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Find Flight Deals from Chicago to Cancun (CHI - CUN)

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

Book cheap flights from Chicago to Cancun

(Round-trip)
Depart: Fri May 1 2015 Return: Sun May 31 2015 Trip spans 31 days
Volaris
Volaris
ORD
10:25a
CUN
6:25p
8h 00m
1 stop
CUN
7:18p
ORD
8:50a
13h 32m
1 stop
Depart: Sat Aug 22 2015 Return: Sat Aug 29 2015 Trip spans 8 days
Volaris
Volaris
MDW
1:50p
CUN
4:25a
14h 35m
1 stop
CUN
7:30a
MDW
5:40p
10h 10m
1 stop
Depart: Mon May 4 2015 Return: Fri May 8 2015 Trip spans 5 days
Volaris
Volaris
ORD
10:25a
CUN
6:25p
8h 00m
1 stop
CUN
7:13p
ORD
8:50a
13h 37m
1 stop
Depart: Mon May 11 2015 Return: Fri May 22 2015 Trip spans 12 days
Volaris
Volaris
ORD
10:25a
CUN
6:25p
8h 00m
1 stop
CUN
7:13p
ORD
8:50a
13h 37m
1 stop
Depart: Fri May 15 2015 Return: Fri May 22 2015 Trip spans 8 days
Volaris
Volaris
ORD
10:25a
CUN
6:25p
8h 00m
1 stop
CUN
7:13p
ORD
8:50a
13h 37m
1 stop
Depart: Sun May 17 2015 Return: Fri May 22 2015 Trip spans 6 days
Volaris
Volaris
ORD
10:25a
CUN
6:25p
8h 00m
1 stop
CUN
7:13p
ORD
8:50a
13h 37m
1 stop
Depart: Fri May 22 2015 Return: Sun May 24 2015 Trip spans 3 days
Volaris
Volaris
ORD
10:25a
CUN
6:25p
8h 00m
1 stop
CUN
7:13p
ORD
8:50a
13h 37m
1 stop
Depart: Mon Jun 1 2015 Return: Fri Jun 5 2015 Trip spans 5 days
Volaris
Volaris
ORD
10:35a
CUN
7:30p
8h 55m
1 stop
CUN
8:18p
ORD
8:50a
12h 32m
1 stop
Depart: Fri Jun 5 2015 Return: Sun Jun 14 2015 Trip spans 10 days
Volaris
Volaris
ORD
10:35a
CUN
7:30p
8h 55m
1 stop
CUN
8:18p
ORD
8:50a
12h 32m
1 stop
Depart: Mon Jun 8 2015 Return: Fri Jun 12 2015 Trip spans 5 days
Volaris
Volaris
ORD
10:35a
CUN
7:30p
8h 55m
1 stop
CUN
8:18p
ORD
8:50a
12h 32m
1 stop
Depart: Sun Jun 14 2015 Return: Sun Jun 21 2015 Trip spans 8 days
Volaris
Volaris
ORD
10:35a
CUN
7:30p
8h 55m
1 stop
CUN
8:18p
ORD
8:50a
12h 32m
1 stop
Depart: Fri Jun 19 2015 Return: Sun Jun 21 2015 Trip spans 3 days
Volaris
Volaris
ORD
10:35a
CUN
7:30p
8h 55m
1 stop
CUN
8:18p
ORD
8:50a
12h 32m
1 stop
Depart: Sun May 3 2015 Return: Fri Jun 12 2015 Trip spans 41 days
Volaris
Volaris
ORD
10:25a
CUN
6:25p
8h 00m
1 stop
CUN
8:18p
ORD
8:50a
12h 32m
1 stop
Depart: Mon Mar 9 2015 Return: Tue Mar 10 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
1:30a
CUN
8:25a
6h 55m
1 stop
CUN
6:20a
ORD
1:59p
7h 39m
1 stop
Depart: Fri Feb 13 2015 Return: Tue Feb 17 2015 Trip spans 5 days
Aeromexico
Aeromexico
ORD
10:00a
CUN
9:25p
11h 25m
1 stop
CUN
2:00a
ORD
8:40a
6h 40m
1 stop
Depart: Sat Feb 28 2015 Return: Thu Mar 5 2015 Trip spans 6 days
United
United
ORD
8:10a
CUN
5:35p
9h 25m
1 stop
CUN
8:30a
ORD
12:24p
3h 54m
nonstop
Depart: Wed Mar 4 2015 Return: Thu Mar 5 2015 Trip spans 2 days
American Airlines
American Airlines
ORD
1:30p
CUN
6:09p
4h 39m
nonstop
CUN
10:15a
ORD
1:10p
2h 55m
nonstop
Depart: Fri Apr 24 2015 Return: Wed Apr 29 2015 Trip spans 6 days
Frontier
Frontier
ORD
8:50a
CUN
1:05p
28h 15m
1 stop
CUN
1:50p
ORD
4:40a
14h 50m
1 stop
Depart: Fri Mar 6 2015 Return: Tue Mar 10 2015 Trip spans 4 days
Delta
Delta
ORD
9:10a
CUN
8:28p
11h 18m
1 stop
CUN
8:32a
ORD
4:49p
8h 17m
1 stop
Depart: Sun Jul 19 2015 Return: Mon Jul 27 2015 Trip spans 9 days
US Airways
US Airways
ORD
3:30a
CUN
9:40a
6h 10m
1 stop
CUN
8:50a
ORD
3:00p
6h 10m
1 stop
Change your search
Direct flights CHI to CUN on American Airlines
Flight # Depart ORD Arrive CUN Sun Mon Tue Wed Thu Fri Sat Valid Between
1417 9:15 am 1:02 pm Mar 5 - Mar 7
1417 9:15 am 12:02 pm Mar 8 - Mar 28
1417 9:15 am 1:02 pm Jan 29 - Mar 4
1038 11:00 am 2:51 pm Feb 14 - Feb 28
130 11:00 am 2:51 pm Mar 7 - Mar 7
1358 6:30 pm 10:09 pm Jan 29 - Mar 7
1358 6:30 pm 9:09 pm Mar 8 - Mar 28
Airports
Origin

Chicago
only $312
only $312
Destination

Cancun
$312