Find Cheap 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: Sun Nov 12 2017 Return: Sun Nov 19 2017 Trip spans 8 days
Delta
Delta
MDW
12:00a
CUN
12:26p
12h 26m
1 stop
CUN
12:00a
MDW
7:27a
7h 27m
1 stop
Depart: Sun Mar 11 2018 Return: Fri Mar 16 2018 Trip spans 5 days
Volaris
Volaris
MDW
12:00a
CUN
3:47p
14h 47m
1 stop
CUN
12:00a
MDW
2:34p
14h 34m
1 stop
Depart: Fri Nov 24 2017 Return: Wed Nov 29 2017 Trip spans 6 days
Delta
Delta
MDW
12:00a
CUN
12:26p
12h 26m
1 stop
CUN
12:00a
MDW
7:37a
7h 37m
1 stop
Depart: Sat Dec 2 2017 Return: Mon Dec 4 2017 Trip spans 3 days
Delta
Delta
MDW
12:00a
CUN
5:09a
5h 09m
1 stop
CUN
12:00a
MDW
7:39a
7h 39m
1 stop
Depart: Thu Feb 15 2018 Return: Tue Feb 20 2018 Trip spans 6 days
Volaris
Volaris
MDW
12:00a
CUN
2:47p
14h 47m
1 stop
CUN
12:00a
MDW
2:34p
14h 34m
1 stop
Depart: Mon Dec 4 2017 Return: Fri Dec 8 2017 Trip spans 5 days
Delta
Delta
MDW
12:00a
CUN
7:40a
7h 40m
1 stop
CUN
12:00a
MDW
7:39a
7h 39m
1 stop
Depart: Thu Feb 15 2018 Return: Tue Feb 20 2018 Trip spans 6 days
Volaris
Volaris
MDW
12:00a
CUN
2:47p
14h 47m
1 stop
CUN
12:00a
MDW
2:34p
14h 34m
1 stop
Depart: Wed Jan 3 2018 Return: Wed Jan 10 2018 Trip spans 8 days
Delta
Delta
MDW
12:00a
CUN
8:02a
8h 02m
1 stop
CUN
12:00a
MDW
7:55a
7h 55m
1 stop
Depart: Fri Jan 5 2018 Return: Thu Jan 11 2018 Trip spans 7 days
Delta
Delta
MDW
12:00a
CUN
5:20a
5h 20m
1 stop
CUN
12:00a
MDW
9:25a
9h 25m
1 stop
Depart: Sat Jan 6 2018 Return: Fri Jan 12 2018 Trip spans 7 days
Delta
Delta
MDW
12:00a
CUN
8:07a
8h 07m
1 stop
CUN
12:00a
MDW
10:03a
10h 03m
1 stop
Depart: Sun Jan 21 2018 Return: Fri Jan 26 2018 Trip spans 6 days
Volaris
Volaris
MDW
12:00a
CUN
2:47p
14h 47m
1 stop
CUN
12:00a
MDW
2:34p
14h 34m
1 stop
Depart: Mon Jan 8 2018 Return: Sun Jan 14 2018 Trip spans 7 days
Delta
Delta
MDW
12:00a
CUN
7:45a
7h 45m
1 stop
CUN
12:00a
MDW
1:40p
13h 40m
1 stop
Depart: Thu Oct 5 2017 Return: Thu Oct 12 2017 Trip spans 8 days
Volaris
Volaris
MDW
12:00a
CUN
3:22p
15h 22m
1 stop
CUN
12:00a
MDW
2:42p
14h 42m
1 stop
Depart: Mon Feb 5 2018 Return: Thu Feb 8 2018 Trip spans 4 days
Delta
Delta
MDW
12:00a
CUN
5:27a
5h 27m
1 stop
CUN
12:00a
MDW
6:32a
6h 32m
1 stop
Depart: Tue Feb 13 2018 Return: Tue Feb 20 2018 Trip spans 8 days
Delta
Delta
MDW
12:00a
CUN
6:20a
6h 20m
1 stop
CUN
12:00a
MDW
2:12p
14h 12m
1 stop
Depart: Sat Mar 24 2018 Return: Sat Mar 31 2018 Trip spans 8 days
Volaris
Volaris
MDW
12:00a
CUN
2:47p
14h 47m
1 stop
CUN
12:00a
MDW
1:34p
13h 34m
1 stop
Depart: Wed Mar 7 2018 Return: Wed Mar 14 2018 Trip spans 7 days
Delta
Delta
MDW
12:00a
CUN
5:27a
5h 27m
1 stop
CUN
12:00a
MDW
10:23a
10h 23m
1 stop
Depart: Wed Mar 14 2018 Return: Wed Mar 21 2018 Trip spans 8 days
Delta
Delta
MDW
12:00a
CUN
5:27a
5h 27m
1 stop
CUN
12:00a
MDW
7:58a
7h 58m
1 stop
Depart: Wed Mar 21 2018 Return: Tue Mar 27 2018 Trip spans 7 days
Delta
Delta
MDW
12:00a
CUN
6:45a
6h 45m
1 stop
CUN
12:00a
MDW
10:23a
10h 23m
1 stop
Depart: Sat Oct 14 2017 Return: Thu Oct 19 2017 Trip spans 6 days
Volaris
Volaris
MDW
12:00a
CUN
3:22p
15h 22m
1 stop
CUN
12:00a
MDW
2:42p
14h 42m
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 6:50 am 10:20 am Sep 9 - Nov 4
218 9:00 am 12:35 pm Oct 1 - Nov 4
218 9:05 am 12:35 pm Sep 5 - Sep 30
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Chicago
$296
Destination

Cancun
$296