Airlines with flights from Chicago to Dallas

There are two airlines with scheduled flights between MDW and DAL. Southwest is the only airline with non-stop flights from Midway International Airport to Dallas Love Fld and the flight time is 2 hours and 25 minutes.

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Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 25 minutes
  • Low-cost airline
  • Chicago and Dallas are both Southwest Airlines focus cities.
  • 49 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
Direct
DAL
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN422
05:00
----
----
----
05:00
07:20
05:00
WN1130
----
06:20
----
06:20
----
----
----
WN486
----
----
07:15
----
----
----
----
WN1783
08:00
08:35
----
08:35
08:00
----
08:00
WN2729
----
----
12:25
----
----
09:15
----
WN295
12:00
11:30
10:05
11:30
12:00
----
12:00
WN1050
----
----
----
----
----
13:15
----
WN2025
----
15:55
----
15:55
----
----
----
WN1888
17:25
18:50
16:00
18:50
17:25
----
17:25
WN4851
----
----
----
----
----
18:35
----
WN2127
20:00
----
20:35
----
20:00
----
20:00
WN4152
----
----
----
----
----
20:45
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - DAL

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

Via Houston with Southwest Airlines

  • Total flight time: 4h 20m - 9h 40m.
  • Low-cost airline
  • Chicago and Dallas are both Southwest Airlines focus cities.
  • 38 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
 
