Lines

  • Total flight time: 4h 42m - 7h 06m.
  • Sky Team Alliance
  • 19 flights per week
MDW
 
Via ATL
 
HOU
 
Flight
Mon
Feb 10
Tue
Feb 11
Wed
Feb 12
Thu
Feb 13
Fri
Feb 14
Sat
Feb 15
Sun
Feb 16
DL1285
DL1509
----
----
----
----
----
06:00
----
DL1063
DL1254
10:57
10:57
10:57
10:57
10:57
----
----
DL2417
DL1254
12:44
12:44
12:44
12:44
12:44
----
----
DL1739
DL2051
17:05
17:05
17:05
17:05
17:05
15:41
15:41
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - HOU

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

Via Nashville with Southwest Airlines

  • Total flight time: 4h 20m - 8h 55m.
  • Low-cost airline
  • Chicago and Houston are both Southwest Airlines focus cities.
  • 18 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
MDW
 
Via BNA
 
HOU
 
Flight
Mon
Feb 10
Tue
Feb 11
Wed
Feb 12
Thu
Feb 13
Fri
Feb 14
Sat
Feb 15
Sun
Feb 16
WN422
WN15
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----
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05:00
05:00
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05:00
WN422
WN7
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----
----
05:00
05:00
----
05:00
WN568
WN1771
----
----
----
05:25
05:25
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05:25
WN568
WN1763
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05:25
05:25
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05:25
WN2665
WN699
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05:30
05:30
----
05:30
WN2665
WN746
05:55
06:25
06:25
----
----
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WN2665
WN680
05:55
----
----
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WN2665
WN1164
05:55
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WN2665
WN27
05:55
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WN952
WN2529
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06:00
----
WN1130
WN15
06:20
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WN1130
WN19
06:20
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WN452
WN33
06:50
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WN486
WN19
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07:15
07:15
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WN422
WN19
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07:20
----
WN1783
WN27
08:35
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08:00
08:00
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08:00
WN262
WN3203
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08:00
----
WN992
WN2411
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08:00
08:00
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WN1783
WN19
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WN1324
WN2813
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08:00
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WN262
WN3349
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WN4876
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WN4360
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WN1535
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WN3568
WN1531
08:35
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WN1745
WN2276
08:35
09:55
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WN3349
08:35
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WN2276
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WN2067
08:45
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WN1317
WN2918
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09:00
09:00
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WN712
WN2529
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09:05
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WN2729
WN33
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WN2729
WN27
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09:15
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WN4835
WN1982
09:15
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WN1495
WN4335
09:15
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WN4965
WN1918
09:40
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----
----
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----
WN2993
WN2574
09:40
----
----
12:45
12:45
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12:45
WN4994
WN4335
----
10:15
10:15
09:45
09:45
----
09:45
WN295
WN33
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10:05
10:05
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----
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WN451
WN423
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10:10
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WN673
WN37
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10:25
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WN2574
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WN3763
11:05
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WN295
WN39
11:30
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12:00
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WN2814
WN2365
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11:55
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WN295
WN45
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12:00
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WN2522
WN2693
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12:15
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WN2729
WN45
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12:25
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WN2729
WN39
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12:25
12:25
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WN2993
WN2521
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12:45
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WN4731
WN4241
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WN2499
12:55
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WN6523
12:55
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WN4015
WN3586
13:05
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WN1050
WN37
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WN2698
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WN792
WN446
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WN2387
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13:40
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WN4848
WN259
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14:25
14:25
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WN2664
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13:40
WN1342
WN2294
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14:05
14:05
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WN1342
WN158
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14:05
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WN3004
WN1292
14:05
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WN173
WN257
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WN2985
WN1354
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WN1351
WN4102
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15:10
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WN4848
WN2840
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15:20
15:20
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WN4585
WN1687
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15:30
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WN103
WN446
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----
----
----
----
15:45
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WN2025
WN53
15:55
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----
----
----
----
WN1888
WN55
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16:00
16:00
----
----
----
----
WN1888
WN59
----
16:00
16:00
----
----
----
----
WN2962
WN4083
18:20
16:10
16:10
----
----
----
----
WN198
WN1403
16:25
----
----
----
----
----
----
WN3910
WN1518
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----
----
16:35
16:35
----
16:35
WN2962
WN3353
----
----
----
----
----
16:50
----
WN5140
WN3872
----
----
----
----
----
17:10
----
WN5140
WN1354
----
----
----
17:15
17:15
----
17:15
WN1888
WN61
----
----
----
17:25
17:25
----
17:25
WN2019
WN4102
----
----
----
----
----
17:50
----
WN4851
WN63
----
----
----
----
----
18:35
----
WN4514
WN2887
----
----
----
18:45
18:45
----
18:45
WN3969
WN2887
18:50
----
----
----
----
----
----
WN4643
WN547
----
----
----
19:45
19:45
----
19:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - HOU

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

Via Saint Louis with Southwest Airlines

  • Total flight time: 3h 50m - 8h 20m.
  • Low-cost airline
  • Chicago and Houston are both Southwest Airlines focus cities.
  • 12 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
MDW
 
