Airlines with flights from Chicago to Orlando

There are three airlines with scheduled flights between MDW and MCO. Both Southwest and Frontier Airlines operates non-stop flights from Midway International Airport to Orlando International and the flight time is 2 hours and 40 minutes.

Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 40 minutes
  • Low-cost airline
  • Chicago and Orlando are both Southwest Airlines focus cities.
  • 60 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
Direct
MCO
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
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05:00
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07:30
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17:10
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20:00
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - MCO

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

Non-stop with Frontier Airlines

  • Total flight time: 2 hours and 49 minutes
  • Low-cost airline
  • Chicago and Orlando are both Frontier Airlines focus cities.
  • 9 flights per week
  • A320neo
MDW
Direct
MCO

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

Via Baltimore with Southwest Airlines

  • Total flight time: 4h 55m - 9h 40m.
  • Low-cost airline
  • Chicago and Orlando are both Southwest Airlines focus cities.
  • 59 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
 
Via BWI
 
MCO
 
Flight
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Dec 3
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15:25
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WN893
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WN2305
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WN278
16:25
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WN1091
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WN2640
17:30
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - MCO

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

Via Nashville with Southwest Airlines

  • Total flight time: 4h 00m - 8h 20m.
  • Low-cost airline
  • Chicago and Orlando are both Southwest Airlines focus cities.
  • 35 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
 
Via BNA
 
MCO
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN3798
WN2984
05:15
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WN281
WN846
05:25
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WN281
WN2200
05:25
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WN281
WN1648
05:25
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WN2861
WN6300
05:30
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WN2665
WN4038
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06:00
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WN3180
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06:00
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WN704
WN1838
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06:15
WN2665
WN6495
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06:20
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WN1793
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06:20
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WN3538
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WN1802
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WN704
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09:30
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07:00
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WN1838
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WN3223
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WN1997
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WN1997
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WN2073
WN3511
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WN1919
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WN1158
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WN259
WN12
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WN173
WN3363
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WN2184
13:20
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WN1686
13:20
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WN2665
WN818
13:20
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WN2414
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WN239
WN818
13:55
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----
----
----
14:15
----
WN3722
WN3200
14:25
----
----
----
----
----
----
WN4899
WN3363
----
14:50
14:50
14:50
14:50
----
----
WN2328
WN192
----
14:55
14:55
14:55
14:55
----
----
WN463
WN4847
----
----
----
----
----
----
15:10
WN2765
WN3002
----
----
----
----
----
----
15:15
WN2765
WN400
----
15:25
15:25
15:25
15:25
----
----
WN3272
WN1475
----
15:25
15:25
15:25
15:25
----
----
WN2765
WN1683
15:25
----
----
----
----
----
----
WN2993
WN1738
----
----
----
----
----
----
15:30
WN893
WN4038
15:45
----
----
----
----
----
----
WN4731
WN3160
----
----
----
----
----
----
16:20
WN3693
WN2305
----
----
----
----
----
----
16:25
WN2814
WN278
16:25
----
----
----
----
----
----
WN1091
WN192
----
16:40
16:40
16:40
16:40
----
----
WN6433
WN4038
----
----
----
----
----
----
17:00
WN2962
WN549
----
17:00
17:00
17:00
17:00
----
----
WN5140
WN2640
----
----
----
----
----
----
17:10
WN1964
WN4509
17:10
----
----
----
----
----
----
WN4061
WN2640
17:30
----
----
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - MCO

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

Via Atlanta with Delta Air Lines

  • Total flight time: 3h 59m - 6h 27m.
  • Sky Team Alliance
  • 27 flights per week
MDW
 