Via HOU
 
DAL
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN1149
WN16
05:15
05:20
06:10
05:20
05:15
----
05:15
WN568
WN794
05:25
----
----
----
05:25
----
05:25
WN2665
WN3312
05:30
----
----
----
05:30
----
05:30
WN2665
WN460
05:30
----
06:25
----
05:30
----
05:30
WN2665
WN371
05:30
----
----
----
05:30
----
05:30
WN1149
WN18
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----
----
----
----
05:40
----
WN2665
WN27
----
05:55
----
05:55
----
----
----
WN2665
WN503
----
05:55
----
05:55
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----
----
WN1502
WN1306
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06:00
----
06:00
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WN1149
WN22
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----
06:10
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WN1269
WN313
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06:20
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06:20
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WN2665
WN312
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06:25
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WN2665
WN1437
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06:25
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WN2665
WN1164
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----
06:25
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----
WN452
WN33
----
06:50
----
06:50
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WN884
WN4980
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----
----
----
----
07:15
----
WN992
WN3584
08:00
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----
----
08:00
----
08:00
WN262
WN3153
----
----
----
----
----
08:00
----
WN262
WN3336
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----
----
----
----
08:00
----
WN262
WN4714
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----
----
----
----
08:00
----
WN1269
WN927
----
----
----
----
----
08:20
----
WN1269
WN176
----
----
----
----
----
08:20
----
WN3568
WN4974
08:25
----
----
----
08:25
----
08:25
WN4814
WN28
08:25
08:30
08:25
08:30
08:25
----
08:25
WN3568
WN3762
----
----
08:25
----
----
----
----
WN2522
WN3336
----
08:30
08:30
08:30
----
----
----
WN2522
WN2505
----
08:30
----
08:30
----
----
----
WN1204
WN5234
08:35
----
----
----
08:35
----
08:35
WN1204
WN4974
08:35
----
----
----
08:35
----
08:35
WN1745
WN1968
----
08:35
----
08:35
----
----
----
WN3568
WN4345
----
08:35
----
08:35
----
----
----
WN3568
WN924
----
08:35
----
08:35
----
----
----
WN1269
WN1431
----
----
08:35
----
----
----
----
WN2944
WN1968
----
----
----
----
----
08:40
----
WN2944
WN3153
----
----
----
----
----
08:40
----
WN1745
WN935
08:40
----
----
----
08:40
----
08:40
WN3372
WN30
----
----
----
----
----
08:50
----
WN3372
WN34
----
----
----
----
----
08:50
----
WN1317
WN1103
09:00
----
----
----
09:00
----
09:00
WN712
WN5234
----
----
09:05
----
----
----
----
WN712
WN1882
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----
09:05
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----
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----
WN712
WN984
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----
09:05
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----
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----
WN4814
WN30
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----
----
----
----
09:10
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WN4814
WN34
----
----
----
----
----
09:10
----
WN1118
WN1526
09:15
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----
----
09:15
----
09:15
WN2249
WN2606
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----
09:30
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----
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----
WN1745
WN2102
----
----
09:55
----
----
----
----
WN1745
WN3377
----
----
09:55
----
----
----
----
WN1729
WN40
----
10:00
----
10:00
----
----
----
WN1729
WN46
----
10:00
----
10:00
----
----
----
WN451
WN3979
----
----
----
----
----
10:10
----
WN4994
WN1728
----
----
10:15
----
----
----
----
WN6497
WN1526
10:20
----
----
----
----
----
----
WN6497
WN2435
10:20
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----
----
----
----
----
WN1040
WN2067
----
----
10:25
----
----
----
----
WN1040
WN2435
----
----
10:25
----
----
----
----
WN2814
WN4391
----
----
10:40
----
----
----
----
WN3246
WN1515
----
11:05
----
11:05
----
----
----
WN1277
WN1882
----
----
11:05
----
----
----
----
WN2814
WN2491
11:55
----
----
----
11:55
----
11:55
WN2522
WN559
12:15
----
----
----
12:15
----
12:15
WN1594
WN1882
----
12:35
----
12:35
----
----
----
WN2394
WN58
----
----
13:05
----
----
----
----
WN2394
WN50
----
----
13:05
----
----
----
----
WN2394
WN1782
----
----
13:05
----
----
----
----
WN2826
WN4714
13:40
----
----
----
13:40
----
13:40
WN3956
WN50
----
----
13:40
----
----
----
----
WN4848
WN4293
15:20
13:40
14:25
13:40
15:20
----
15:20
WN3128
WN1504
----
13:45
----
13:45
----
----
----
WN1855
WN339
----
----
----
----
----
14:00
----
WN1522
WN2491
----
----
14:00
----
----
----
----
WN2592
WN983
----
----
----
----
----
14:20
----
WN4848
WN4927
----
----
14:25
----
----
----
----
WN173
WN3273
----
----
----
----
----
14:25
----
WN695
WN58
----
----
----
----
----
14:30
----
WN695
WN52
----
----
----
----
----
14:30
----
WN1162
WN1653
----
----
15:15
----
----
----
----
WN1162
WN60
----
----
15:15
----
----
----
----
WN651
WN3560
----
----
15:15
----
----
----
----
WN103
WN3793
----
----
----
----
----
15:45
----
WN2962
WN1294
----
18:20
16:10
18:20
----
----
----
WN198
WN3389
----
----
16:10
----
----
----
----
WN972
WN2530
----
16:20
----
16:20
----
----
----
WN4731
WN1049
----
----
16:25
----
----
----
----
WN198
WN4090
----
16:25
----
16:25
----
----
----
WN2962
WN3947
----
----
----
----
----
16:50
----
WN5140
WN1754
----
----
----
----
----
17:10
----
WN3956
WN62
----
17:35
----
17:35
----
----
----
WN3956
WN64
17:45
----
----
----
17:45
----
17:45
WN3969
WN1200
----
18:50
----
18:50
----
----
----
WN1355
WN4391
18:50
----
----
----
18:50
----
18:50
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - DAL

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

Via Kansas City with Southwest Airlines

  • Total flight time: 3h 40m - 6h 05m.
  • Low-cost airline
  • Chicago and Dallas are both Southwest Airlines focus cities.
  • 28 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
 
