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Cheap flight deals from Chicago to Cancun Starting at PHP 4,205

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

  • One way
  • Round-trip
      • Cheapest nonstop
        ORD06:00 am
        4h 19m
        Nonstop
        CUN11:19 am
        Mon, Feb 3|Chicago - Cancun|Frontier Airlines
        PHP 4,205PHP 5,330
        21% OFF
        21% OFF
        PHP 5,330PHP 4,205

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Mon, Feb 3, arriving at Cancún International Airport. One-way Prices start from PHP 4,205 including taxes and charges.

      • ORD06:30 am
        4h 19m
        Nonstop
        CUN11:49 am
        Mon, Feb 24|Chicago - Cancun|Frontier Airlines
        PHP 4,229PHP 5,330
        21% OFF
        21% OFF
        PHP 5,330PHP 4,229

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Mon, Feb 24, arriving at Cancún International Airport. One-way Prices start from PHP 4,229 including taxes and charges.

      • ORD06:00 am
        4h 19m
        Nonstop
        CUN11:19 am
        Tue, Feb 4|Chicago - Cancun|Frontier Airlines
        PHP 4,535PHP 5,330
        15% OFF
        15% OFF
        PHP 5,330PHP 4,535

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Tue, Feb 4, arriving at Cancún International Airport. One-way Prices start from PHP 4,535 including taxes and charges.

      • ORD06:30 am
        4h 19m
        Nonstop
        CUN11:49 am
        Tue, Feb 25|Chicago - Cancun|Frontier Airlines
        PHP 4,535
        PHP 4,535

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Tue, Feb 25, arriving at Cancún International Airport. One-way Prices start from PHP 4,535 including taxes and charges.

      • ORD06:00 am
        4h 19m
        Nonstop
        CUN11:19 am
        Wed, Feb 5|Chicago - Cancun|Frontier Airlines
        PHP 4,551
        PHP 4,551

        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 PHP 4,551 including taxes and charges.

      • ORD06:00 am
        4h 6m
        Nonstop
        CUN11:06 am
        Tue, Mar 4|Chicago - Cancun|Frontier Airlines
        PHP 4,583
        PHP 4,583

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Tue, Mar 4, arriving at Cancún International Airport. One-way Prices start from PHP 4,583 including taxes and charges.

      • ORD06:00 am
        4h 6m
        Nonstop
        CUN11:06 am
        Tue, Feb 18|Chicago - Cancun|Frontier Airlines
        PHP 4,591
        PHP 4,591

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Tue, Feb 18, arriving at Cancún International Airport. One-way Prices start from PHP 4,591 including taxes and charges.

      • ORD06:00 am
        4h 6m
        Nonstop
        CUN10:06 am
        Mon, Mar 10|Chicago - Cancun|Frontier Airlines
        PHP 4,631
        PHP 4,631

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Mon, Mar 10, arriving at Cancún International Airport. One-way Prices start from PHP 4,631 including taxes and charges.

      • ORD06:00 am
        4h 19m
        Nonstop
        CUN11:19 am
        Mon, Feb 10|Chicago - Cancun|Frontier Airlines
        PHP 4,688
        PHP 4,688

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Mon, Feb 10, arriving at Cancún International Airport. One-way Prices start from PHP 4,688 including taxes and charges.

      • ORD06:00 am
        4h 19m
        Nonstop
        CUN11:19 am
        Tue, Feb 11|Chicago - Cancun|Frontier Airlines
        PHP 4,841
        PHP 4,841

        Choose Frontier Airlines flights from Chicago to Cancun. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Tue, Feb 11, arriving at Cancún International Airport. One-way Prices start from PHP 4,841 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        CUN02:00 pm
        Thu, Feb 6|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.

Chicago to Cancun Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. Y4701

    Volaris

    01:40 am

    ORD

    4.2h

    04:50 am

    MEX

    -M-W-FS
    Search

  2. Y43537

    Volaris

    12:21 pm

    NLU

    2.3h

    03:40 pm

    CUN

    SMTWTFS

  3. Y41703

    Volaris

    01:45 am

    ORD

    4.4h

    05:07 am

    GDL

    SMTWTFS
    Search

  4. AM213

    Aeromexico

    09:06 am

    GDL

    1.6h

    10:40 am

    MEX

    SMTWTF-

  5. AM524

    Aeromexico

    11:55 am

    MEX

    2.6h

    03:30 pm

    CUN

    SMTWTFS

  6. F9044

    Frontier Airlines

    06:20 am

    ORD

    3.9h

    Nonstop

    10:16 am

    CUN

    SMTWTFS
    Search

  7. AA1854

    American Airlines

    06:30 am

    ORD

    2.0h

    09:31 am

    PHL

    SMTWTFS
    Search

  8. AA805

    American Airlines

    10:30 am

    PHL

    4.0h

    01:30 pm

    CUN

    SMTWTFS

  9. UA2482

    United Airlines

    07:35 am

    ORD

    3.0h

    10:38 am

    IAH

    SMTWTFS
    Search

  10. UA1114

    United Airlines

    02:26 pm

    IAH

    2.4h

    05:50 pm

    CUN

    SMTWTFS

  11. UA2155

    United Airlines

    07:55 pm

    ORD

    3.0h

    10:58 pm

    IAH

    SMTWTFS
    Search

  12. UA1619

    United Airlines

    08:02 am

    IAH

    2.4h

    11:25 am

    CUN

    SMTWTFS

  13. AA2208

    American Airlines

    08:50 pm

    ORD

    3.1h

    11:56 pm

    AUS

    SMTWTFS
    Search

  14. AA2179

    American Airlines

    06:50 am

    AUS

    2.7h

    10:30 am

    CUN

    S--WTFS

  15. UA1656

    United Airlines

    09:07 am

    ORD

    3.8h

    Nonstop

    12:53 pm

    CUN

    SMTWTFS
    Search

  16. UA1198

    United Airlines

    09:21 am

    ORD

    3.9h

    Nonstop

    01:14 pm

    CUN

    SMTWTFS
    Search

  17. F91596

    Frontier Airlines

    09:28 am

    ORD

    2.2h

    12:41 pm

    ATL

    SMTWTFS
    Search

  18. F9103

    Frontier Airlines

    06:55 am

    ATL

    2.9h

    08:51 am

    CUN

    S--WTFS
Find more flights and airlines

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.

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 PHP 25,541.

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

    It takes around 3 hours 50 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, Volaris, Emirates, United Airlines, Spirit Airlines, Frontier Airlines and Southwest 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

Flight Info | Chicago to Cancun

Cheapest nonstop flight pricePHP 4,204
Cheapest round-trip ticket pricePHP 9,657
Off-season for travelJanuary
Peak season for travelOctober
Flight distance2,318.16 km
Average flight time3 hours 50 minutes
Popular airlineAeromexico

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