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Chicago to Cancun - Flights Starting at US$84

Book one-way or return flights from Chicago to Cancun from as little as US$84. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip

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

We've found these cheap flights for you. You may book a one-way or round trip as per your needs.

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

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Cheapest airlines flights from Chicago to Cancun

View airlines operating 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.

Frontier Airlines
From US$83
Spirit Airlines
From US$87
American Airlines
From US$104
United Airlines
From US$137
Aeromexico
From US$163
Delta Air Lines
From US$174
Sun Country Airlines
From US$176
Jetblue Airways
From US$179
Southwest Airlines
From US$181
Avianca
From US$182
ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Cancun

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Cancun.

  • Cheapest
    Frontier Airlines
    ORD
    07:09
    3h 54m
    Direct
    CUN
    11:03
    O'Hare International Airport - Cancún International Airport
    Sun, Sep 8Frontier Airlines
    US$83
  • Frontier Airlines
    MDW
    08:27
    7h 15m
    1 transfer
    CUN
    15:42
    Midway International Airport - Cancún International Airport
    Wed, Jun 26Frontier Airlines
    US$114
  • Frontier Airlines
    MDW
    08:27
    7h 15m
    1 transfer
    CUN
    15:42
    Midway International Airport - Cancún International Airport
    Wed, Jun 26Frontier Airlines
    US$114
    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 $542.
  • How long does it take to fly from Chicago (CHI) to Cancun (CUN) and what is the distance?

    It takes around 3 hours 43 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.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Chicago to Cancun Flight Information

Cheapest nonstop flight price

$83

Cheapest round-trip ticket price

$189

Off-season for travel

January

Peak season for travel

August

Flight distance

2,318.16km

Average flight time

3 hours 43 minutes

Popular airline

American Airlines