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
Students
under 26
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: Thu Jan 5 2017 Return: Thu Jan 12 2017 Trip spans 8 days
Frontier
Frontier
ORD
CUN
3h 56m
nonstop
CUN
ORD
4h 01m
nonstop
Depart: Sat Feb 4 2017 Return: Sat Feb 11 2017 Trip spans 8 days
Volaris
Volaris
ORD
CUN
9h 32m
1 stop
CUN
ORD
14h 34m
1 stop
Depart: Fri Nov 11 2016 Return: Wed Nov 16 2016 Trip spans 6 days
Major Airline
Major Airline
ORD
CUN
5h 46m
nonstop
CUN
ORD
12h 55m
nonstop
Depart: Mon Nov 14 2016 Return: Wed Nov 16 2016 Trip spans 3 days
United
United
ORD
CUN
3h 50m
nonstop
CUN
ORD
3h 50m
nonstop
Depart: Tue Oct 25 2016 Return: Sat Oct 29 2016 Trip spans 5 days
Aeromexico
Aeromexico
ORD
CUN
11h 02m
2 stops
CUN
ORD
8h 15m
1 stop
Depart: Wed Jan 4 2017 Return: Mon Jan 9 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
CUN
3h 44m
nonstop
CUN
ORD
6h 50m
1 stop
Depart: Sun Oct 30 2016 Return: Wed Nov 9 2016 Trip spans 11 days
Delta
Delta
MDW
CUN
6h 48m
1 stop
CUN
MDW
9h 08m
1 stop
Depart: Mon Dec 12 2016 Return: Wed Jan 11 2017 Trip spans 31 days
Frontier
Frontier
ORD
CUN
3h 56m
nonstop
CUN
ORD
4h 01m
nonstop
Depart: Sat Feb 11 2017 Return: Sat Feb 18 2017 Trip spans 8 days
Volaris
Volaris
ORD
CUN
9h 32m
1 stop
CUN
ORD
14h 34m
1 stop
Depart: Sat Nov 12 2016 Return: Wed Nov 23 2016 Trip spans 12 days
Major Airline
Major Airline
ORD
CUN
3h 53m
nonstop
CUN
ORD
3h 55m
nonstop
Depart: Wed Jan 11 2017 Return: Wed Jan 18 2017 Trip spans 8 days
United
United
ORD
CUN
3h 50m
nonstop
CUN
ORD
3h 54m
nonstop
Depart: Fri Nov 4 2016 Return: Mon Nov 7 2016 Trip spans 4 days
Aeromexico
Aeromexico
ORD
CUN
11h 56m
1 stop
CUN
ORD
8h 31m
1 stop
Depart: Sat Feb 25 2017 Return: Fri Mar 3 2017 Trip spans 7 days
Volaris
Volaris
ORD
CUN
9h 32m
1 stop
CUN
ORD
14h 31m
1 stop
Depart: Thu Jan 5 2017 Return: Tue Jan 24 2017 Trip spans 20 days
Frontier
Frontier
ORD
CUN
3h 56m
nonstop
CUN
ORD
4h 01m
nonstop
Depart: Sun Nov 13 2016 Return: Wed Nov 23 2016 Trip spans 11 days
Major Airline
Major Airline
ORD
CUN
3h 53m
nonstop
CUN
ORD
3h 50m
nonstop
Depart: Mon Feb 27 2017 Return: Sun Mar 5 2017 Trip spans 7 days
United
United
ORD
CUN
3h 50m
nonstop
CUN
ORD
3h 54m
nonstop
Depart: Sun Oct 23 2016 Return: Fri Oct 28 2016 Trip spans 6 days
Aeromexico
Aeromexico
ORD
CUN
14h 58m
2 stops
CUN
ORD
8h 15m
1 stop
Depart: Fri Dec 9 2016 Return: Wed Dec 14 2016 Trip spans 6 days
Delta
Delta
MDW
CUN
7h 21m
1 stop
CUN
MDW
7h 23m
1 stop
Depart: Sat Mar 18 2017 Return: Fri Mar 24 2017 Trip spans 7 days
Volaris
Volaris
ORD
CUN
9h 40m
1 stop
CUN
ORD
14h 31m
1 stop
Depart: Mon Dec 12 2016 Return: Wed Jan 11 2017 Trip spans 31 days
Frontier
Frontier
ORD
CUN
3h 56m
nonstop
CUN
ORD
4h 01m
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 1:07 pm Nov 6 - Nov 23
1417 8:25 am 12:07 pm Nov 4 - Nov 5
1417 8:30 am 12:00 pm Oct 9 - Nov 3
1417 8:30 am 12:00 pm Oct 1 - Oct 8
1030 10:01 am 1:44 pm Nov 5 - Nov 5
1030 10:15 am 1:43 pm Oct 8 - Oct 29
1040 3:30 pm 7:12 pm Nov 5 - Nov 5
1040 3:30 pm 7:02 pm Oct 8 - Oct 29
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Here's why:

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

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

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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^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

Chicago
only $297
only $346
Destination

Cancun
$297
Airlines Airline reviews

13 travelers who booked a flight from Chicago to Cancun rated their chosen airlines with an average of 8.0.

Overall
8.3
Boarding
8.5
Crew
8.5
Comfort
8.2
Food
7.1
Entertainment
7.5