Find Deals on Flights from Chicago to Cancun (CHI - CUN)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to Cancun

(Round-trip)
Depart: Sun May 8 2016 Return: Thu May 12 2016 Trip spans 5 days
Aeromexico
Aeromexico
ORD
CUN
8h 52m
1 stop
CUN
ORD
13h 00m
1 stop
Depart: Sun May 22 2016 Return: Sat May 28 2016 Trip spans 7 days
United
United
ORD
CUN
3h 50m
nonstop
CUN
ORD
4h 00m
nonstop
Depart: Sat May 7 2016 Return: Wed May 11 2016 Trip spans 5 days
American Airlines
American Airlines
ORD
CUN
3h 41m
nonstop
CUN
ORD
3h 56m
nonstop
Depart: Sat Jun 4 2016 Return: Mon Jun 6 2016 Trip spans 3 days
Major Airline
Major Airline
ORD
CUN
3h 27m
nonstop
CUN
ORD
3h 55m
nonstop
Depart: Tue May 17 2016 Return: Tue May 24 2016 Trip spans 8 days
Delta
Delta
MDW
CUN
8h 25m
1 stop
CUN
MDW
6h 18m
1 stop
Depart: Thu May 5 2016 Return: Mon May 9 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
CUN
18h 09m
1 stop
CUN
ORD
7h 41m
1 stop
Depart: Thu Jun 16 2016 Return: Sun Jun 19 2016 Trip spans 4 days
Air Canada
Air Canada
ORD
CUN
20h 30m
1 stop
CUN
ORD
18h 14m
1 stop
Depart: Sat Aug 20 2016 Return: Sat Aug 27 2016 Trip spans 8 days
Southwest
Southwest
MDW
CUN
3h 25m
nonstop
CUN
MDW
3h 35m
nonstop
Depart: Mon May 23 2016 Return: Thu Jun 2 2016 Trip spans 11 days
Aeromexico
Aeromexico
ORD
CUN
10h 47m
1 stop
CUN
ORD
9h 02m
1 stop
Depart: Wed Jul 27 2016 Return: Wed Aug 3 2016 Trip spans 8 days
United
United
ORD
CUN
3h 50m
nonstop
CUN
ORD
3h 55m
nonstop
Depart: Thu Jul 7 2016 Return: Tue Jul 12 2016 Trip spans 6 days
American Airlines
American Airlines
ORD
CUN
3h 27m
nonstop
CUN
ORD
3h 58m
nonstop
Depart: Mon Oct 10 2016 Return: Sat Oct 15 2016 Trip spans 6 days
Major Airline
Major Airline
ORD
CUN
3h 50m
nonstop
CUN
ORD
3h 57m
nonstop
Depart: Thu May 19 2016 Return: Tue May 24 2016 Trip spans 6 days
Delta
Delta
MDW
CUN
12h 48m
1 stop
CUN
MDW
7h 59m
1 stop
Depart: Thu Sep 8 2016 Return: Sun Sep 11 2016 Trip spans 4 days
Aeromexico
Aeromexico
ORD
CUN
10h 38m
1 stop
CUN
ORD
8h 59m
1 stop
Depart: Mon May 16 2016 Return: Wed May 18 2016 Trip spans 3 days
United
United
ORD
CUN
3h 50m
nonstop
CUN
ORD
3h 55m
nonstop
Depart: Fri Aug 26 2016 Return: Fri Sep 2 2016 Trip spans 8 days
Major Airline
Major Airline
MDW
CUN
5h 44m
1 stop
CUN
MDW
7h 23m
1 stop
Depart: Sat Sep 3 2016 Return: Sun Sep 4 2016 Trip spans 2 days
American Airlines
American Airlines
ORD
CUN
6h 04m
1 stop
CUN
ORD
6h 50m
1 stop
Depart: Wed Jun 1 2016 Return: Fri Jun 3 2016 Trip spans 3 days
Delta
Delta
MDW
CUN
9h 54m
1 stop
CUN
MDW
10h 18m
1 stop
Depart: Tue Oct 4 2016 Return: Tue Oct 11 2016 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
CUN
6h 00m
1 stop
CUN
ORD
11h 41m
1 stop
Depart: Tue Jul 5 2016 Return: Thu Jul 7 2016 Trip spans 3 days
United
United
ORD
CUN
3h 50m
nonstop
CUN
ORD
3h 55m
nonstop
Direct flights CHI to CUN on American Airlines
Flight # Depart ORD Arrive CUN Sun Mon Tue Wed Thu Fri Sat Valid Between
1417 8:25 am 11:52 am Jun 2 - Aug 5
1456 8:25 am 11:59 am May 5 - Jun 1
2291 9:59 am 1:40 pm May 7 - May 28
1456 10:05 am 1:34 pm Jun 4 - Aug 20
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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At KAYAK we don’t set prices, so it’s not possible for us to guarantee what other companies are selling.

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Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find on occasion that certain prices are no longer available.

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Airports
Origin

Chicago
only $259
only $285
Destination

Cancun
$259