Browse Origins:
Browse Destinations:

Find Deals on Flights 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: Sat Dec 19 2015 Return: Fri Jan 1 2016 Trip spans 14 days
Volaris
Volaris
CUN
7:25a
MDW
4:40p
9h 15m
1 stop
MDW
12:50p
CUN
12:25a
11h 35m
1 stop
Depart: Thu Dec 3 2015 Return: Tue Dec 8 2015 Trip spans 6 days
Delta
Delta
CUN
3:00a
MDW
11:10a
8h 10m
2 stops
MDW
1:00a
CUN
7:34a
6h 34m
1 stop
Depart: Fri Dec 4 2015 Return: Thu Dec 10 2015 Trip spans 7 days
Delta
Delta
CUN
3:00a
MDW
12:14p
9h 14m
1 stop
MDW
1:00a
CUN
2:41p
13h 41m
2 stops
Depart: Sat Dec 5 2015 Return: Thu Dec 10 2015 Trip spans 6 days
Delta
Delta
CUN
3:00a
MDW
3:15p
12h 15m
2 stops
MDW
1:00a
CUN
2:41p
13h 41m
2 stops
Depart: Mon Jul 13 2015 Return: Sun Aug 2 2015 Trip spans 21 days
Delta
Delta
CUN
7:00a
MDW
6:14p
11h 14m
1 stop
MDW
3:05a
CUN
3:39p
12h 34m
1 stop
Depart: Tue Nov 3 2015 Return: Sun Nov 8 2015 Trip spans 6 days
Delta
Delta
CUN
7:10a
MDW
1:29p
6h 19m
1 stop
MDW
1:00a
CUN
7:34a
6h 34m
1 stop
Depart: Thu Nov 5 2015 Return: Sun Nov 8 2015 Trip spans 4 days
Delta
Delta
CUN
4:15a
MDW
12:14p
7h 59m
1 stop
MDW
1:00a
CUN
7:34a
6h 34m
1 stop
Depart: Sat Aug 15 2015 Return: Wed Aug 19 2015 Trip spans 5 days
Delta
Delta
CUN
10:59a
MDW
6:12p
7h 13m
1 stop
MDW
2:00a
CUN
7:20a
5h 20m
1 stop
Depart: Wed Dec 16 2015 Return: Thu Dec 31 2015 Trip spans 16 days
Delta
Delta
CUN
11:00a
MDW
4:04a
17h 04m
1 stop
MDW
1:00a
CUN
11:59a
10h 59m
2 stops
Depart: Thu Dec 17 2015 Return: Thu Dec 31 2015 Trip spans 15 days
Delta
Delta
CUN
3:00a
MDW
8:12a
5h 12m
1 stop
MDW
1:00a
CUN
11:59a
10h 59m
2 stops
Depart: Fri Dec 18 2015 Return: Thu Dec 31 2015 Trip spans 14 days
Delta
Delta
CUN
9:40a
MDW
2:54p
5h 14m
1 stop
MDW
1:00a
CUN
11:59a
10h 59m
2 stops
Depart: Sun Dec 20 2015 Return: Thu Dec 31 2015 Trip spans 12 days
Delta
Delta
CUN
3:00a
MDW
9:43a
6h 43m
1 stop
MDW
1:00a
CUN
11:59a
10h 59m
2 stops
Depart: Mon Dec 21 2015 Return: Thu Dec 31 2015 Trip spans 11 days
Delta
Delta
CUN
3:00a
MDW
8:12a
5h 12m
1 stop
MDW
1:00a
CUN
11:59a
10h 59m
2 stops
Depart: Tue Dec 22 2015 Return: Thu Dec 31 2015 Trip spans 10 days
Delta
Delta
CUN
2:00a
MDW
8:12a
6h 12m
1 stop
MDW
1:00a
CUN
11:59a
10h 59m
2 stops
Depart: Wed Aug 12 2015 Return: Thu Aug 20 2015 Trip spans 9 days
Delta
Delta
CUN
3:00a
MDW
2:52p
11h 52m
1 stop
MDW
2:00a
CUN
7:20a
5h 20m
1 stop
Depart: Tue Sep 29 2015 Return: Sat Oct 3 2015 Trip spans 5 days
Delta
Delta
CUN
3:00a
MDW
10:45a
7h 45m
1 stop
MDW
8:30a
CUN
3:30p
7h 00m
1 stop
Depart: Wed Sep 30 2015 Return: Sat Oct 3 2015 Trip spans 4 days
Delta
Delta
CUN
3:00a
MDW
9:15a
6h 15m
1 stop
MDW
8:30a
CUN
3:30p
7h 00m
1 stop
Depart: Tue Dec 1 2015 Return: Tue Dec 8 2015 Trip spans 8 days
Delta
Delta
CUN
3:00a
MDW
8:12a
5h 12m
1 stop
MDW
1:00a
CUN
7:34a
6h 34m
1 stop
Depart: Wed Jan 6 2016 Return: Sun Jan 10 2016 Trip spans 5 days
Delta
Delta
CUN
2:00a
MDW
8:12a
6h 12m
1 stop
MDW
2:15a
CUN
8:49a
6h 34m
1 stop
Depart: Tue Sep 15 2015 Return: Tue Oct 13 2015 Trip spans 29 days
Delta
Delta
CUN
4:13a
MDW
4:12p
11h 59m
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
217 11:35 am 3:10 pm Jun 27 - Aug 8
219 1:30 pm 5:10 pm Aug 9 - Oct 30
219 1:40 pm 5:15 pm Jun 29 - Aug 7
6940 3:25 pm 7:00 pm Jun 27 - Aug 8
221 6:10 pm 9:50 pm Jul 8 - Jul 31
221 6:10 pm 9:50 pm Aug 4 - Aug 7
6962 6:35 pm 10:15 pm Jul 12 - Aug 2
6962 6:35 pm 10:15 pm Aug 3 - Aug 3
6956 6:50 pm 10:30 pm Jun 27 - Aug 8
Airports
Origin

Cancun
$450
Destination

Chicago
$450