Via ATL
 
MCO
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
DL1285
DL1030
06:00
06:00
06:00
06:00
06:00
06:00
06:00
DL1285
DL664
06:00
06:00
06:00
06:00
06:00
06:00
06:00
DL3778
DL2225
09:30
09:30
09:30
09:30
09:38
09:38
09:38
DL3648
DL2742
09:31
09:31
09:31
09:31
09:30
09:30
09:30
DL1063
DL1150
10:41
10:41
10:41
10:41
10:35
10:35
10:35
DL1063
DL1742
10:41
10:41
10:41
10:41
10:35
10:35
10:35
DL2417
DL1497
12:43
12:43
12:43
12:43
12:44
12:44
12:44
DL2417
DL2035
12:43
12:43
12:43
12:43
12:44
12:44
12:44
DL3668
DL1118
14:17
14:17
14:17
14:17
14:15
----
14:15
DL1739
DL1735
15:19
----
----
----
----
----
----
DL1739
DL2881
15:19
----
----
----
----
----
----
DL1739
DL1733
----
17:00
17:00
17:00
16:58
16:58
16:58
DL1739
DL1162
----
17:00
17:00
17:00
16:58
16:58
16:58
DL3869
DL1492
17:42
----
----
17:42
17:50
17:50
17:50
DL2307
DL1562
18:49
----
----
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - MCO

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

Via Atlanta with Southwest Airlines

  • Total flight time: 4h 00m - 6h 40m.
  • Low-cost airline
  • Chicago and Orlando are both Southwest Airlines focus cities.
  • 21 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
 
