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 55 minutes.

Change direction

Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 55 minutes
  • Low-cost airline
  • Orlando and Chicago are both Southwest Airlines focus cities.
  • 84 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
MCO
Direct
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN858
08:45
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06:25
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WN898
06:40
07:10
07:10
07:10
07:10
08:25
07:55
WN3478
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08:50
WN546
10:20
10:25
10:25
10:25
10:25
10:15
11:45
WN4265
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12:40
12:40
12:40
12:40
12:45
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WN1844
14:20
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WN1202
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14:25
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WN2962
18:25
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15:35
WN1523
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WN995
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WN2401
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17:00
17:00
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17:40
WN2711
21:20
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19:30
19:05
WN2091
20:05
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WN2836
----
20:35
20:35
20:35
20:35
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22:05
SHOW RETURN SCHEDULE
CHECK PRICES FOR MCO - MDW

The timetable & schedule information was updated at 2024-11-19

Non-stop with Frontier Airlines

  • Total flight time: 2 hours and 55 minutes
  • Low-cost airline
  • Orlando and Chicago are both Frontier Airlines focus cities.
  • 9 flights per week
  • A320neo
MCO
Direct
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
F91457
06:00
----
----
----
11:56
----
08:08
SHOW RETURN SCHEDULE
CHECK PRICES FOR MCO - MDW

The timetable & schedule information was updated at 2024-11-19

Via Baltimore with Southwest Airlines

  • Total flight time: 4h 55m - 10h 10m.
  • Low-cost airline
  • Orlando and Chicago are both Southwest Airlines focus cities.
  • 89 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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Dec 2
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Dec 3
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Dec 5
Fri
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Sat
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Dec 8
WN1103
WN6315
06:10
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WN882
WN5265
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06:55
06:15
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WN954
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06:15
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WN162
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WN759
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WN759
WN2847
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WN760
WN2364
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WN2642
WN1925
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WN480
WN1689
06:55
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WN1508
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07:00
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WN2132
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WN3561
07:35
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WN839
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WN5477
07:50
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WN1103
WN1284
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WN1682
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07:55
07:55
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WN2006
WN1797
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07:55
WN2532
WN2833
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08:00
08:00
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WN1080
WN2328
11:50
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WN1253
08:00
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WN954
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08:00
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WN2833
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WN168
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WN1465
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WN110
WN2833
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WN1887
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WN2006
WN551
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09:35
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WN6107
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WN648
WN1689
10:05
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WN1887
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WN924
WN4752
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WN1622
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10:25
10:25
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WN3554
WN2906
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WN2520
WN611
10:45
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WN2210
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10:50
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WN2666
10:50
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WN1629
WN2906
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WN1887
WN2829
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WN1980
WN2895
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WN1980
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WN3286
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WN6580
WN1842
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WN203
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WN6011
WN2191
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WN6432
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WN1267
WN981
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WN6305
WN1253
12:10
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WN6432
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12:10
WN2900
WN4397
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WN375
WN4928
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WN4326
WN4710
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WN2829
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WN1253
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WN869
WN391
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WN130
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WN2689
13:30
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WN652
13:50
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WN477
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WN3918
14:25
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WN1253
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WN417
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WN176
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WN1066
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WN1776
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WN2221
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WN1006
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WN3300
WN1449
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WN3090
WN1014
15:20
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WN499
15:20
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WN1161
WN3360
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15:30
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WN2287
WN2804
19:35
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15:30
WN768
WN223
15:35
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WN768
WN2536
15:35
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WN3783
WN3122
16:30
15:40
15:40
15:40
15:40
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17:50
WN2990
WN4710
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15:50
15:50
15:50
15:50
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WN864
WN6321
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WN3689
WN4048
16:00
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WN2636
WN1647
16:10
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WN4665
WN2037
----
16:15
16:15
16:15
16:15
17:15
19:15
WN3689
WN4703
----
16:20
16:20
16:20
16:20
----
----
WN2488
WN2536
16:45
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----
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----
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WN3291
WN4710
----
----
----
----
----
----
16:50
WN2959
WN3269
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----
----
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----
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16:55
WN1160
WN2536
17:15
----
----
----
----
----
----
WN1349
WN1647
----
17:30
17:30
17:30
17:30
----
----
WN996
WN2367
----
----
----
----
----
----
18:05
WN3193
WN4703
----
----
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18:25
WN3193
WN598
18:50
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WN1748
WN1647
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----
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18:50
WN4079
WN1647
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----
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18:50
WN2825
WN652
----
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19:05
WN2805
WN2364
19:30
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WN4496
WN2804
21:00
----
----
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR MCO - MDW

