Find Deals on Flights from Chicago Midway to Cancun (MDW - CUN)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Chicago Midway to Cancun

(Round-trip)
Depart: Tue Jan 24 2017 Return: Thu Jan 26 2017 Trip spans 3 days
Major Airline
Major Airline
MDW
8:00p
CUN
1:20a
5h 20m
1 stop
CUN
3:00a
MDW
10:03a
7h 03m
1 stop
Depart: Sun Nov 13 2016 Return: Fri Nov 18 2016 Trip spans 6 days
Delta
Delta
MDW
2:05a
CUN
9:02a
6h 57m
1 stop
CUN
2:00a
MDW
9:24a
7h 24m
1 stop
Depart: Tue Feb 28 2017 Return: Tue Mar 7 2017 Trip spans 8 days
Major Airline
Major Airline
MDW
8:35a
CUN
1:45a
17h 10m
1 stop
CUN
3:40a
MDW
10:57a
7h 17m
1 stop
Depart: Wed Nov 9 2016 Return: Tue Nov 15 2016 Trip spans 7 days
Major Airline
Major Airline
MDW
12:20a
CUN
9:55a
9h 35m
1 stop
CUN
10:30p
MDW
12:04p
13h 34m
1 stop
Depart: Wed Nov 16 2016 Return: Fri Nov 18 2016 Trip spans 3 days
Delta
Delta
MDW
8:59a
CUN
2:55p
5h 56m
1 stop
CUN
2:00a
MDW
9:24a
7h 24m
1 stop
Depart: Fri Nov 25 2016 Return: Fri Dec 2 2016 Trip spans 8 days
Delta
Delta
MDW
7:18a
CUN
2:55p
7h 37m
1 stop
CUN
8:37a
MDW
4:02p
7h 25m
1 stop
Depart: Fri Jan 20 2017 Return: Sat Jan 28 2017 Trip spans 9 days
Major Airline
Major Airline
MDW
11:05p
CUN
9:11a
10h 06m
1 stop
CUN
6:00a
MDW
12:41p
6h 41m
1 stop
Depart: Wed Nov 30 2016 Return: Wed Dec 7 2016 Trip spans 8 days
Delta
Delta
MDW
7:19a
CUN
2:40p
7h 21m
1 stop
CUN
8:37a
MDW
4:02p
7h 25m
1 stop
Depart: Tue Nov 15 2016 Return: Wed Nov 23 2016 Trip spans 9 days
Major Airline
Major Airline
MDW
8:00p
CUN
2:49a
6h 49m
1 stop
CUN
6:00a
MDW
1:57p
7h 57m
1 stop
Depart: Fri Dec 2 2016 Return: Wed Dec 14 2016 Trip spans 13 days
Delta
Delta
MDW
8:47a
CUN
2:40p
5h 53m
1 stop
CUN
2:00a
MDW
9:23a
7h 23m
1 stop
Depart: Sat Dec 3 2016 Return: Wed Dec 7 2016 Trip spans 5 days
Delta
Delta
MDW
12:54p
CUN
5:15a
16h 21m
1 stop
CUN
2:00a
MDW
10:47a
8h 47m
1 stop
Depart: Fri Feb 3 2017 Return: Sat Feb 11 2017 Trip spans 9 days
Major Airline
Major Airline
MDW
7:40p
CUN
5:04a
9h 24m
2 stops
CUN
5:03a
MDW
12:18p
7h 15m
2 stops
Depart: Sun Dec 4 2016 Return: Wed Dec 7 2016 Trip spans 4 days
Delta
Delta
MDW
8:47a
CUN
2:40p
5h 53m
1 stop
CUN
2:00a
MDW
9:23a
7h 23m
1 stop
Depart: Fri Oct 14 2016 Return: Fri Oct 21 2016 Trip spans 8 days
Major Airline
Major Airline
MDW
5:59a
CUN
11:54a
5h 55m
1 stop
CUN
11:00p
MDW
6:54a
7h 54m
1 stop
Depart: Wed Dec 7 2016 Return: Wed Dec 14 2016 Trip spans 8 days
Delta
Delta
MDW
7:19a
CUN
2:40p
7h 21m
1 stop
CUN
2:00a
MDW
9:23a
7h 23m
1 stop
Depart: Mon Feb 20 2017 Return: Mon Feb 27 2017 Trip spans 8 days
Major Airline
Major Airline
MDW
8:25p
CUN
7:10a
10h 45m
1 stop
CUN
10:45p
MDW
1:13p
14h 28m
1 stop
Depart: Fri Dec 9 2016 Return: Wed Dec 14 2016 Trip spans 6 days
Delta
Delta
MDW
7:19a
CUN
2:40p
7h 21m
1 stop
CUN
2:00a
MDW
9:23a
7h 23m
1 stop
Depart: Thu Nov 10 2016 Return: Mon Nov 14 2016 Trip spans 5 days
Major Airline
Major Airline
MDW
3:59a
CUN
9:55a
5h 56m
2 stops
CUN
2:15a
MDW
12:04p
9h 49m
2 stops
Depart: Sat Dec 10 2016 Return: Wed Dec 14 2016 Trip spans 5 days
Delta
Delta
MDW
12:54p
CUN
5:15a
16h 21m
1 stop
CUN
2:00a
MDW
9:23a
7h 23m
1 stop
Depart: Sun Nov 6 2016 Return: Sun Nov 13 2016 Trip spans 8 days
Major Airline
Major Airline
MDW
6:55a
CUN
1:42a
18h 47m
1 stop
CUN
3:45a
MDW
11:23a
7h 38m
1 stop
Select an airline:  Southwest
Direct flights MDW to CUN on Southwest
Flight # Depart MDW Arrive CUN Sun Mon Tue Wed Thu Fri Sat Valid Between
216 6:55 am 10:20 am Nov 5 - Nov 5
228 6:55 am 10:20 am Oct 1 - Oct 29
216 7:20 am 12:00 pm Nov 6 - Jan 4
216 9:05 am 12:35 pm Sep 29 - Nov 4
218 9:20 am 2:00 pm Nov 6 - Jan 4
230 11:05 am 2:30 pm Oct 1 - Nov 5
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Chicago
$304
Destination

Cancun
$304
Airlines