Browse Origins:
Browse Destinations:

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: Sat Aug 29 2015 Return: Sat Sep 5 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: Sat May 30 2015 Return: Tue Jun 2 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
CUN
7:20a
6h 05m
1 stop
CUN
8:10a
ORD
3:00p
6h 50m
nonstop
Depart: Mon Jul 6 2015 Return: Mon Aug 3 2015 Trip spans 29 days
Volaris
Volaris
ORD
10:40a
CUN
6:35p
7h 55m
1 stop
CUN
7:20p
ORD
8:55a
13h 35m
1 stop
Depart: Wed Aug 19 2015 Return: Wed Aug 26 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
5:20a
CUN
11:12a
5h 52m
nonstop
CUN
9:59a
ORD
5:15p
7h 16m
1 stop
Depart: Wed Sep 30 2015 Return: Mon Oct 5 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
CUN
7:26a
6h 11m
1 stop
CUN
8:18a
ORD
7:45p
11h 27m
1 stop
Depart: Mon Jun 1 2015 Return: Thu Jun 11 2015 Trip spans 11 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
CUN
7:20a
6h 05m
1 stop
CUN
12:15p
ORD
7:55p
7h 40m
1 stop
Depart: Tue Sep 22 2015 Return: Tue Sep 29 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
CUN
7:26a
6h 11m
1 stop
CUN
8:18a
ORD
7:45p
11h 27m
1 stop
Depart: Mon Sep 28 2015 Return: Wed Oct 7 2015 Trip spans 10 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
CUN
7:26a
6h 11m
1 stop
CUN
8:18a
ORD
7:45p
11h 27m
1 stop
Depart: Tue Sep 29 2015 Return: Wed Oct 7 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
CUN
7:26a
6h 11m
1 stop
CUN
8:18a
ORD
7:45p
11h 27m
1 stop
Depart: Sun Oct 4 2015 Return: Thu Oct 8 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
CUN
7:26a
6h 11m
1 stop
CUN
8:18a
ORD
7:45p
11h 27m
1 stop
Depart: Wed Oct 7 2015 Return: Wed Oct 14 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
CUN
7:26a
6h 11m
1 stop
CUN
8:18a
ORD
7:45p
11h 27m
1 stop
Depart: Wed Oct 14 2015 Return: Wed Oct 21 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
CUN
7:26a
6h 11m
1 stop
CUN
8:18a
ORD
7:45p
11h 27m
1 stop
Depart: Sun Oct 25 2015 Return: Fri Oct 30 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
CUN
8:26a
7h 11m
1 stop
CUN
8:18a
ORD
6:45p
10h 27m
1 stop
Depart: Mon Oct 26 2015 Return: Sat Oct 31 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
CUN
8:26a
7h 11m
1 stop
CUN
8:18a
ORD
6:45p
10h 27m
1 stop
Depart: Tue Oct 27 2015 Return: Thu Oct 29 2015 Trip spans 3 days
American Airlines
American Airlines
ORD
1:00a
CUN
8:05a
7h 05m
1 stop
CUN
10:34a
ORD
1:31p
2h 57m
nonstop
Depart: Mon Jun 8 2015 Return: Mon Jun 15 2015 Trip spans 8 days
Air Canada
Air Canada
ORD
3:35a
CUN
11:15a
7h 40m
1 stop
CUN
12:15p
ORD
5:24a
17h 09m
1 stop
Depart: Fri Aug 28 2015 Return: Tue Sep 1 2015 Trip spans 5 days
United
United
ORD
5:05a
CUN
8:50a
3h 45m
nonstop
CUN
9:40a
ORD
1:35p
3h 55m
nonstop
Depart: Sun Aug 30 2015 Return: Sat Sep 5 2015 Trip spans 7 days
Aeromexico
Aeromexico
ORD
3:00a
CUN
1:41p
10h 41m
1 stop
CUN
9:30p
ORD
9:47a
12h 17m
1 stop
Depart: Mon Sep 7 2015 Return: Sat Sep 12 2015 Trip spans 6 days
Delta
Delta
ORD
8:25p
CUN
11:55a
15h 30m
1 stop
CUN
4:56a
ORD
1:05a
20h 09m
1 stop
Depart: Sun Sep 27 2015 Return: Sat Oct 10 2015 Trip spans 14 days
US Airways
US Airways
ORD
1:27a
CUN
7:40a
6h 13m
1 stop
CUN
12:55p
ORD
4:51p
3h 56m
nonstop
Direct flights CHI to CUN on American Airlines
Flight # Depart ORD Arrive CUN Sun Mon Tue Wed Thu Fri Sat Valid Between
1422 8:40 am 12:23 pm May 21 - Jun 3
1417 10:15 am 1:57 pm May 23 - May 30
1422 10:15 am 1:51 pm Jun 6 - Aug 15
1503 12:20 pm 4:03 pm Jun 4 - Aug 17
Airports
Origin

Chicago
only $368
only $359
Destination

Cancun
$359