Airlines with flights from Orlando to Chicago

There are three airlines with scheduled flights between MCO and MDW. Both Southwest and Frontier Airlines operates non-stop flights from Orlando International to Midway International Airport and the flight time is 2 hours and 50 minutes.

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Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 50 minutes
  • Low-cost airline
  • Orlando and Chicago are both Southwest Airlines focus cities.
  • 55 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
MCO
Direct
MDW
 
Flight
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Jul 1
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MCO - MDW

The timetable & schedule information was updated at 2024-06-14

Non-stop with Frontier Airlines

  • Total flight time: 2 hours and 48 minutes
  • Low-cost airline
  • Orlando and Chicago are both Frontier Airlines focus cities.
  • 4 flights per week
  • A320neo
MCO
Direct
MDW
 
Flight
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Jul 1
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Sun
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F91457
09:15
----
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07:35
10:20
06:00
07:35
SHOW RETURN SCHEDULE
CHECK PRICES FOR MCO - MDW

The timetable & schedule information was updated at 2024-06-14

Via Baltimore with Southwest Airlines

  • Total flight time: 4h 55m - 9h 50m.
  • Low-cost airline
  • Orlando and Chicago are both Southwest Airlines focus cities.
  • 78 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
MCO
 
Via BWI
 
MDW
 
Flight
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20:05
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MCO - MDW

The timetable & schedule information was updated at 2024-06-14

Via Atlanta with Delta Air Lines

  • Total flight time: 4h 01m - 6h 25m.
  • Sky Team Alliance
  • 67 flights per week
MCO
 
Via ATL
 
MDW
 
Flight
Mon
Jul 1
Tue
Jul 2
Wed
Jul 3
Thu
Jul 4
Fri
Jul 5
Sat
Jul 6
Sun
Jul 7
DL1548
DL1063
05:30
05:30
05:30
05:30
----
----
05:30
DL1494
DL1063
06:15
06:15
06:15
06:15
06:00
06:00
06:15
DL2250
DL3792
----
----
06:55
----
----
----
06:55
DL1446
DL2417
07:00
07:00
07:00
07:00
07:00
07:00
07:00
DL1463
DL2417
08:00
08:00
08:00
08:00
08:00
08:00
08:00
DL2845
DL3867
----
----
08:25
----
----
----
08:25
DL2204
DL1739
10:00
10:00
10:00
10:00
10:00
10:00
10:00
DL1213
DL1739
11:01
11:01
11:01
11:01
11:01
11:01
11:01
DL2660
DL3869
12:10
12:10
12:10
12:10
12:10
12:10
12:10
DL664
DL2241
----
----
13:20
----
----
----
13:20
DL2726
DL2241
----
----
14:20
----
----
----
14:20
DL1372
DL1076
16:55
16:55
16:55
16:55
16:55
16:55
16:55
DL1150
DL1076
17:55
17:55
17:55
17:55
17:55
17:55
17:55
SHOW RETURN SCHEDULE
CHECK PRICES FOR MCO - MDW

The timetable & schedule information was updated at 2024-06-14

Via Atlanta with Southwest Airlines

  • Total flight time: 4h 05m - 8h 50m.
  • Low-cost airline
  • Orlando and Chicago are both Southwest Airlines focus cities.
  • 27 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
MCO
 