Via MCI
 
DAL
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN1149
WN16
05:15
05:20
06:10
05:20
05:15
----
05:15
WN568
WN794
05:25
----
----
----
05:25
----
05:25
WN2665
WN3312
05:30
----
----
----
05:30
----
05:30
WN2665
WN460
05:30
----
06:25
----
05:30
----
05:30
WN2665
WN371
05:30
----
----
----
05:30
----
05:30
WN1149
WN18
----
----
----
----
----
05:40
----
WN2665
WN27
----
05:55
----
05:55
----
----
----
WN2665
WN503
----
05:55
----
05:55
----
----
----
WN1502
WN1306
----
06:00
----
06:00
----
----
----
WN1149
WN22
----
----
06:10
----
----
----
----
WN1269
WN313
----
06:20
----
06:20
----
----
----
WN2665
WN312
----
----
06:25
----
----
----
----
WN2665
WN1437
----
----
06:25
----
----
----
----
WN2665
WN1164
----
----
06:25
----
----
----
----
WN452
WN33
----
06:50
----
06:50
----
----
----
WN884
WN4980
----
----
----
----
----
07:15
----
WN992
WN3584
08:00
----
----
----
08:00
----
08:00
WN262
WN3153
----
----
----
----
----
08:00
----
WN262
WN3336
----
----
----
----
----
08:00
----
WN262
WN4714
----
----
----
----
----
08:00
----
WN1269
WN927
----
----
----
----
----
08:20
----
WN1269
WN176
----
----
----
----
----
08:20
----
WN3568
WN4974
08:25
----
----
----
08:25
----
08:25
WN4814
WN28
08:25
08:30
08:25
08:30
08:25
----
08:25
WN3568
WN3762
----
----
08:25
----
----
----
----
WN2522
WN3336
----
08:30
08:30
08:30
----
----
----
WN2522
WN2505
----
08:30
----
08:30
----
----
----
WN1204
WN5234
08:35
----
----
----
08:35
----
08:35
WN1204
WN4974
08:35
----
----
----
08:35
----
08:35
WN1745
WN1968
----
08:35
----
08:35
----
----
----
WN3568
WN4345
----
08:35
----
08:35
----
----
----
WN3568
WN924
----
08:35
----
08:35
----
----
----
WN1269
WN1431
----
----
08:35
----
----
----
----
WN2944
WN1968
----
----
----
----
----
08:40
----
WN2944
WN3153
----
----
----
----
----
08:40
----
WN1745
WN935
08:40
----
----
----
08:40
----
08:40
WN3372
WN30
----
----
----
----
----
08:50
----
WN3372
WN34
----
----
----
----
----
08:50
----
WN1317
WN1103
09:00
----
----
----
09:00
----
09:00
WN712
WN5234
----
----
09:05
----
----
----
----
WN712
WN1882
----
----
09:05
----
----
----
----
WN712
WN984
----
----
09:05
----
----
----
----
WN4814
WN30
----
----
----
----
----
09:10
----
WN4814
WN34
----
----
----
----
----
09:10
----
WN1118
WN1526
09:15
----
----
----
09:15
----
09:15
WN2249
WN2606
----
----
09:30
----
----
----
----
WN1745
WN2102
----
----
09:55
----
----
----
----
WN1745
WN3377
----
----
09:55
----
----
----
----
WN1729
WN40
----
10:00
----
10:00
----
----
----
WN1729
WN46
----
10:00
----
10:00
----
----
----
WN451
WN3979
----
----
----
----
----
10:10
----
WN4994
WN1728
----
----
10:15
----
----
----
----
WN6497
WN1526
10:20
----
----
----
----
----
----
WN6497
WN2435
10:20
----
----
----
----
----
----
WN1040
WN2067
----
----
10:25
----
----
----
----
WN1040
WN2435
----
----
10:25
----
----
----
----
WN2814
WN4391
----
----
10:40
----
----
----
----
WN3246
WN1515
----
11:05
----
11:05
----
----
----
WN1277
WN1882
----
----
11:05
----
----
----
----
WN2814
WN2491
11:55
----
----
----
11:55
----
11:55
WN2522
WN559
12:15
----
----
----
12:15
----
12:15
WN1594
WN1882
----
12:35
----
12:35
----
----
----
WN2394
WN58
----
----
13:05
----
----
----
----
WN2394
WN50
----
----
13:05
----
----
----
----
WN2394
WN1782
----
----
13:05
----
----
----
----
WN2826
WN4714
13:40
----
----
----
13:40
----
13:40
WN3956
WN50
----
----
13:40
----
----
----
----
WN4848
WN4293
15:20
13:40
14:25
13:40
15:20
----
15:20
WN3128
WN1504
----
13:45
----
13:45
----
----
----
WN1855
WN339
----
----
----
----
----
14:00
----
WN1522
WN2491
----
----
14:00
----
----
----
----
WN2592
WN983
----
----
----
----
----
14:20
----
WN4848
WN4927
----
----
14:25
----
----
----
----
WN173
WN3273
----
----
----
----
----
14:25
----
WN695
WN58
----
----
----
----
----
14:30
----
WN695
WN52
----
----
----
----
----
14:30
----
WN1162
WN1653
----
----
15:15
----
----
----
----
WN1162
WN60
----
----
15:15
----
----
----
----
WN651
WN3560
----
----
15:15
----
----
----
----
WN103
WN3793
----
----
----
----
----
15:45
----
WN2962
WN1294
----
18:20
16:10
18:20
----
----
----
WN198
WN3389
----
----
16:10
----
----
----
----
WN972
WN2530
----
16:20
----
16:20
----
----
----
WN4731
WN1049
----
----
16:25
----
----
----
----
WN198
WN4090
----
16:25
----
16:25
----
----
----
WN2962
WN3947
----
----
----
----
----
16:50
----
WN5140
WN1754
----
----
----
----
----
17:10
----
WN3956
WN62
----
17:35
----
17:35
----
----
----
WN3956
WN64
17:45
----
----
----
17:45
----
17:45
WN3969
WN1200
----
18:50
----
18:50
----
----
----
WN1355
WN4391
18:50
----
----
----
18:50
----
18:50
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - DAL

