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Cheap flight deals from Chicago to Cancun Starting at $71

Whether you’re going for a one-way or round-trip to Cancun, we’ve got you covered! Check out these different flight options from Chicago below.

  • One way
  • Round-trip
      • Cheapest nonstop
        ORD06:00
        4h 19m
        Nonstop
        CUN11:19
        Tue, Jan 28|Chicago - Cancun|Frontier Airlines
        $71$124
        43% OFF
        43% OFF
        $124$71

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Tue, Jan 28, arriving at Cancún International Airport. One-way Prices start from $71 including taxes and charges.

      • ORD06:30
        3h 57m
        Nonstop
        CUN11:27
        Mon, Dec 9|Chicago - Cancun|Frontier Airlines
        $72$124
        42% OFF
        42% OFF
        $124$72

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Mon, Dec 9, arriving at Cancún International Airport. One-way Prices start from $72 including taxes and charges.

      • ORD06:30
        3h 57m
        Nonstop
        CUN11:27
        Tue, Dec 10|Chicago - Cancun|Frontier Airlines
        $72$124
        42% OFF
        42% OFF
        $124$72

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Tue, Dec 10, arriving at Cancún International Airport. One-way Prices start from $72 including taxes and charges.

      • ORD06:00
        4h 4m
        Nonstop
        CUN11:04
        Sun, Jan 12|Chicago - Cancun|Frontier Airlines
        $73
        $73

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Sun, Jan 12, arriving at Cancún International Airport. One-way Prices start from $73 including taxes and charges.

      • ORD06:00
        4h 4m
        Nonstop
        CUN11:04
        Mon, Jan 13|Chicago - Cancun|Frontier Airlines
        $75
        $75

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Mon, Jan 13, arriving at Cancún International Airport. One-way Prices start from $75 including taxes and charges.

      • ORD06:00
        4h 19m
        Nonstop
        CUN11:19
        Wed, Jan 22|Chicago - Cancun|Frontier Airlines
        $77
        $77

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Wed, Jan 22, arriving at Cancún International Airport. One-way Prices start from $77 including taxes and charges.

      • ORD06:00
        4h 9m
        Nonstop
        CUN11:09
        Sat, Jan 4|Chicago - Cancun|Frontier Airlines
        $77
        $77

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Sat, Jan 4, arriving at Cancún International Airport. One-way Prices start from $77 including taxes and charges.

      • ORD06:00
        4h 19m
        Nonstop
        CUN11:19
        Wed, Feb 5|Chicago - Cancun|Frontier Airlines
        $78
        $78

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Wed, Feb 5, arriving at Cancún International Airport. One-way Prices start from $78 including taxes and charges.

      • ORD06:30
        3h 57m
        Nonstop
        CUN11:27
        Sun, Dec 8|Chicago - Cancun|Frontier Airlines
        $88
        $88

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Sun, Dec 8, arriving at Cancún International Airport. One-way Prices start from $88 including taxes and charges.

      • ORD06:00
        4h 4m
        Nonstop
        CUN11:04
        Sat, Jan 11|Chicago - Cancun|Frontier Airlines
        $89
        $89

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Sat, Jan 11, arriving at Cancún International Airport. One-way Prices start from $89 including taxes and charges.

      • CHI13:00
        3h 5m
        Nonstop
        CUN14:00
        Wed, Dec 11|Chicago - Cancun|Frontier Airlines
        Find More Flights
        Find More Flights

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?

Explore the best time to buy affordable tickets to Cancun with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

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 from various providers below to understand which option best suits your travel needs, before enjoying a comfortable journey with a trusted airline from Chicago to Cancun.

Frontier Airlines
From $71
Volaris
From $106
American Airlines
From $106
Southwest Airlines
From $124
Viva
From $125
Spirit Airlines
From $134
United Airlines
From $138
Aeromexico
From $146
avianca
From $148
Delta Air Lines
From $167

Find more flights and airlines

Alternative Cheap Routes from Chicago to Cancun

Searching for potential routes that might be cheaper and faster? There are a few alternative ways to get to Cancun from Chicago which could help you save money and time.

  • Cheapest
    Frontier Airlines
    ORD
    06:00
    4h 19m
    Nonstop
    CUN
    11:19
    O'Hare International Airport - Cancún International Airport
    Tue, Jan 28Frontier Airlines
    $71
  • Frontier Airlines
    MDW
    12:51
    19h 10m
    1 transfer
    CUN
    09:01
    Midway International Airport - Cancún International Airport
    Fri, Jan 31Frontier Airlines
    $111
  • Allegiant Air
    RFD
    10:30
    22h 56m
    3 transfer
    CUN
    10:26
    Chicago Rockford International Airport - Cancún International Airport
    Mon, Dec 23Allegiant Air
    $435
  • Allegiant Air
    RFD
    10:30
    22h 56m
    3 transfer
    CUN
    10:26
    Chicago Rockford International Airport - Cancún International Airport
    Mon, Dec 23Allegiant Air
    $435
    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 $435.

  • How long does it take to fly from Chicago (CHI) to Cancun (CUN) and what is the distance?

    It takes around 3 hours 54 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 13 km. 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

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
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

Flight Info | Chicago to Cancun

Cheapest nonstop flight price$71
Cheapest round-trip ticket price$172
Off-season for travelJanuary
Peak season for travelMarch
Flight distance2,318.16 km
Average flight time3 hours 54 minutes
Popular airlineAeromexico

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