Via ATL
 
MDW
 
Flight
Mon
Jul 1
Tue
Jul 2
Wed
Jul 3
Thu
Jul 4
Fri
Jul 5
Sat
Jul 6
Sun
Jul 7
WN3903
WN1532
----
----
----
----
----
----
06:10
WN3903
WN2039
----
----
06:10
----
----
----
----
WN3903
WN3856
----
----
----
----
----
----
06:10
WN977
WN2565
----
----
----
----
----
----
06:15
WN3903
WN1872
06:20
06:20
----
----
----
----
----
WN3903
WN1721
06:20
06:20
----
----
----
----
----
WN4116
WN4328
----
----
----
----
----
06:20
----
WN3903
WN1570
----
----
----
06:20
----
----
----
WN160
WN473
----
----
----
----
06:25
----
----
WN856
WN1308
----
----
----
06:25
----
----
----
WN160
WN139
----
----
----
----
06:25
----
----
WN856
WN450
----
----
----
06:25
----
----
----
WN856
WN2343
----
----
----
----
----
----
06:30
WN3526
WN1087
----
----
----
----
06:30
----
----
WN3526
WN4658
----
----
----
----
06:30
----
----
WN1652
WN657
----
----
----
06:40
----
----
----
WN759
WN1488
06:45
06:45
----
----
----
----
----
WN856
WN636
06:50
06:50
----
----
----
----
----
WN4271
WN561
----
----
06:55
----
----
----
----
WN1942
WN1488
06:55
06:55
----
----
----
----
----
WN1466
WN1465
----
----
07:05
06:55
----
----
----
WN2197
WN423
----
----
----
----
06:55
----
----
WN2643
WN4328
----
----
----
----
----
----
07:05
WN1053
WN3807
----
----
----
----
07:05
----
----
WN1466
WN6102
----
----
----
----
----
----
07:10
WN2518
WN3959
07:10
07:10
----
----
----
----
----
WN1935
WN2339
----
----
07:20
----
----
----
----
WN2063
WN187
07:25
07:25
----
----
----
----
----
WN4198
WN3473
07:30
07:30
----
----
----
----
----
WN1695
WN443
----
----
----
07:30
----
----
----
WN4198
WN1770
----
----
----
07:35
----
----
----
WN286
WN1488
07:35
07:35
----
----
----
----
----
WN702
WN473
----
----
----
----
07:40
----
----
WN702
WN859
----
----
----
----
07:40
----
----
WN4330
WN636
07:40
07:40
----
----
----
----
----
WN4330
WN1869
07:40
07:40
----
----
----
----
----
WN3815
WN3476
----
----
----
----
07:45
----
----
WN2537
WN4319
----
----
----
----
----
----
07:45
WN450
WN223
----
----
----
07:45
----
----
----
WN2464
WN1335
07:50
07:50
----
----
----
----
----
WN2518
WN4328
----
----
----
----
----
----
07:55
WN3828
WN609
07:55
07:55
----
----
----
----
----
WN2787
WN3658
----
----
----
----
----
----
08:00
WN2787
WN2593
----
----
----
----
----
----
08:00
WN1415
WN4327
----
----
----
----
----
----
08:00
WN3176
WN4544
----
----
08:05
----
----
----
----
WN2590
WN4328
----
----
----
----
----
08:20
----
WN4266
WN3807
----
----
----
----
08:25
----
----
WN2335
WN859
----
----
----
----
08:30
----
----
WN2335
WN1466
----
----
----
----
08:30
----
----
WN3791
WN2413
----
----
----
----
----
08:35
----
WN3791
WN3945
----
----
----
----
----
08:35
----
WN286
WN769
----
----
----
----
----
----
08:35
WN2621
WN1488
08:40
08:40
----
----
----
----
----
WN3189
WN4328
----
----
----
----
----
----
08:40
WN2621
WN1869
08:40
08:40
----
----
----
----
----
WN2621
WN4523
08:40
08:40
----
----
----
----
----
WN3406
WN3807
----
----
----
----
08:40
----
----
WN3406
WN2536
----
----
----
----
08:40
----
----
WN2564
WN1629
----
----
----
----
08:45
----
----
WN1732
WN3231
----
----
08:50
----
----
----
----
WN237
WN4024
----
----
----
08:50
----
----
----
WN1732
WN3311
----
----
08:50
----
----
----
----
WN1379
WN2039
----
----
----
----
----
08:55
----
WN437
WN2339
----
----
08:55
----
----
----
----
WN437
WN2843
----
----
08:55
----
----
----
----
WN433
WN1246
