Cheap Flights from Chicago to Cancun starting at US$88

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

Round-trip
One way

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

Cheapest time to fly from Chicago to Cancun

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

Cheapest flights

From price

9 16
16 23
23 30
Apr

30 6
6 13
13 20
20 27
May

27 4
4 11
11 18
18 25
Jun

25 1

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

Frequently Asked Questions

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

Airlines adjust prices for flights from Chicago to Cancun based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much is a flight from Chicago (CHI) to Cancun (CUN) cost?

According to Trip.com's data, the lowest price is around US$515.
How long is a flight from Chicago (CHI) to Cancun (CUN)?

It takes about 4 hours 16 minutes to fly from Chicago (CHI) to Cancun (CUN).
What is the transportation method from the main airport to downtown in Cancun?
- The distance from Cancún International Airport to downtown is about 13km, by taxi about 30 minutes.
What time does the earliest flight from Chicago to Cancun depart?

The earliest flight departs from Chicago (ORD) at 06:00 and arrives in Cancun (CUN) at 09:31.
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, United Airlines, Southwest Airlines, Volaris, Emirates, Spirit Airlines and Frontier Airlines.
What's the most popular airline for direct flights from Chicago (CHI) to Cancun (CUN)?

Frontier Airlines operates 3 direct flights from Chicago (CHI) to Cancun (CUN).
How many airports in Cancun?

There are 1 airports near Cancun: Cancún International Airport.

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.

Choose your dates flexibly and get the best deals on flights from Chicago to Cancun.

Tap 'Date' on the flight search bar to browse the calendar for Chicago to Cancun airfare over the next 6 months in 2025. If you're looking to fly within the next 3 months, the cheapest date seems to be Wed, Apr 2, with one-way flights starting at US$88.

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

Our extensive search lets you compare prices from over 500 airlines to find the cheapest flights from Chicago to Cancun. The cheapest flight at the moment is with Frontier Airlines.

Set up a Price Alert

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Don't miss out on cheap deals and promo codes for Chicago to Cancun flights.

You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. Sign up for a free membership for more exclusive flight deals.

Book early or wait for last-minute deals.

It's always better to book early. Flight tickets are often at their lowest when first released, usually a year ahead of departure. Keep an eye out as soon as your desired flights open for booking. If you miss the early deals, you may still find lower prices closer to your travel date.

Search for flights on the go.

For the best flight booking experience on the go, download Trip.com and search for cheap flights from Chicago to Cancun to get your exclusive deals.

Find cheapest flight ticket from Chicago to Cancun

Cheapest direct flight price	US$87
Cheapest return ticket price	US$208
Off-season for travel	January
Peak season for travel	December
Flight distance	2,318.16km
Average flight time	4 hours 16 minutes
Popular airline	Aeromexico