Find cheap flights from Chicago to Cancún

CHI - CUN

Find cheap flights from Chicago to Cancún

Round-trip
Economy
Chicago (CHI)
Cancun
Fri 8/7
Fri 8/14
Any month
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Good to know

Low season

January Best time to beat the crowds with an average 32% drop in price.

High season

December Most popular time to fly with an average 29% increase in price.

Average price of a round-trip

$330 (avg. price over the last 2 weeks)

Good deal for a round-trip

$317 or less

When to book flights from Chicago to Cancún

Estimated round-trip price
Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $206 or less.
  • The cheapest flight from Chicago to Cancún was found 0 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is January.
  • Morning departure is around 50% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking Chicago to Cancún flights

Which airlines have a flexible cancellation policy for flights from Chicago to Cancun due to COVID-19?

How long does a flight from Chicago to Cancún take?

How many flights are there between Chicago and Cancún?

Which airlines provide the cheapest flights from Chicago to Cancún?

Do I need a passport to fly between Chicago and Cancún?

Which airlines fly most frequently between Chicago and Cancún?

What’s the cheapest day of the week to fly Chicago to Cancún?

Which airports will I be using when flying from Chicago to Cancún?

How does KAYAK find such low prices on flights from Chicago to Cancún?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Cancún?

What is the Hacker Fare option on flights from Chicago to Cancún?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Cancún?

Top 5 airlines serving Chicago to Cancun

Scores according to KAYAK customer reviews

8.5
Air New Zealand
Overall score based on 2,831 reviews
8.6
Boarding
8.3
Comfort
8.9
Crew
8.5
Entertainment
8.2
Food
Airline reviews
Read more about Air New Zealand

Book cheap flights from Chicago to Cancún

Recent round-trip flight deals

9/12
Sat
nonstop
Spirit Airlines
3h 47m
ORD - CUN
9/19
Sat
nonstop
Spirit Airlines
4h 00m
CUN - ORD
9/12
Sat
nonstop
Spirit Airlines
3h 47m
ORD - CUN
9/19
Sat
nonstop
Spirit Airlines
4h 00m
CUN - ORD
9/12
Sat
nonstop
Spirit Airlines
3h 47m
ORD - CUN
9/19
Sat
nonstop
Spirit Airlines
4h 00m
CUN - ORD
9/17
Thu
1 stop
Aeromexico
7h 35m
MDW - CUN
9/24
Thu
2 stops
Aeromexico
11h 00m
CUN - MDW
10/20
Tue
1 stop
Volaris
9h 07m
MDW - CUN
10/28
Wed
1 stop
Volaris
13h 23m
CUN - MDW
9/12
Sat
1 stop
Spirit Airlines
6h 06m
ORD - CUN
9/19
Sat
nonstop
Spirit Airlines
4h 00m
CUN - ORD
9/12
Sat
nonstop
Spirit Airlines
3h 47m
ORD - CUN
9/19
Sat
nonstop
Spirit Airlines
4h 00m
CUN - ORD
9/12
Sat
nonstop
Spirit Airlines
3h 47m
ORD - CUN
9/16
Wed
1 stop
Spirit Airlines
11h 38m
CUN - ORD
9/12
Sat
nonstop
Spirit Airlines
3h 47m
ORD - CUN
9/15
Tue
1 stop
Spirit Airlines
11h 38m
CUN - ORD
7/25
Sat
1 stop
Spirit Airlines
15h 12m
ORD - CUN
7/30
Thu
nonstop
Spirit Airlines
3h 54m
CUN - ORD
8/3
Mon
nonstop
Spirit Airlines
3h 34m
ORD - CUN
8/6
Thu
1 stop
Spirit Airlines
7h 47m
CUN - ORD
10/13
Tue
1 stop
Aeromexico
6h 45m
MDW - CUN
10/20
Tue
1 stop
Aeromexico
8h 16m
CUN - MDW
Show more results

Recent one-way flight deals

8/2
Sun
nonstop
Spirit Airlines
3h 34m
ORD - CUN
8/26
Wed
nonstop
British Airways
3h 40m
ORD - CUN
8/13
Thu
1 stop
Air New Zealand
11h 18m
ORD - CUN
7/31
Fri
1 stop
Multiple Airlines
19h 15m
ORD - CUN
8/2
Sun
nonstop
Spirit Airlines
3h 34m
ORD - CUN
7/25
Sat
1 stop
Spirit Airlines
15h 12m
ORD - CUN
9/12
Sat
nonstop
Spirit Airlines
3h 47m
ORD - CUN
8/1
Sat
1 stop
Spirit Airlines
15h 12m
ORD - CUN
8/6
Thu
1 stop
Volaris
14h 26m
MDW - CUN
8/11
Tue
1 stop
Lufthansa
26h 23m
ORD - CUN
8/1
Sat
1 stop
Spirit Airlines
15h 12m
ORD - CUN
9/30
Wed
1 stop
Aeromexico
7h 35m
MDW - CUN
8/1
Sat
2 stops
Multiple Airlines
19h 18m
ORD - CUN
8/4
Tue
1 stop
Spirit Airlines
15h 12m
ORD - CUN
8/29
Sat
1 stop
Air New Zealand
7h 23m
ORD - CUN
8/13
Thu
1 stop
Multiple Airlines
13h 44m
ORD - CUN
8/5
Wed
1 stop
Spirit Airlines
12h 40m
ORD - CUN
8/6
Thu
1 stop
Lufthansa
26h 23m
ORD - CUN
7/31
Fri
2 stops
Multiple Airlines
17h 49m
ORD - CUN
Show more results
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

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.

We compile tonnes of data for you
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.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

^
The fares displayed include all taxes and fees for economy class travel and were found by the provider 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.
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