----
----
----
08:55
----
----
----
WN3189
WN4544
----
----
09:00
----
----
----
----
WN4116
WN1246
----
----
----
09:00
----
----
----
WN804
WN5150
09:05
09:05
----
----
----
----
----
WN5014
WN1466
----
----
----
----
09:20
----
----
WN804
WN3945
----
----
09:20
----
----
----
----
WN4419
WN2663
----
----
09:20
10:05
----
----
----
WN5014
WN3807
----
----
----
----
09:20
----
----
WN1379
WN4332
09:25
09:25
----
----
----
----
----
WN4513
WN1488
09:30
09:30
----
----
----
----
----
WN4513
WN4523
09:30
09:30
----
----
----
----
----
WN2621
WN4328
----
----
----
----
----
09:40
----
WN2705
WN2431
----
----
----
----
09:40
----
----
WN3714
WN1260
----
----
----
----
----
----
09:45
WN6051
WN6599
----
----
----
----
----
----
09:45
WN4242
WN2860
----
----
----
----
----
09:55
----
WN2269
WN6451
----
----
----
----
----
----
09:55
WN585
WN1675
----
----
----
----
10:00
----
----
WN2269
WN355
----
----
10:05
----
----
----
----
WN2269
WN3413
10:10
10:10
----
----
----
----
----
WN2503
WN2140
----
----
----
10:15
----
----
----
WN1030
WN2140
----
----
10:25
----
----
----
----
WN4419
WN2860
10:30
10:30
----
----
----
----
----
WN576
WN3133
----
----
----
----
10:30
----
----
WN576
WN3807
----
----
----
----
10:30
----
----
WN4513
WN769
----
----
----
----
----
----
10:50
WN4513
WN2429
----
----
----
----
----
----
10:50
WN3893
WN4582
----
----
----
----
----
10:50
----
WN2244
WN1530
----
----
----
----
10:50
----
----
WN2444
WN1434
----
----
----
10:55
----
----
----
WN2340
WN1195
----
----
----
11:05
----
----
----
WN2340
WN1246
----
----
----
11:05
----
----
----
WN100
WN2413
----
----
----
----
----
11:10
----
WN4513
WN2339
----
----
11:10
----
----
----
----
WN4513
WN4763
----
----
11:10
----
----
----
----
WN3219
WN3945
----
----
----
----
----
----
11:15
WN4043
WN206
11:35
11:35
----
----
----
----
----
WN1547
WN5289
----
----
11:35
----
----
----
----
WN2936
WN3621
----
----
----
----
----
----
11:35
WN4336
WN1434
----
----
11:35
----
----
----
----
WN2019
WN2339
11:45
11:45
----
----
----
----
----
WN4298
WN2943
----
----
11:55
----
----
----
----
WN152
WN4303
----
----
----
----
----
12:05
----
WN152
WN4582
----
----
----
----
----
12:05
----
WN2834
WN596
----
----
12:15
----
----
----
----
WN3396
WN3889
----
----
----
----
12:30
----
----
WN1889
WN2140
12:30
12:30
----
----
----
----
----
WN2581
WN2140
----
----
----
----
----
----
12:45
WN2581
WN2429
----
----
----
----
----
----
12:45
WN3741
WN4523
----
----
12:50
----
----
----
----
WN3831
WN1923
----
----
----
----
13:05
----
----
WN3741
WN2917
----
----
----
----
----
----
13:10
WN374
WN3988
----
----
----
----
13:20
----
----
WN2121
WN4582
----
----
----
----
----
13:25
----
WN1726
WN1911
----
----
----
----
13:35
----
----
WN1726
WN4673
----
----
----
----
13:35
----
----
WN3073
WN2477
13:40
13:40
----
----
----
----
----
WN2254
WN4133
----
----
----
----
13:55
----
----
WN1040
WN4062
13:55
13:55
----
----
----
----
----
WN1040
WN2062
13:55
13:55
----
----
----
----
----
WN1336
WN255
----
----
----
13:55
----
----
----
WN1040
WN1508
13:55
13:55
----
----
----
----
----
WN1774
WN4095
----
----
----
----
----
----
14:00
WN2581
WN4473
----
----
----
----
----
14:05
----
WN3171
WN4473
----
----
----
----
----
14:05
----
WN3171
WN2251
----
----
----
----
----
14:05
----
WN1774
WN536
----
----
14:05
----
----
----
----
WN1582
WN3895
----
----
----
----
14:10
----
----
WN3319