Via STL
 
HOU
 
Flight
Mon
Feb 10
Tue
Feb 11
Wed
Feb 12
Thu
Feb 13
Fri
Feb 14
Sat
Feb 15
Sun
Feb 16
WN422
WN15
----
----
----
05:00
05:00
----
05:00
WN422
WN7
----
----
----
05:00
05:00
----
05:00
WN568
WN1771
----
----
----
05:25
05:25
----
05:25
WN568
WN1763
----
----
----
05:25
05:25
----
05:25
WN2665
WN699
----
----
----
05:30
05:30
----
05:30
WN2665
WN746
05:55
06:25
06:25
----
----
----
----
WN2665
WN680
05:55
----
----
----
----
----
----
WN2665
WN1164
05:55
----
----
----
----
----
----
WN2665
WN27
05:55
----
----
----
----
----
----
WN952
WN2529
----
----
----
----
----
06:00
----
WN1130
WN15
06:20
----
----
----
----
----
----
WN1130
WN19
06:20
----
----
----
----
----
----
WN452
WN33
06:50
----
----
----
----
----
----
WN486
WN19
----
07:15
07:15
----
----
----
----
WN422
WN19
----
----
----
----
----
07:20
----
WN1783
WN27
08:35
----
----
08:00
08:00
----
08:00
WN262
WN3203
----
----
----
----
----
08:00
----
WN992
WN2411
----
----
----
08:00
08:00
----
08:00
WN1783
WN19
----
----
----
08:00
08:00
----
08:00
WN1324
WN2813
----
----
----
----
----
08:00
----
WN262
WN3349
----
----
----
----
----
08:00
----
WN748
WN4876
----
----
----
----
----
08:15
----
WN3568
WN4360
----
----
----
08:25
08:25
----
08:25
WN2522
WN1535
----
08:30
08:30
----
----
----
----
WN3568
WN1531
08:35
----
----
----
----
----
----
WN1745
WN2276
08:35
09:55
09:55
----
----
----
----
WN1745
WN3349
08:35
----
----
----
----
----
----
WN2944
WN2276
----
----
----
----
----
08:40
----
WN551
WN2067
08:45
----
----
----
----
----
----
WN1317
WN2918
----
----
----
09:00
09:00
----
09:00
WN712
WN2529
----
09:05
09:05
----
----
----
----
WN2729
WN33
----
----
----
----
----
09:15
----
WN2729
WN27
----
----
----
----
----
09:15
----
WN4835
WN1982
09:15
----
----
----
----
----
----
WN1495
WN4335
09:15
----
----
----
----
----
----
WN4965
WN1918
09:40
----
----
----
----
----
----
WN2993
WN2574
09:40
----
----
12:45
12:45
----
12:45
WN4994
WN4335
----
10:15
10:15
09:45
09:45
----
09:45
WN295
WN33
----
10:05
10:05
----
----
----
----
WN451
WN423
----
----
----
----
----
10:10
----
WN673
WN37
----
----
----
----
----
10:25
----
WN1040
WN2574
----
10:25
10:25
----
----
----
----
WN3246
WN3763
11:05
----
----
----
----
----
----
WN295
WN39
11:30
----
----
12:00
12:00
----
12:00
WN2814
WN2365
----
----
----
11:55
11:55
----
11:55
WN295
WN45
----
----
----
12:00
12:00
----
12:00
WN2522
WN2693
----
----
----
12:15
12:15
----
12:15
WN2729
WN45
----
12:25
12:25
----
----
----
----
WN2729
WN39
----
12:25
12:25
----
----
----
----
WN2993
WN2521
----
----
----
12:45
12:45
----
12:45
WN4731
WN4241
----
----
----
----
----
12:45
----
WN6527
WN2499
12:55
----
----
----
----
----
----
WN6527
WN6523
12:55
----
----
----
----
----
----
WN4015
WN3586
13:05
----
----
----
----
----
----
WN1050
WN37
----
----
----
----
----
13:15
----
WN1050
WN2698
----
----
----
----
----
13:15
----
WN792
WN446
----
----
----
----
----
13:30
----
WN2826
WN2387
----
----
----
13:40
13:40
----
13:40
WN4848
WN259
13:40
14:25
14:25
----
----
----
----
WN2503
WN2664
----
----
----
13:40
13:40
----
13:40
WN1342
WN2294
----
14:05
14:05
----
----
----
----
WN1342
WN158
----
14:05
14:05
----
----
----
----
WN3004
WN1292
14:05
----
----
----
----
----
----
WN173
WN257
----
----
----
----
----
14:25
----
WN2985
WN1354
----
----
----
14:35
14:35
----
14:35
WN1351
WN4102
----
----
----
----
----
15:10
----
WN4848
WN2840
----
----
----
15:20
15:20
----
15:20
WN4585
WN1687
----
----
----
----
----
15:30
----
WN103
WN446
----
----
----
----
----
15:45
----
WN2025
WN53
15:55
----
----
----
----
----
----
WN1888
WN55
----
16:00
16:00
----
----
----
----
WN1888
WN59
----
16:00
16:00
----
----
----
----
WN2962
WN4083
18:20
16:10
16:10
----
----
----
----
WN198
WN1403
16:25
----
----
----
----
----
----
WN3910
WN1518
----
----
----
16:35
16:35
----
16:35
WN2962
WN3353
----
----
----
----
----
16:50
----
WN5140
WN3872
----
----
----
----
----
17:10
----
WN5140
WN1354
----
----
----
17:15
17:15
----
17:15
WN1888
WN61
----
----
----
17:25
17:25
----
17:25
WN2019
WN4102
----
----
----
----
----
17:50
----
WN4851
WN63
----
----
----
----
----
18:35
----
WN4514
WN2887
----
----
----
18:45
18:45
----
18:45
WN3969
WN2887
18:50
----
----
----
----
----
----
WN4643
WN547
----
----
----
19:45
19:45
----
19:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - HOU

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

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