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
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: Sat Feb 13 2016 Return: Sun Feb 14 2016 Trip spans 2 days
Delta
Delta
MDW
7:45a
CUN
2:11p
6h 26m
1 stop
CUN
2:55a
MDW
10:58a
8h 03m
1 stop
Depart: Fri Feb 12 2016 Return: Fri Feb 19 2016 Trip spans 8 days
Major Airline
Major Airline
MDW
8:00p
CUN
9:29a
13h 29m
1 stop
CUN
9:00p
MDW
8:39a
11h 39m
1 stop
Depart: Sun Feb 14 2016 Return: Thu Feb 18 2016 Trip spans 5 days
Delta
Delta
MDW
4:00a
CUN
12:10p
8h 10m
1 stop
CUN
2:55a
MDW
9:46a
6h 51m
1 stop
Depart: Mon Feb 15 2016 Return: Wed Feb 17 2016 Trip spans 3 days
Delta
Delta
MDW
4:20a
CUN
12:10p
7h 50m
1 stop
CUN
12:30p
MDW
6:48p
6h 18m
1 stop
Depart: Tue Feb 16 2016 Return: Wed Feb 17 2016 Trip spans 2 days
Delta
Delta
MDW
4:20a
CUN
12:10p
7h 50m
1 stop
CUN
2:55a
MDW
9:46a
6h 51m
1 stop
Depart: Wed Feb 17 2016 Return: Thu Feb 18 2016 Trip spans 2 days
Delta
Delta
MDW
4:20a
CUN
12:10p
7h 50m
1 stop
CUN
9:40a
MDW
4:40p
7h 00m
1 stop
Depart: Wed Apr 6 2016 Return: Thu Apr 14 2016 Trip spans 9 days
Major Airline
Major Airline
MDW
10:00p
CUN
7:45a
9h 45m
1 stop
CUN
12:00a
MDW
12:36p
12h 36m
1 stop
Depart: Tue Feb 23 2016 Return: Wed Feb 24 2016 Trip spans 2 days
Delta
Delta
MDW
5:10a
CUN
2:29p
9h 19m
1 stop
CUN
2:55a
MDW
4:40p
13h 45m
1 stop
Depart: Tue Mar 1 2016 Return: Wed Mar 2 2016 Trip spans 2 days
Delta
Delta
MDW
7:25a
CUN
2:29p
7h 04m
1 stop
CUN
3:00a
MDW
9:07a
6h 07m
1 stop
Depart: Sat Feb 20 2016 Return: Thu Feb 25 2016 Trip spans 6 days
Delta
Delta
MDW
7:29a
CUN
1:25p
5h 56m
1 stop
CUN
2:55a
MDW
9:46a
6h 51m
1 stop
Depart: Sun Feb 21 2016 Return: Tue Feb 23 2016 Trip spans 3 days
Delta
Delta
MDW
1:21p
CUN
5:13a
15h 52m
1 stop
CUN
10:25a
MDW
5:57p
7h 32m
1 stop
Depart: Mon Feb 22 2016 Return: Tue Feb 23 2016 Trip spans 2 days
Delta
Delta
MDW
7:25a
CUN
2:29p
7h 04m
1 stop
CUN
2:00p
MDW
6:42a
16h 42m
1 stop
Depart: Sat Feb 27 2016 Return: Thu Mar 3 2016 Trip spans 6 days
Delta
Delta
MDW
7:25a
CUN
8:57p
13h 32m
2 stops
CUN
11:08a
MDW
6:27p
7h 19m
1 stop
Depart: Sun Feb 28 2016 Return: Wed Mar 2 2016 Trip spans 4 days
Delta
Delta
MDW
2:36p
CUN
6:20a
15h 44m
1 stop
CUN
7:06a
MDW
1:45p
6h 39m
1 stop
Depart: Mon Feb 29 2016 Return: Wed Mar 2 2016 Trip spans 3 days
Delta
Delta
MDW
1:00a
CUN
7:39a
6h 39m
1 stop
CUN
9:37a
MDW
6:27p
8h 50m
1 stop
Depart: Wed Mar 2 2016 Return: Sun Mar 6 2016 Trip spans 5 days
Delta
Delta
MDW
1:00a
CUN
1:50p
12h 50m
2 stops
CUN
2:05p
MDW
7:39a
17h 34m
1 stop
Depart: Tue May 10 2016 Return: Wed May 11 2016 Trip spans 2 days
Delta
Delta
MDW
9:50a
CUN
3:46p
5h 56m
1 stop
CUN
3:00a
MDW
10:44a
7h 44m
1 stop
Depart: Fri Mar 4 2016 Return: Fri Mar 11 2016 Trip spans 8 days
Major Airline
Major Airline
MDW
9:05p
CUN
4:08a
7h 03m
1 stop
CUN
9:00p
MDW
5:53a
8h 53m
1 stop
Depart: Sun Jun 12 2016 Return: Sat Jun 18 2016 Trip spans 7 days
Major Airline
Major Airline
MDW
4:19a
CUN
11:46a
7h 27m
1 stop
CUN
2:00a
MDW
9:19a
7h 19m
1 stop
Depart: Fri Apr 1 2016 Return: Mon Apr 4 2016 Trip spans 4 days
Volaris
Volaris
MDW
2:50p
CUN
4:42a
13h 52m
1 stop
CUN
6:00p
MDW
7:15a
13h 15m
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 7:10 am 10:50 am Mar 13 - Apr 11
216 7:10 am 11:50 am Mar 10 - Mar 12
218 9:10 am 2:00 pm Jan 30 - Mar 9
228 9:30 am 2:10 pm Mar 12 - Mar 12
228 9:30 am 1:10 pm Mar 19 - Apr 9
218 10:50 am 2:25 pm Mar 13 - Apr 11
218 10:50 am 3:25 pm Mar 10 - Mar 11
230 12:25 pm 4:00 pm Mar 19 - Apr 9
230 12:25 pm 5:00 pm Mar 12 - Mar 12
220 12:30 pm 5:05 pm Mar 10 - Mar 11
220 12:30 pm 4:05 pm Mar 13 - Apr 11
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Chicago
$365
Destination

Cancun
$365