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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: Wed Sep 16 2015 Return: Mon Sep 21 2015 Trip spans 6 days
Delta
Delta
CUN
3:00a
MDW
2:33p
11h 33m
1 stop
MDW
2:00a
CUN
7:34a
5h 34m
1 stop
Depart: Mon Oct 12 2015 Return: Wed Oct 21 2015 Trip spans 10 days
Sun Country Air
Sun Country Air
CUN
6:55a
MDW
4:45p
9h 50m
1 stop
MDW
4:00a
CUN
8:50a
28h 50m
2 stops
Depart: Tue Jul 14 2015 Return: Thu Aug 6 2015 Trip spans 24 days
Delta
Delta
CUN
3:00a
MDW
9:18a
6h 18m
1 stop
MDW
3:05a
CUN
10:09a
7h 04m
1 stop
Depart: Tue Jul 7 2015 Return: Tue Jul 14 2015 Trip spans 8 days
Delta
Delta
CUN
4:12a
MDW
11:07a
6h 55m
1 stop
MDW
2:00a
CUN
7:20a
5h 20m
1 stop
Depart: Thu Jul 30 2015 Return: Tue Aug 18 2015 Trip spans 20 days
Delta
Delta
CUN
4:12a
MDW
2:52p
10h 40m
1 stop
MDW
2:00a
CUN
7:20a
5h 20m
1 stop
Depart: Thu Aug 6 2015 Return: Tue Aug 18 2015 Trip spans 13 days
Delta
Delta
CUN
4:12a
MDW
6:14p
14h 02m
1 stop
MDW
2:00a
CUN
7:20a
5h 20m
1 stop
Depart: Sat Aug 8 2015 Return: Tue Aug 18 2015 Trip spans 11 days
Delta
Delta
CUN
4:12a
MDW
6:12p
14h 00m
1 stop
MDW
2:00a
CUN
7:20a
5h 20m
1 stop
Depart: Thu Jul 16 2015 Return: Wed Aug 5 2015 Trip spans 21 days
Delta
Delta
CUN
4:12a
MDW
1:37p
9h 25m
1 stop
MDW
2:00a
CUN
7:20a
5h 20m
1 stop
Depart: Wed Jun 17 2015 Return: Tue Jun 30 2015 Trip spans 14 days
Delta
Delta
CUN
10:59a
MDW
6:17p
7h 18m
1 stop
MDW
2:00a
CUN
7:20a
5h 20m
1 stop
Depart: Sat Jun 20 2015 Return: Tue Jun 30 2015 Trip spans 11 days
Delta
Delta
CUN
8:38a
MDW
4:12p
7h 34m
1 stop
MDW
2:00a
CUN
7:20a
5h 20m
1 stop
Depart: Sat Jun 27 2015 Return: Wed Aug 12 2015 Trip spans 47 days
Delta
Delta
CUN
3:00a
MDW
1:28p
10h 28m
1 stop
MDW
2:00a
CUN
7:20a
5h 20m
1 stop
Depart: Wed Jun 3 2015 Return: Wed Jul 1 2015 Trip spans 29 days
Delta
Delta
CUN
9:45a
MDW
3:59p
6h 14m
1 stop
MDW
2:00a
CUN
11:41a
9h 41m
1 stop
Depart: Tue Jun 23 2015 Return: Tue Jun 30 2015 Trip spans 8 days
Delta
Delta
CUN
10:59a
MDW
6:17p
7h 18m
1 stop
MDW
2:00a
CUN
7:20a
5h 20m
1 stop
Depart: Sun Jun 21 2015 Return: Sun Jun 28 2015 Trip spans 8 days
Delta
Delta
CUN
4:12a
MDW
11:09a
6h 57m
1 stop
MDW
5:47a
CUN
3:39p
9h 52m
1 stop
Depart: Thu Jun 4 2015 Return: Sun Jun 28 2015 Trip spans 25 days
Delta
Delta
CUN
3:00a
MDW
9:15a
6h 15m
1 stop
MDW
2:00a
CUN
8:32a
6h 32m
1 stop
Depart: Mon Jun 1 2015 Return: Wed Jul 1 2015 Trip spans 31 days
Delta
Delta
CUN
3:00a
MDW
9:51a
6h 51m
1 stop
MDW
2:00a
CUN
7:20a
5h 20m
1 stop
Depart: Fri Jun 5 2015 Return: Sat Jun 13 2015 Trip spans 9 days
Delta
Delta
CUN
4:12a
MDW
4:25p
12h 13m
1 stop
MDW
2:00a
CUN
7:20a
5h 20m
1 stop
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
4940 9:55 am 1:35 pm May 23 - Jun 6
217 11:35 am 3:10 pm Jun 7 - Aug 8
217 11:40 am 3:20 pm May 21 - Jun 5
219 1:40 pm 5:15 pm Jun 8 - Aug 7
219 2:05 pm 5:45 pm May 21 - Jun 6
6940 3:25 pm 7:00 pm Jun 7 - Aug 8
221 6:10 pm 9:50 pm Jun 7 - Jun 26
221 6:10 pm 9:50 pm Jun 29 - Jul 7
231 6:15 pm 9:55 pm May 23 - Jun 6
6962 6:35 pm 10:15 pm Jun 28 - Jul 5
6956 6:50 pm 10:30 pm Jun 13 - Aug 8
Airports
Origin

Cancun
$534
Destination

Chicago
$534