$77 Find Cheap Flights from Chicago to Cancun

Flights from Chicago to Cancun

Hotels in Cancun

Worldwide Coverage

Flights to over 5,000 cities

One-stop Service Guarantee

Price guaranteed upon confirmed payment, booking guaranteed once tickets issued

Secure Payment

Convenient & reliable booking and payment system

Flights from Chicago to Cancun Starting at CNY 77

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

One way
Round-trip

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

When is the cheapest time to fly from Chicago to Cancun?

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

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

Find cheap airlines flights from Chicago to Cancun

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Spirit Airlines

From $77

Frontier Airlines

From $99

American Airlines

From $107

United Airlines

From $136

Delta Air Lines

From $141

Aeromexico

From $159

Avianca

From $161

Southwest Airlines

From $172

Volaris

From $177

Sun Country Airlines

From $184

ANA airlines

Find more flights and airlines

Alternative Cheap Routes from Chicago to Cancun

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Cancun.

Cheapest
ORD
06:00
3h 44m
Direct
CUN
09:44
O'Hare International Airport - Cancún International Airport
Thu, Apr 25Spirit Airlines
$77
MDW
07:00
9h 6m
1 transfer
CUN
16:06
Midway International Airport - Cancún International Airport
Tue, May 7Frontier Airlines
$86
MDW
07:00
9h 6m
1 transfer
CUN
16:06
Midway International Airport - Cancún International Airport
Tue, May 7Frontier Airlines
$86
Find More Flights

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 $458.
How long does it take to fly from Chicago (CHI) to Cancun (CUN) and what is the distance?
It takes around 3 hours 44 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. It takes about 30 minutes by taxi.
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, Volaris, Emirates, United Airlines, 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.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com

Travel Info | Chicago to Cancun

Cheapest nonstop flight price	$77
Cheapest round-trip ticket price	$178
Off-season for travel	December
Peak season for travel	July
Flight distance	2,318.16km
Average flight time	3 hours 44 minutes
Popular airline	American Airlines