The timetable & schedule information was updated at 2024-11-19

Via Atlanta with Delta Air Lines

  • Total flight time: 3h 59m - 6h 39m.
  • Sky Team Alliance
  • 56 flights per week
MCO
 
Via ATL
 
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
DL1548
DL1063
05:30
05:30
05:30
05:30
05:30
05:30
05:30
DL1494
DL1063
06:15
06:15
06:15
06:15
06:15
06:15
06:15
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
08:20
08:20
08:20
08:20
08:14
----
08:14
DL1554
DL3792
08:45
08:45
08:45
08:45
----
----
----
DL2204
DL1739
10:00
----
----
----
----
----
----
DL1213
DL1739
11:00
11:00
11:00
11:00
11:00
11:00
11:00
DL1506
DL3869
11:40
11:40
11:40
11:40
11:40
11:40
11:40
DL1658
DL1739
----
12:00
12:00
12:00
12:00
12:00
12:00
DL2280
DL4169
12:53
12:53
12:53
12:53
13:03
13:03
13:03
DL664
DL1739
----
13:00
13:00
13:00
13:00
13:00
13:00
DL664
DL2241
13:00
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DL1030
DL2241
14:00
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DL2636
DL1076
17:00
17:00
17:00
17:00
17:00
17:00
17:00
DL1706
DL1076
18:00
18:00
18:00
18:00
18:00
18:00
18:00
SHOW RETURN SCHEDULE
CHECK PRICES FOR MCO - MDW

The timetable & schedule information was updated at 2024-11-19

Via Nashville with Southwest Airlines

  • Total flight time: 4h 20m - 8h 40m.
  • Low-cost airline
  • Orlando and Chicago are both Southwest Airlines focus cities.
  • 41 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
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN1103
WN6315
06:10
----
----
----
----
----
----
WN882
WN5265
----
----
----
----
----
06:55
06:15
WN882
WN954
----
06:15
06:15
06:15
06:15
----
----
WN2642
WN162
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----
06:20
----
WN2642
WN1797
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----
----
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----
06:25
WN759
WN1031
----
----
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----
----
----
06:30
WN759
WN2847
----
07:25
07:25
07:25
07:25
----
06:30
WN760
WN2364
----
----
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----
----
06:35
WN2642
WN1925
----
06:50
06:50
06:50
06:50
----
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WN480
WN1689
06:55
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WN1508
WN1689
07:00
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WN2132
WN4877
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07:05
WN1670
WN2833
----
07:20
07:20
07:20
07:20
----
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WN2959
WN3561
07:35
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WN839
WN2833
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07:40
----
WN1629
WN2364
----
07:40
07:40
07:40
07:40
10:50
----
WN1844
WN2833
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WN2469
WN5477
07:50
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WN1103
WN1284
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WN1682
WN2833
----
07:55
07:55
07:55
07:55
----
08:15
WN2006
WN1797
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WN2532
WN2833
----
08:00
08:00
08:00
08:00
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WN1080
WN2328
11:50
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WN2177
WN1253
08:00
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WN954
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08:00
08:00
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WN2833
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WN168
WN2833
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08:10
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WN1576
WN2833
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08:15
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WN1576
WN2223
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08:15
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WN1284
WN4877
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08:20
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WN4754
WN1689
08:45
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WN4701
WN1119
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08:45
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WN1465
WN1542
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08:50
08:50
08:50
08:50
----
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WN1465
WN4877
----
08:50
08:50
08:50
08:50
----
----
WN1677
WN5477
09:00
----
----
----
----
----
----
WN110
WN2833
----
09:10
09:10
09:10
09:10
----
----
WN1887
WN2833
----
10:05
10:05
10:05
10:05
11:00
09:15
WN2006
WN551
----
09:35
09:35
09:35
09:35
----
----
WN2642
WN3091
09:35
----
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WN2636
WN2191
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----
09:45
WN6107
WN6432
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----
09:45
WN2517
WN2833
----
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----
09:50
----
WN648
WN1689
10:05
----
----
----
----
----
----
WN1887
WN2756
----
10:05
10:05
10:05
10:05
----
----
WN924
WN4752
----
----
----
----
----
----
10:20
WN2636
WN1622
----
10:25
10:25
10:25
10:25
----
----
WN3554
WN2906
----
10:40
10:40
10:40
10:40
----
----
WN2520
WN611
10:45
----
----
----
----
----
----
WN2210
WN3293
----
10:50
10:50
10:50
10:50
----
----
WN2905
WN2666
10:50
----
----
----
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----
----
WN1629
WN2906
----
----
----
----
----
----
10:50
WN1887
WN2829
----
----
----
----
----
11:00
----
WN1980
WN2895
----
----
----
----
----
----
11:00
WN1980
WN4848
----
----
----
----
----
----
11:00
WN2520
WN3286
----
----
----
----
----
----
11:05
WN6580
WN1842
11:25
----
----
----
----
----
----
WN2262
WN203
----
11:25
11:25
11:25
11:25
----
----
WN6011
WN2191
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12:10
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WN869
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WN193
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WN1980
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WN759
WN2689
13:30
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WN499
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13:50
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WN2287
WN477
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14:00
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14:00
14:00
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WN3044
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14:20
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WN1650
WN3918
14:25
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WN2674
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WN3090
WN1014
15:20
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WN499
15:20
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WN1161
WN3360
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15:30
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WN2287
WN2804
19:35
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15:30
WN768
WN223
15:35
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WN768
WN2536
15:35
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WN3783
WN3122
16:30
15:40
15:40
15:40
15:40
----
17:50
WN2990
WN4710
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15:50
15:50
15:50
15:50
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WN864
WN6321
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15:50
WN3689
WN4048
16:00
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WN2636
WN1647
16:10
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WN4665
WN2037
----
16:15
16:15
16:15
16:15
17:15
19:15
WN3689
WN4703
----
16:20
16:20
16:20
16:20
----
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WN2488
WN2536
16:45
----
----
----
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----
WN3291
WN4710
----
----
----
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16:50
WN2959
WN3269
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16:55
WN1160
WN2536
17:15
----
----
----
----
----
----
WN1349
WN1647
----
17:30
17:30
17:30
17:30
----
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WN996
WN2367
----
----
----
----
----
----
18:05
WN3193
WN4703
----
----
----
----
----
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18:25
WN3193
WN598
18:50
----
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----
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WN1748
WN1647
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18:50
WN4079
WN1647
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18:50
WN2825
WN652
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----
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----
19:05
WN2805
WN2364
19:30
----
----
----
----
----
----
WN4496
WN2804
21:00
----
----
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR MCO - MDW

