Airlines with flights from Chicago to Cancun

There are three airlines with scheduled flights between MDW and CUN. Southwest is the only airline with non-stop flights from Midway International Airport to Cancun International Airport and the flight time is 3 hours and 50 minutes.

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Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 3 hours and 50 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 8 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
Direct
CUN
 
Flight
Mon
Nov 18
Tue
Nov 19
Wed
Nov 20
Thu
Nov 21
Fri
Nov 22
Sat
Nov 23
Sun
Nov 24
WN228
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07:10
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WN220
09:25
09:25
09:25
09:25
09:25
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09:25
WN218
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----
----
----
----
15:00
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - CUN

The timetable & schedule information was updated at 2024-10-16

Via Houston with Southwest Airlines

  • Total flight time: 5h 50m - 11h 30m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 23 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
 
Via HOU
 
CUN
 
Flight
Mon
Nov 18
Tue
Nov 19
Wed
Nov 20
Thu
Nov 21
Fri
Nov 22
Sat
Nov 23
Sun
Nov 24
WN2538
WN318
05:10
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----
05:10
05:10
05:00
05:10
WN2665
WN386
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----
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----
----
05:15
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WN281
WN1607
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----
----
----
----
05:30
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WN281
WN1609
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----
----
----
----
05:30
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WN1149
WN325
05:45
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----
05:45
05:45
----
05:45
WN1149
WN305
05:45
07:00
07:00
05:45
05:45
----
05:45
WN1601
WN318
----
06:00
06:00
----
----
----
----
WN1269
WN751
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----
----
----
----
----
07:00
WN4604
WN1995
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----
----
----
----
07:15
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WN3286
WN1607
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----
----
----
----
07:25
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WN2407
WN305
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----
----
----
----
07:50
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WN1127
WN305
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----
----
----
----
07:50
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WN4325
WN1607
08:15
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----
08:15
08:15
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08:15
WN1384
WN1607
08:15
----
----
08:15
08:15
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08:15
WN6371
WN305
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----
----
----
----
08:55
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WN1035
WN1607
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10:05
10:05
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----
----
----
WN1842
WN1995
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----
----
----
----
10:25
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WN6510
WN307
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----
----
----
10:30
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----
WN4815
WN307
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11:00
11:00
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----
----
----
WN1865
WN307
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----
----
----
----
11:10
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WN4335
WN307
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11:15
11:15
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----
----
----
WN5217
WN307
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----
----
----
----
12:40
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WN4268
WN307
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----
----
----
----
12:45
----
WN2899
WN307
13:35
----
----
13:35
13:35
----
13:35
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - CUN

The timetable & schedule information was updated at 2024-10-16

Via Atlanta with Delta Air Lines

  • Total flight time: 5h 19m - 9h 35m.
  • Sky Team Alliance
  • 20 flights per week
MDW
 
Via ATL
 
CUN
 
Flight
Mon
Nov 18
Tue
Nov 19
Wed
Nov 20
Thu
Nov 21
Fri
Nov 22
Sat
Nov 23
Sun
Nov 24
DL1285
DL586
06:00
06:00
06:00
06:00
06:00
06:00
06:00
DL1285
DL601
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----
----
----
----
06:00
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DL1285
DL598
06:00
06:00
06:00
06:00
06:00
06:00
06:00
DL1285
DL592
06:00
06:00
06:00
06:00
06:00
06:00
06:00
DL1063
DL1939
10:41
10:41
10:41
10:41
10:41
10:41
10:41
DL2417
DL1939
12:43
12:43
12:43
12:43
12:43
14:38
12:43
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - CUN

The timetable & schedule information was updated at 2024-10-16

Via Orlando with Southwest Airlines

  • Total flight time: 5h 25m - 8h 50m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 19 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
 
Via MCO
 
CUN
 
Flight
Mon
Nov 18
Tue
Nov 19
Wed
Nov 20
Thu
Nov 21
Fri
Nov 22
Sat
Nov 23
Sun
Nov 24
WN2538
WN318
05:10
----
----
05:10
05:10
05:00
05:10
WN2665
WN386
----
----
----
----
----
05:15
----
WN281
WN1607
----
----
----
----
----
05:30
----
WN281
WN1609
----
----
----
----
----
05:30
----
WN1149
WN325
05:45
----
----
05:45
05:45
----
05:45
WN1149
WN305
05:45
07:00
07:00
05:45
05:45
----
05:45
WN1601
WN318
----
06:00
06:00
----
----
----
----
WN1269
WN751
----
----
----
----
----
----
07:00
WN4604
WN1995
----
----
----
----
----
07:15
----
WN3286
WN1607
----
----
----
----
----
07:25
----
WN2407
WN305
----
----
----
----
----
07:50
----
WN1127
WN305
----
----
----
----
----
07:50
----
WN4325
WN1607
08:15
----
----
08:15
08:15
----
08:15
WN1384
WN1607
08:15
----
----
08:15
08:15
----
08:15
WN6371
WN305
----
----
----
----
----
08:55
----
WN1035
WN1607
----
10:05
10:05
----
----
----
----
WN1842
WN1995
----
----
----
----
----
10:25
----
WN6510
WN307
----
----
----
----
10:30
----
----
WN4815
WN307
----
11:00
11:00
----
----
----
----
WN1865
WN307
----
----
----
----
----
11:10
----
WN4335
WN307
----
11:15
11:15
----
----
----
----
WN5217
WN307
----
----
----
----
----
12:40
----
WN4268
WN307
----
----
----
----
----
12:45
----
WN2899
WN307
13:35
----
----
13:35
13:35
----
13:35
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - CUN

The timetable & schedule information was updated at 2024-10-16

Via Atlanta with Frontier Airlines

  • Total flight time: 9h 23m - 9h 23m.
  • Low-cost airline
  • Chicago is a Frontier Airlines focus city.
  • 8 flights per week
MDW
 
Via ATL
 
CUN
 
Flight
Mon
Nov 18
Tue
Nov 19
Wed
Nov 20
Thu
Nov 21
Fri
Nov 22
Sat
Nov 23
Sun
Nov 24
F91887
F982
----
----
----
----
----
----
06:00
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - CUN

The timetable & schedule information was updated at 2024-10-16

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