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

Via Atlanta with Delta Air Lines

  • Total flight time: 4h 44m - 6h 58m.
  • Sky Team Alliance
  • 25 flights per week
MDW
 
Via ATL
 
DAL
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
DL1285
DL1115
06:00
06:00
06:00
06:00
06:00
06:00
06:00
DL1063
DL2780
10:57
10:57
10:57
10:57
10:57
11:01
10:57
DL2417
DL2780
12:44
----
----
12:44
12:44
----
12:44
DL1739
DL1104
17:05
17:05
17:05
17:05
17:05
15:41
17:05
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - DAL

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

Via Nashville with Southwest Airlines

  • Total flight time: 4h 05m - 8h 15m.
  • Low-cost airline
  • Chicago and Dallas are both Southwest Airlines focus cities.
  • 24 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
 
Via BNA
 
DAL
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN1149
WN16
05:15
05:20
06:10
05:20
05:15
----
05:15
WN568
WN794
05:25
----
----
----
05:25
----
05:25
WN2665
WN3312
05:30
----
----
----
05:30
----
05:30
WN2665
WN460
05:30
----
06:25
----
05:30
----
05:30
WN2665
WN371
05:30
----
----
----
05:30
----
05:30
WN1149
WN18
----
----
----
----
----
05:40
----
WN2665
WN27
----
05:55
----
05:55
----
----
----
WN2665
WN503
----
05:55
----
05:55
----
----
----
WN1502
WN1306
----
06:00
----
06:00
----
----
----
WN1149
WN22
----
----
06:10
----
----
----
----
WN1269
WN313
----
06:20
----
06:20
----
----
----
WN2665
WN312
----
----
06:25
----
----
----
----
WN2665
WN1437
----
----
06:25
----
----
----
----
WN2665
WN1164
----
----
06:25
----
----
----
----
WN452
WN33
----
06:50
----
06:50
----
----
----
WN884
WN4980
----
----
----
----
----
07:15
----
WN992
WN3584
08:00
----
----
----
08:00
----
08:00
WN262
WN3153
----
----
----
----
----
08:00
----
WN262
WN3336
----
----
----
----
----
08:00
----
WN262
WN4714
----
----
----
----
----
08:00
----
WN1269
WN927
----
----
----
----
----
08:20
----
WN1269
WN176
----
----
----
----
----
08:20
----
WN3568
WN4974
08:25
----
----
----
08:25
----
08:25
WN4814
WN28
08:25
08:30
08:25
08:30
08:25
----
08:25
WN3568
WN3762
----
----
08:25
----
----
----
----
WN2522
WN3336
----
08:30
08:30
08:30
----
----
----
WN2522
WN2505
----
08:30
----
08:30
----
----
----
WN1204
WN5234
08:35
----
----
----
08:35
----
08:35
WN1204
WN4974
08:35
----
----
----
08:35
----
08:35
WN1745
WN1968
----
08:35
----
08:35
----
----
----
WN3568
WN4345
----
08:35
----
08:35
----
----
----
WN3568
WN924
----
08:35
----
08:35
----
----
----
WN1269
WN1431
----
----
08:35
----
----
----
----
WN2944
WN1968
----
----
----
----
----
08:40
----
WN2944
WN3153
----
----
----
----
----
08:40
----
WN1745
WN935
08:40
----
----
----
08:40
----
08:40
WN3372
WN30
----
----
----
----
----
08:50
----
WN3372
WN34
----
----
----
----
----
08:50
----
WN1317
WN1103