The timetable & schedule information was updated at 2024-11-19

Via Saint Louis with Southwest Airlines

  • Total flight time: 4h 20m - 9h 05m.
  • Low-cost airline
  • Orlando and Chicago are both Southwest Airlines focus cities.
  • 36 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
MCO
 
Via STL
 
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN1103
WN6315
06:10
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WN882
WN5265
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06:55
06:15
WN882
WN954
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06:15
06:15
06:15
06:15
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WN2642
WN162
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----
06:20
----
WN2642
WN1797
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----
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06:25
WN759
WN1031
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----
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----
06:30
WN759
WN2847
----
07:25
07:25
07:25
07:25
----
06:30
WN760
WN2364
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----
----
----
----
----
06:35
WN2642
WN1925
----
06:50
06:50
06:50
06:50
----
----
WN480
WN1689
06:55
----
----
----
----
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WN1508
WN1689
07:00
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WN2132
WN4877
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----
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07:05
WN1670
WN2833
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07:20
07:20
07:20
07:20
----
----
WN2959
WN3561
07:35
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----
----
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WN839
WN2833
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----
----
----
----
07:40
----
WN1629
WN2364
----
07:40
07:40
07:40
07:40
10:50
----
WN1844
WN2833
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----
----
----
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----
07:45
WN2469
WN5477
07:50
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----
WN1103
WN1284
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----
----
----
----
07:50
----
WN1682
WN2833
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07:55
07:55
07:55
07:55
----
08:15
WN2006
WN1797
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----
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----
07:55
WN2532
WN2833
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08:00
08:00
08:00
08:00
----
----
WN1080
WN2328
11:50
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----
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----
08:00
WN2177
WN1253
08:00
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WN2532
WN954
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08:00
08:00
08:00
08:00
----
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WN3072
WN2833
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08:00
----
WN168
WN2833
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----
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08:10
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WN1576
WN2833
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08:15
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WN1576
WN2223
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08:15
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WN1284
WN4877
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08:20
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WN4754
WN1689
08:45
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WN4701
WN1119
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08:45
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WN1465
WN1542
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08:50
08:50
08:50
08:50
----
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WN1465
WN4877
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08:50
08:50
08:50
08:50
----
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WN1677
WN5477
09:00
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----
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----
WN110
WN2833
----
09:10
09:10
09:10
09:10
----
----
WN1887
WN2833
----
10:05
10:05
10:05
10:05
11:00
09:15
WN2006
WN551
----
09:35
09:35
09:35
09:35
----
----
WN2642
WN3091
09:35
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WN2636
WN2191
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09:45
WN6107
WN6432
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09:45
WN2517
WN2833
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09:50
----
WN648
WN1689
10:05
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----
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WN1887
WN2756
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10:05
10:05
10:05
10:05
----
----
WN924
WN4752
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----
----
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----
10:20
WN2636
WN1622
----
10:25
10:25
10:25
10:25
----
----
WN3554
WN2906
----
10:40
10:40
10:40
10:40
----
----
WN2520
WN611
10:45
----
----
----
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----
WN2210
WN3293
----
10:50
10:50
10:50
10:50
----
----
WN2905
WN2666
10:50
----
----
----
----
----
----
WN1629
WN2906
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----
----
----
----
----
10:50
WN1887
WN2829
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----
----
----
----
11:00
----
