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Flights from Chicago to Cancun Starting at £58

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

  • One way
  • Round-trip

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

Find the best 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.
Airlines Flying 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 £58
Spirit Airlines
From £59
American Airlines
From £81
Southwest Airlines
From £90
United Airlines
From £113
Delta Air Lines
From £121
Aeromexico
From £124
Jetblue Airways
From £136
Sun Country Airlines
From £143
Viva Aerobus
From £153
ANA airlines

Find more flights and airlines

Alternative 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
    Frontier Airlines
    ORD
    08:57
    4h 14m
    Direct
    CUN
    13:11
    O'Hare International Airport - Cancún International Airport
    Fri, Apr 5Frontier Airlines
    £58
  • Frontier Airlines
    MDW
    07:00
    9h 6m
    1 transfer
    CUN
    16:06
    Midway International Airport - Cancún International Airport
    Tue, May 7Frontier Airlines
    £85
  • Frontier Airlines
    MDW
    07:00
    9h 6m
    1 transfer
    CUN
    16:06
    Midway International Airport - Cancún International Airport
    Tue, May 7Frontier Airlines
    £85
    Find More Flights

How do I find the cheapest flights?

  • When are 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 are flights from Chicago (CHI) to Cancun (CUN) cost?

    According to Trip.com's data, the lowest price is around £376.
  • How long is the flight from Chicago (CHI) to Cancun (CUN)?

    It takes about 3 hours 46 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 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.
  • 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 (CUN)?

    There are 1 airport(s) in Cancun (CUN): Cancún International Airport.

Flight Information from Chicago to Cancun

Cheapest direct flight price

£58

Cheapest return ticket price

£134

Cheapest month

December

Peak season for travel

September