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

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Cancun to Chicago Midway

(Round-trip)
Depart: Mon Apr 27 2015 Return: Mon May 4 2015 Trip spans 8 days
Delta
Delta
CUN
2:58a
MDW
3:54p
12h 56m
1 stop
MDW
5:15a
CUN
3:46p
10h 31m
2 stops
Depart: Mon Apr 20 2015 Return: Fri Apr 24 2015 Trip spans 5 days
Delta
Delta
CUN
2:58a
MDW
1:21p
10h 23m
1 stop
MDW
10:30a
CUN
3:47p
5h 17m
1 stop
Depart: Mon Aug 3 2015 Return: Tue Aug 4 2015 Trip spans 2 days
Delta
Delta
CUN
4:15a
MDW
5:32p
13h 17m
1 stop
MDW
2:00a
CUN
7:34a
5h 34m
1 stop
Depart: Tue Aug 11 2015 Return: Thu Aug 27 2015 Trip spans 17 days
Delta
Delta
CUN
4:15a
MDW
5:32p
13h 17m
1 stop
MDW
3:15a
CUN
8:49a
5h 34m
1 stop
Depart: Wed Apr 1 2015 Return: Wed Apr 8 2015 Trip spans 8 days
Delta
Delta
CUN
8:32a
MDW
3:03p
6h 31m
1 stop
MDW
10:30a
CUN
3:47p
5h 17m
1 stop
Depart: Mon Mar 16 2015 Return: Sat Mar 21 2015 Trip spans 6 days
Delta
Delta
CUN
7:52a
MDW
4:47p
8h 55m
1 stop
MDW
4:45a
CUN
3:27p
10h 42m
1 stop
Depart: Sun Jun 14 2015 Return: Sun Jun 21 2015 Trip spans 8 days
Delta
Delta
CUN
3:00a
MDW
2:34p
11h 34m
1 stop
MDW
3:15a
CUN
3:46p
12h 31m
1 stop
Depart: Thu Aug 13 2015 Return: Sun Aug 30 2015 Trip spans 18 days
Delta
Delta
CUN
4:15a
MDW
3:54p
11h 39m
1 stop
MDW
2:00a
CUN
10:05a
8h 05m
1 stop
Depart: Mon Mar 9 2015 Return: Tue Mar 31 2015 Trip spans 23 days
Delta
Delta
CUN
7:00a
MDW
3:03p
8h 03m
1 stop
MDW
2:00a
CUN
8:32a
6h 32m
1 stop
Depart: Wed Apr 8 2015 Return: Sat Apr 18 2015 Trip spans 11 days
Delta
Delta
CUN
2:58a
MDW
3:54p
12h 56m
1 stop
MDW
2:00a
CUN
7:28a
5h 28m
1 stop
Depart: Thu Mar 26 2015 Return: Mon Apr 6 2015 Trip spans 12 days
Sun Country Air
Sun Country Air
CUN
4:05p
MDW
3:35a
11h 30m
1 stop
MDW
5:20a
CUN
2:45p
9h 25m
1 stop
Depart: Fri Apr 3 2015 Return: Fri Apr 10 2015 Trip spans 8 days
Delta
Delta
CUN
4:30a
MDW
10:01a
5h 31m
1 stop
MDW
2:00a
CUN
7:28a
5h 28m
1 stop
Depart: Thu Apr 2 2015 Return: Wed Apr 8 2015 Trip spans 7 days
Delta
Delta
CUN
11:00a
MDW
5:15p
6h 15m
1 stop
MDW
10:30a
CUN
3:47p
5h 17m
1 stop
Depart: Sun Apr 5 2015 Return: Sat Apr 11 2015 Trip spans 7 days
Delta
Delta
CUN
3:00a
MDW
9:36a
6h 36m
1 stop
MDW
2:00a
CUN
8:38a
6h 38m
1 stop
Depart: Thu Mar 19 2015 Return: Sun Mar 22 2015 Trip spans 4 days
Delta
Delta
CUN
8:45a
MDW
4:55p
8h 10m
1 stop
MDW
10:11a
CUN
4:51p
6h 40m
1 stop
Depart: Sun Mar 29 2015 Return: Sat Apr 4 2015 Trip spans 7 days
Delta
Delta
CUN
3:00a
MDW
10:01a
7h 01m
1 stop
MDW
2:25a
CUN
11:20a
8h 55m
1 stop
Depart: Sat Mar 28 2015 Return: Sat Apr 4 2015 Trip spans 8 days
Delta
Delta
CUN
5:55a
MDW
3:43p
9h 48m
1 stop
MDW
2:25a
CUN
11:20a
8h 55m
1 stop
Depart: Sat Apr 4 2015 Return: Sat Apr 11 2015 Trip spans 8 days
Delta
Delta
CUN
4:30a
MDW
9:58a
5h 28m
1 stop
MDW
3:05a
CUN
8:38a
5h 33m
1 stop
Depart: Thu Mar 12 2015 Return: Mon Mar 16 2015 Trip spans 5 days
Sun Country Air
Sun Country Air
CUN
4:05p
MDW
3:35a
11h 30m
1 stop
MDW
5:20a
CUN
3:45p
10h 25m
1 stop
Depart: Sat Mar 7 2015 Return: Sun Mar 8 2015 Trip spans 2 days
$1216
Select
Delta
Delta
CUN
9:30a
MDW
5:14p
7h 44m
2 stops
MDW
1:00a
CUN
8:32a
6h 32m
1 stop
Change your search
Select an airline:  Southwest
Direct flights CUN to MDW on Southwest
Flight # Depart CUN Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
217 11:40 am 3:20 pm Apr 8 - Jun 6
217 11:50 am 3:30 pm Mar 8 - Apr 7
219 1:40 pm 5:20 pm Apr 8 - Jun 6
219 1:50 pm 5:30 pm Mar 8 - Apr 7
221 4:25 pm 8:05 pm Mar 8 - Apr 7
231 4:50 pm 8:30 pm Mar 14 - Apr 4
Airports
Origin

Cancun
$513
Destination

Chicago
$513