Via ATL
 
MCO
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN3798
WN2984
05:15
----
----
----
----
----
----
WN281
WN846
05:25
----
----
----
----
----
----
WN281
WN2200
05:25
----
----
----
----
----
----
WN281
WN1648
05:25
----
----
----
----
06:40
----
WN2861
WN6300
05:30
----
----
----
----
----
----
WN2665
WN4038
----
----
----
----
----
06:00
----
WN2665
WN3180
----
----
----
----
----
06:00
----
WN704
WN1838
----
----
----
----
----
----
06:15
WN2665
WN6495
----
06:20
06:20
06:20
06:20
----
----
WN2665
WN1793
----
06:20
06:20
06:20
06:20
----
----
WN2665
WN3538
----
----
----
----
----
----
06:25
WN281
WN3918
----
----
----
----
----
----
06:30
WN281
WN2485
----
----
----
----
----
06:40
----
WN281
WN127
----
----
----
----
----
06:40
----
WN281
WN1802
----
----
----
----
----
06:40
----
WN704
WN1255
09:30
----
----
----
----
06:50
----
WN1269
WN2086
----
----
----
----
----
----
07:00
WN1269
WN3039
----
07:00
07:00
07:00
07:00
----
----
WN1269
WN1031
----
----
----
----
----
07:20
----
WN884
WN3463
----
----
----
----
----
07:20
----
WN1382
WN1648
----
07:20
07:20
07:20
07:20
----
----
WN1382
WN575
----
07:20
07:20
07:20
07:20
----
----
WN6311
WN2659
07:55
----
----
----
----
----
----
WN581
WN1323
----
----
----
----
----
----
08:05
WN1796
WN966
08:05
----
----
----
----
----
----
WN1745
WN2821
----
----
----
----
----
----
08:10
WN1682
WN222
----
----
----
----
----
08:10
----
WN4325
WN974
----
----
----
----
----
----
08:15
WN4633
WN1340
08:15
----
----
----
----
----
----
WN1384
WN2490
----
----
----
----
----
----
08:15
WN1465
WN2508
08:30
----
----
----
----
----
----
WN5315
WN6116
----
----
----
----
----
----
08:35
WN5315
WN2184
----
----
----
----
----
----
08:35
WN1285
WN2490
----
----
----
----
----
09:00
----
WN1285
WN2615
----
----
----
----
----
09:00
----
WN3219
WN2184
----
09:00
09:00
09:00
09:00
----
----
WN1285
WN1458
----
----
----
----
----
09:00
----
WN4325
WN1458
----
----
----
----
----
09:00
----
WN2062
WN2816
----
----
----
----
----
09:05
----
WN1739
WN2086
----
----
----
----
----
----
09:10
WN3381
WN2490
----
----
----
----
----
09:15
----
WN2197
WN2745
09:15
----
----
----
----
----
----
WN3737
WN8
09:15
----
----
----
----
----
----
WN3381
WN1919
----
----
----
----
----
09:15
----
WN4585
WN2184
09:20
----
----
----
----
----
----
WN2674
WN192
09:20
----
----
----
----
----
----
WN2073
WN1255
----
----
----
----
----
----
09:20
WN1838
WN1255
----
09:25
09:25
09:25
09:25
----
----
WN704
WN1701
09:30
----
----
----
----
----
----
WN5147
WN3181
09:40
----
----
----
----
----
----
WN4994
WN2659
----
----
----
----
----
09:45
----
WN1502
WN4292
----
09:50
09:50
09:50
09:50
----
----
WN1389
WN4078
----
09:50
09:50
09:50
09:50
----
----
WN883
WN3459
----
----
----
----
----
10:00
----
WN4965
WN1957
----
10:10
10:10
10:10
10:10
----
----
WN1079
WN3254
10:15
----
----
----
----
----
----
WN1079
WN1919
10:15
----
----
----
----
----
----
WN1745
WN3835
----
10:45
10:45
10:45
10:45
----
----
WN6312
WN408
11:05
----
----
----
----
----
----
WN6312
WN1919
11:05
----
----
----
----
----
----
WN6312
WN966
11:05
----
----
----
----
----
----
WN4335
WN2659
----
11:15
11:15
11:15
11:15
----
----
WN3223
WN2569
----
----
----
----
----
----
11:30
WN3223
WN3254
----
12:35
12:35
12:35
12:35
----
11:30
WN3504
WN2569
----
----
----
----
----
----
11:40
WN3504
WN3254
----
----
----
----
----
----
11:40
WN1739
WN6320
11:40
----
----
----
----
----
----
WN4736
WN2508
----
----
----
----
----
----
11:45
WN1073
WN1656
12:10
----
----
----
----
----
----
WN1791
WN3254
----
----
----
----
----
12:25
----
WN3223
WN4509
----
12:35
12:35
12:35
12:35
----
----
WN1997
WN3254
----
----
----
----
----
----
12:35
WN1997
WN1919
----
----
----
----
----
----
12:35
WN2073
WN3511
----
12:35
12:35
12:35
12:35
----
----
WN2993
WN2508
----
13:30
13:30
13:30
13:30
12:40
----
WN2993
WN1317
----
----
----
----
----
12:40
----
WN3212
WN3248
----
----
----
----
----
12:45
----
WN4994
WN3039
----
----
----
----
----
----
12:50
WN2602
WN3248
----
13:00
13:00
13:00
13:00
----
----
WN259
WN1919
----
13:10
13:10
13:10
13:10
----
----
WN259
WN3254
----
13:10
13:10
13:10
13:10
----
----
WN1158
WN3254
----
----
----
----
----
13:10
----
WN259
WN12
----
13:10
13:10
13:10
13:10
----
----
WN173
WN3363
----
----
----
----
----
13:15
----
WN2665
WN2184
13:20
----
----
----
----
----
----
WN2544
WN1686
13:20
----
----
----
----
----
----
WN2665
WN818
13:20
----
----
----
----
----
----
WN2827
WN2414
----
----
----
----
----
13:40
----
WN1913
WN4333
13:55
----
----
----
----
----
----
WN239
WN818
13:55
----
----
----
----
----
----
WN2123
WN3770
----
----
----
----
----
14:15
----
WN3722
WN3200
14:25
----
----
----
----
----
----
WN4899
WN3363
----
14:50
14:50
14:50
14:50
----
----
WN2328
WN192
----
14:55
14:55
14:55
14:55
----
----
WN463
WN4847
----
----
----
----
----
----
15:10
WN2765
WN3002
----
----
----
----
----
----
15:15
WN2765
WN400
----
15:25
15:25
15:25
15:25
----
----
WN3272
WN1475
----
15:25
15:25
15:25
15:25
----
----
WN2765
WN1683
15:25
----
----
----
----
----
----
WN2993
WN1738
----
----
----
----
----
----
15:30
WN893
WN4038
15:45
----
----
----
----
----
----
WN4731
WN3160
----
----
----
----
----
----
16:20
WN3693
WN2305
----
----
----
----
----
----
16:25
WN2814
WN278
16:25
----
----
----
----
----
----
WN1091
WN192
----
16:40
16:40
16:40
16:40
----
----
WN6433
WN4038
----
----
----
----
----
----
17:00
WN2962
WN549
----
17:00
17:00
17:00
17:00
----
----
WN5140
WN2640
----
----
----
----
----
----
17:10
WN1964
WN4509
17:10
----
----
----
----
----
----
WN4061
WN2640
17:30
----
----
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - MCO

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

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