WN2512
----
----
----
----
14:20
----
----
WN3171
WN2140
----
----
----
----
----
----
14:25
WN3171
WN3049
----
----
----
----
----
----
14:25
WN3611
WN3555
----
----
----
----
14:35
----
----
WN6903
WN3049
----
----
----
----
----
----
14:35
WN3657
WN2924
----
----
----
----
----
14:40
----
WN3657
WN1422
----
----
----
----
----
----
14:40
WN3657
WN3062
----
----
----
----
----
----
14:40
WN4879
WN2339
----
----
----
----
----
14:40
----
WN4879
WN2251
----
----
----
----
----
14:40
----
WN4879
WN3982
----
----
----
----
----
14:40
----
WN2819
WN255
----
----
----
14:50
----
----
----
WN766
WN302
----
----
----
----
----
----
14:55
WN1712
WN4662
15:00
15:00
----
----
----
----
----
WN433
WN1851
----
----
----
----
15:05
----
----
WN804
WN2477
----
----
----
----
----
----
15:05
WN1141
WN4473
----
----
15:05
----
----
----
----
WN3854
WN2943
----
----
----
----
----
15:05
----
WN1397
WN1671
----
----
----
----
----
15:05
----
WN804
WN944
----
----
----
----
----
----
15:05
WN1712
WN3914
----
----
----
----
----
----
15:05
WN3822
WN2214
----
----
----
----
----
15:10
----
WN1519
WN255
----
----
15:10
----
----
----
----
WN3065
WN4979
15:15
15:15
----
----
----
----
----
WN3065
WN2214
15:15
15:15
----
----
----
----
----
WN4879
WN2917
----
----
----
----
----
----
15:20
WN2817
WN3538
----
----
----
----
----
15:20
----
WN4879
WN1200
----
----
----
----
----
----
15:20
WN4879
WN4523
----
----
----
----
----
----
15:20
WN2011
WN3138
----
----
----
----
----
----
15:25
WN4879
WN2062
15:25
15:25
----
----
----
----
----
WN5271
WN1434
----
----
15:25
----
----
----
----
WN3657
WN1260
17:15
17:15
15:30
----
----
----
----
WN2092
WN2002
----
----
----
----
----
15:35
----
WN4385
WN3772
----
----
----
----
----
15:50
----
WN3410
WN3793
----
----
15:55
----
----
----
----
WN2091
WN1489
----
----
----
----
----
----
15:55
WN4051
WN2214
----
----
----
----
----
16:05
----
WN3707
WN3618
----
----
----
----
----
16:05
----
WN3657
WN2974
----
----
----
16:05
----
----
----
WN4928
WN2471
----
----
----
----
16:10
----
----
WN3282
WN2557
16:15
16:15
----
----
----
----
----
WN477
WN2917
16:15
16:15
----
----
----
----
----
WN2645
WN3053
----
----
----
----
16:20
----
----
WN4181
WN1911
----
----
----
----
16:30
----
----
WN4497
WN2995
16:35
16:35
----
----
----
----
----
WN3591
WN4473
----
----
----
----
----
16:35
----
WN1519
WN3138
----
----
----
----
----
----
16:40
WN313
WN4589
----
----
17:10
----
----
----
----
WN2146
WN4234
----
----
----
----
----
----
17:15
WN3537
WN1798
----
----
----
----
----
----
17:20
WN477
WN4473
----
----
----
----
----
17:25
----
WN3252
WN385
17:30
17:30
----
----
----
----
----
WN1683
WN3793
----
----
17:50
----
----
----
----
WN3261
WN5040
17:50
17:50
----
----
----
----
----
WN3814
WN4473
----
----
17:50
----
----
----
----
WN477
WN3049
----
----
----
----
----
----
17:55
WN3261
WN4350
----
----
18:00
----
----
----
----
WN3420
WN1409
----
----
----
----
----
----
18:10
WN1274
WN1856
----
----
----
----
----
----
18:15
WN3252
WN2736
----
----
18:15
----
----
----
----
WN4798
WN1260
----
----
----
----
----
18:20
----
WN2264
WN3982
19:15
19:15
20:15
----
----
18:50
20:20
WN2199
WN4231
----
----
----
----
----
----
19:05
WN2199
WN2492
----
----
----
----
----
19:20
----
WN3431
WN2441
----
----
----
----
----
----
19:50
WN4465
WN2492
20:05
20:05
----
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR MCO - MDW