WN1980
WN2895
----
----
----
----
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----
11:00
WN1980
WN4848
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----
----
----
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----
11:00
WN2520
WN3286
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----
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----
----
11:05
WN6580
WN1842
11:25
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----
----
----
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----
WN2262
WN203
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11:25
11:25
11:25
11:25
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WN6011
WN2191
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11:35
WN6011
WN6432
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11:35
WN1267
WN981
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11:45
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WN6305
WN1253
12:10
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WN2469
WN6432
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12:10
WN2900
WN4397
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WN375
WN4928
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WN4326
WN4710
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WN2829
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WN981
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WN1637
WN1253
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13:00
13:00
13:00
13:00
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WN869
WN1291
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13:05
13:05
13:05
13:05
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----
WN869
WN391
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13:05
13:05
13:05
13:05
----
----
WN869
WN1700
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13:05
13:05
13:05
13:05
----
----
WN193
WN130
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----
13:10
----
WN2990
WN1066
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13:10
WN2990
WN2221
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13:10
WN168
WN4710
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13:15
13:15
13:15
13:15
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----
WN1980
WN3547
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----
13:15
----
WN759
WN2689
13:30
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WN1740
WN1462
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----
13:40
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WN2606
WN2710
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13:40
WN499
WN3079
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----
----
----
----
13:40
----
WN1629
WN652
13:50
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----
----
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----
WN2287
WN477
----
14:00
14:00
14:00
14:00
----
----
WN3044
WN1679
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14:20
14:20
14:20
14:20
----
----
WN1650
WN3918
14:25
----
----
----
----
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----
WN2674
WN1253
----
14:35
14:35
14:35
14:35
15:40
15:40
WN3044
WN417
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----
----
----
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----
14:40
WN375
WN176
----
14:50
14:50
14:50
14:50
----
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WN3761
WN1066
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----
----
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----
14:55
WN3761
WN1776
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----
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----
14:55
WN3761
WN2221
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----
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----
----
----
14:55
WN3761
WN1006
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----
----
----
----
----
14:55
WN3300
WN1449
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----
----
----
----
15:05
----
WN3090
WN1014
15:20
----
----
----
----
----
----
WN3090
WN499
15:20
----
----
----
----
----
----
WN1161
WN3360
----
----
----
----
----
15:30
----
WN2287
WN2804
19:35
----
----
----
----
----
15:30
WN768
WN223
15:35
----
----
----
----
----
----
WN768
WN2536
15:35
----
----
----
----
----
----
WN3783
WN3122
16:30
15:40
15:40
15:40
15:40
----
17:50
WN2990
WN4710
----
15:50
15:50
15:50
15:50
----
----
WN864
WN6321
----
----
----
----
----
----
15:50
WN3689
WN4048
16:00
----
----
----
----
----
----
WN2636
WN1647
16:10
----
----
----
----
----
----
WN4665
WN2037
----
16:15
16:15
16:15
16:15
17:15
19:15
WN3689
WN4703
----
16:20
16:20
16:20
16:20
----
----
WN2488
WN2536
16:45
----
----
----
----
----
----
WN3291
WN4710
----
----
----
----
----
----
16:50
WN2959
WN3269
----
----
----
----
----
----
16:55
WN1160
WN2536
17:15
----
----
----
----
----
----
WN1349
WN1647
----
17:30
17:30
17:30
17:30
----
----
WN996
WN2367
----
----
----
----
----
----
18:05
WN3193
WN4703
----
----
----
----
----
----
18:25
WN3193
WN598
18:50
----
----
----
----
----
----
WN1748
WN1647
----
----
----
----
----
----
18:50
WN4079
WN1647
----
----
----
----
----
----
18:50
WN2825
WN652
----
----
----
----
----
----
19:05
WN2805
WN2364
19:30
----
----
----
----
----
----
WN4496
WN2804
21:00
----
----
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR MCO - MDW

The timetable & schedule information was updated at 2024-11-19

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