09:00
----
----
----
09:00
----
09:00
WN712
WN5234
----
----
09:05
----
----
----
----
WN712
WN1882
----
----
09:05
----
----
----
----
WN712
WN984
----
----
09:05
----
----
----
----
WN4814
WN30
----
----
----
----
----
09:10
----
WN4814
WN34
----
----
----
----
----
09:10
----
WN1118
WN1526
09:15
----
----
----
09:15
----
09:15
WN2249
WN2606
----
----
09:30
----
----
----
----
WN1745
WN2102
----
----
09:55
----
----
----
----
WN1745
WN3377
----
----
09:55
----
----
----
----
WN1729
WN40
----
10:00
----
10:00
----
----
----
WN1729
WN46
----
10:00
----
10:00
----
----
----
WN451
WN3979
----
----
----
----
----
10:10
----
WN4994
WN1728
----
----
10:15
----
----
----
----
WN6497
WN1526
10:20
----
----
----
----
----
----
WN6497
WN2435
10:20
----
----
----
----
----
----
WN1040
WN2067
----
----
10:25
----
----
----
----
WN1040
WN2435
----
----
10:25
----
----
----
----
WN2814
WN4391
----
----
10:40
----
----
----
----
WN3246
WN1515
----
11:05
----
11:05
----
----
----
WN1277
WN1882
----
----
11:05
----
----
----
----
WN2814
WN2491
11:55
----
----
----
11:55
----
11:55
WN2522
WN559
12:15
----
----
----
12:15
----
12:15
WN1594
WN1882
----
12:35
----
12:35
----
----
----
WN2394
WN58
----
----
13:05
----
----
----
----
WN2394
WN50
----
----
13:05
----
----
----
----
WN2394
WN1782
----
----
13:05
----
----
----
----
WN2826
WN4714
13:40
----
----
----
13:40
----
13:40
WN3956
WN50
----
----
13:40
----
----
----
----
WN4848
WN4293
15:20
13:40
14:25
13:40
15:20
----
15:20
WN3128
WN1504
----
13:45
----
13:45
----
----
----
WN1855
WN339
----
----
----
----
----
14:00
----
WN1522
WN2491
----
----
14:00
----
----
----
----
WN2592
WN983
----
----
----
----
----
14:20
----
WN4848
WN4927
----
----
14:25
----
----
----
----
WN173
WN3273
----
----
----
----
----
14:25
----
WN695
WN58
----
----
----
----
----
14:30
----
WN695
WN52
----
----
----
----
----
14:30
----
WN1162
WN1653
----
----
15:15
----
----
----
----
WN1162
WN60
----
----
15:15
----
----
----
----
WN651
WN3560
----
----
15:15
----
----
----
----
WN103
WN3793
----
----
----
----
----
15:45
----
WN2962
WN1294
----
18:20
16:10
18:20
----
----
----
WN198
WN3389
----
----
16:10
----
----
----
----
WN972
WN2530
----
16:20
----
16:20
----
----
----
WN4731
WN1049
----
----
16:25
----
----
----
----
WN198
WN4090
----
16:25
----
16:25
----
----
----
WN2962
WN3947
----
----
----
----
----
16:50
----
WN5140
WN1754
----
----
----
----
----
17:10
----
WN3956
WN62
----
17:35
----
17:35
----
----
----
WN3956
WN64
17:45
----
----
----
17:45
----
17:45
WN3969
WN1200
----
18:50
----
18:50
----
----
----
WN1355
WN4391
18:50
----
----
----
18:50
----
18:50
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - DAL

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

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