Find cheap flights from Chicago to Cancun

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

Round-trip
One way

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Chicago to Cancun Flight Information

Cheapest one-way flight price	$88
Cheapest round-trip ticket price	$200
Off-season for travel	March
Peak season for travel	June
Flight distance	2,318.16 km
Average flight time	4 hours 27 minutes
Popular airline	Aeromexico

When is the cheapest time to book flights from Chicago to Cancun?

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights

From price

11 18
18 25
Jun

25 1
1 8
8 15
15 22
22 29
Jul

29 6
6 13
13 20
20 27
Aug

27 3

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

When are flight tickets from Chicago (CHI) to Cancun (CUN) the cheapest?

Airlines adjust prices for flights from Chicago to Cancun based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Chicago (CHI) to Cancun (CUN) cost?

According to Trip.com's data, the lowest price is around $517.
How long does it take to fly from Chicago (CHI) to Cancun (CUN) and what is the distance?

It takes around 4 hours 27 minutes to fly from Chicago (CHI) to Cancun (CUN).
What are the most popular airlines that fly from Chicago (CHI) to Cancun (CUN)?

Airlines with flights from Chicago (CHI) to Cancun (CUN): American Airlines, Southwest Airlines, United Airlines, Volaris, Emirates, Spirit Airlines and Frontier Airlines.

How to find a cheap flight from Chicago to Cancun

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Cancun. Book your flights at the right time and save more.

Being flexible with your dates to get the cheapest Chicago to Cancun ticket.

Tap "Date" on flight search bar to scan through the calender for Chicago to Cancun airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Mon, May 19 at US$89 for one-way flights.

Compare cheap Chicago to Cancun flight deals from over hundreds of airlines.

Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Chicago to Cancun. The cheapest airline operating is Spirit Airlines.

Set up a Price Alert

By setting up a Price Alert for your Chicago to Cancun route, you can easily track the price of your airline tickets from Chicago to Cancun without manually checking every day.

Don't miss cheap Chicago to Cancun flight deals and promo codes.

You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights for cheap flights. If registering a free membership, you can receive more deals for your flights.

Book early or wait unitl the last minute.

It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.

Search for flights on the go.

To get the best flight booking experience on the go, download Trip.com free app and search for cheap flight tickets from Chicago to Cancun to get exclusive deals for you.