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Find cheap one-way flights from Chicago to Cancun starting at US$78.

Book one-way or return flights from Chicago to Cancun from as little as US$78. 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.

When is the cheapest time to book flights 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.
Cheapest 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.

Frontier Airlines
From US$78
Spirit Airlines
From US$78
American Airlines
From US$103
Southwest Airlines
From US$114
United Airlines
From US$137
Delta Air Lines
From US$141
Aeromexico
From US$159
Avianca
From US$179
Volaris
From US$186
Sun Country Airlines
From US$192
ANA airlines

Find more flights and airlines

Find cheap flights from Chicago to Cancun by different airports

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

  • Cheapest
    Frontier Airlines
    ORD
    08:57
    4h 14m
    Direct
    CUN
    13:11
    O'Hare International Airport - Cancún International Airport
    Mon, Apr 8Frontier Airlines
    US$78
  • Frontier Airlines
    MDW
    09:08
    6h 47m
    1 transfer
    CUN
    15:55
    Midway International Airport - Cancún International Airport
    Wed, Mar 27Frontier Airlines
    US$100
  • Frontier Airlines
    MDW
    09:08
    6h 47m
    1 transfer
    CUN
    15:55
    Midway International Airport - Cancún International Airport
    Wed, Mar 27Frontier Airlines
    US$100
    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 $476.
  • How long does it take to fly from Chicago (CHI) to Cancun (CUN) and what is the distance?

    It takes around 3 hours 45 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): United Airlines, American Airlines, Southwest Airlines, Spirit Airlines, Volaris, Emirates and Frontier Airlines.

Chicago to Cancun Flight Information

Cheapest nonstop flight price

$77

Cheapest round-trip ticket price

$170

Off-season for travel

December

Peak season for travel

June