The timetable & schedule information was updated at 2024-06-14

Via Nashville with Southwest Airlines

  • Total flight time: 4h 10m - 8h 15m.
  • Low-cost airline
  • Orlando and Chicago are both Southwest Airlines focus cities.
  • 25 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
MCO
 
Via BNA
 
MDW
 
Flight
Mon
Jul 1
Tue
Jul 2
Wed
Jul 3
Thu
Jul 4
Fri
Jul 5
Sat
Jul 6
Sun
Jul 7
WN3903
WN1532
----
----
----
----
----
----
06:10
WN3903
WN2039
----
----
06:10
----
----
----
----
WN3903
WN3856
----
----
----
----
----
----
06:10
WN977
WN2565
----
----
----
----
----
----
06:15
WN3903
WN1872
06:20
06:20
----
----
----
----
----
WN3903
WN1721
06:20
06:20
----
----
----
----
----
WN4116
WN4328
----
----
----
----
----
06:20
----
WN3903
WN1570
----
----
----
06:20
----
----
----
WN160
WN473
----
----
----
----
06:25
----
----
WN856
WN1308
----
----
----
06:25
----
----
----
WN160
WN139
----
----
----
----
06:25
----
----
WN856
WN450
----
----
----
06:25
----
----
----
WN856
WN2343
----
----
----
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10:30
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11:45
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----
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12:30
12:30
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WN2581
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----
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13:40
13:40
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13:55
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13:55
13:55
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14:00
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----
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----
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----
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----
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14:25
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----
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WN3657
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----
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----
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----
WN2819
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----
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WN302
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14:55
WN1712
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15:00
15:00
----
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----
15:05
----
----
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WN1141
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----
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WN1671
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----
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WN944
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WN3822
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----
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----
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15:15
15:15
----
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WN2214
15:15
15:15
----
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WN2917
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15:20
WN2817
WN3538
----
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----
WN4879
WN1200
----
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----
15:20
WN4879
WN4523
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----
----
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15:20
WN2011
WN3138
----
----
----
----
----
----
15:25
WN4879
WN2062
15:25
15:25
----
----
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----
WN5271
WN1434
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----
15:25
----
----
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----
WN3657
WN1260
17:15
17:15
15:30
----
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----
WN2092
WN2002
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----
----
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----
15:35
----
WN4385
WN3772
----
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----
15:50
----
WN3410
WN3793
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----
15:55
----
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----
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WN1489
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15:55
WN4051
WN2214
----
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----
16:05
----
WN3707
WN3618
----
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----
16:05
----
WN3657
WN2974
----
----
----
16:05
----
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----
WN4928
WN2471
----
----
----
----
16:10
----
----
WN3282
WN2557
16:15
16:15
----
----
----
----
----
WN477
WN2917
16:15
16:15
----
----
----
----
----
WN2645
WN3053
----
----
----
----
16:20
----
----
WN4181
WN1911
----
----
----
----
16:30
----
----
WN4497
WN2995
16:35
16:35
----
----
----
----
----
WN3591
WN4473
----
----
----
----
----
16:35
----
WN1519
WN3138
----
----
----
----
----
----
16:40
WN313
WN4589
----
----
17:10
----
----
----
----
WN2146
WN4234
----
----
----
----
----
----
17:15
WN3537
WN1798
----
----
----
----
----
----
17:20
WN477
WN4473
----
----
----
----
----
17:25
----
WN3252
WN385
17:30
17:30
----
----
----
----
----
WN1683
WN3793
----
----
17:50
----
----
----
----
WN3261
WN5040
17:50
17:50
----
----
----
----
----
WN3814
WN4473
----
----
17:50
----
----
----
----
WN477
WN3049
----
----
----
----
----
----
17:55
WN3261
WN4350
----
----
18:00
----
----
----
----
WN3420
WN1409
----
----
----
----
----
----
18:10
WN1274
WN1856
----
----
----
----
----
----
18:15
WN3252
WN2736
----
----
18:15
----
----
----
----
WN4798
WN1260
----
----
----
----
----
18:20
----
WN2264
WN3982
19:15
19:15
20:15
----
----
18:50
20:20
WN2199
WN4231
----
----
----
----
----
----
19:05
WN2199
WN2492
----
----
----
----
----
19:20
----
WN3431
WN2441
----
----
----
----
----
----
19:50
WN4465
WN2492
20:05
20:05
----
----
----
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MCO - MDW

The timetable & schedule information was updated at 2024-06-14

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