App
Help
MYR
Find Bookings
Trip.com
>
Flights
>
Mexico
>
Quintana Roo
>
Flights to Cancun
>
Cheap Flights from Chicago to Cancun
Worldwide Coverage
Worldwide Coverage
Flights to over 5,000 cities
One-stop Service Guarantee
One-stop Service Guarantee
Price guaranteed upon confirmed payment, booking guaranteed once tickets issued
Secure Payment
Secure Payment
Convenient & reliable booking and payment system

Cheap Flights from Chicago to Cancun starting at MYR 320

Discover our range of affordable one-way and round-trip flights from Chicago to Cancun and kick-start your next adventure today!

  • One way
  • Round-trip
      • Cheapest nonstop
        ORD06:30
        4h 19m
        Nonstop
        CUN11:49
        Tue, Feb 25|Chicago - Cancun|Frontier Airlines
        MYR 320MYR 489
        35% OFF
        35% OFF
        MYR 489MYR 320

        Fly from Chicago to Cancun on Tue, Feb 25 with Frontier Airlines. One-way direct flights with Frontier Airlines depart O'Hare International Airport and arrive Cancún International Airport starting at MYR 320 including taxes and charges.

      • ORD06:00
        4h 19m
        Nonstop
        CUN11:19
        Wed, Feb 5|Chicago - Cancun|Frontier Airlines
        MYR 342MYR 489
        30% OFF
        30% OFF
        MYR 489MYR 342

        Fly from Chicago to Cancun on Wed, Feb 5 with Frontier Airlines. One-way direct flights with Frontier Airlines depart O'Hare International Airport and arrive Cancún International Airport starting at MYR 342 including taxes and charges.

      • ORD06:00
        4h 19m
        Nonstop
        CUN11:19
        Tue, Feb 4|Chicago - Cancun|Frontier Airlines
        MYR 343MYR 489
        30% OFF
        30% OFF
        MYR 489MYR 343

        Fly from Chicago to Cancun on Tue, Feb 4 with Frontier Airlines. One-way direct flights with Frontier Airlines depart O'Hare International Airport and arrive Cancún International Airport starting at MYR 343 including taxes and charges.

      • ORD06:00
        4h 6m
        Nonstop
        CUN11:06
        Tue, Mar 4|Chicago - Cancun|Frontier Airlines
        MYR 344
        MYR 344

        Fly from Chicago to Cancun on Tue, Mar 4 with Frontier Airlines. One-way direct flights with Frontier Airlines depart O'Hare International Airport and arrive Cancún International Airport starting at MYR 344 including taxes and charges.

      • ORD06:00
        4h 6m
        Nonstop
        CUN11:06
        Mon, Feb 17|Chicago - Cancun|Frontier Airlines
        MYR 344
        MYR 344

        Fly from Chicago to Cancun on Mon, Feb 17 with Frontier Airlines. One-way direct flights with Frontier Airlines depart O'Hare International Airport and arrive Cancún International Airport starting at MYR 344 including taxes and charges.

      • ORD06:00
        4h 6m
        Nonstop
        CUN11:06
        Tue, Feb 18|Chicago - Cancun|Frontier Airlines
        MYR 345
        MYR 345

        Fly from Chicago to Cancun on Tue, Feb 18 with Frontier Airlines. One-way direct flights with Frontier Airlines depart O'Hare International Airport and arrive Cancún International Airport starting at MYR 345 including taxes and charges.

      • ORD06:00
        4h 6m
        Nonstop
        CUN11:06
        Mon, Mar 3|Chicago - Cancun|Frontier Airlines
        MYR 349
        MYR 349

        Fly from Chicago to Cancun on Mon, Mar 3 with Frontier Airlines. One-way direct flights with Frontier Airlines depart O'Hare International Airport and arrive Cancún International Airport starting at MYR 349 including taxes and charges.

      • ORD06:00
        4h 19m
        Nonstop
        CUN11:19
        Mon, Feb 10|Chicago - Cancun|Frontier Airlines
        MYR 352
        MYR 352

        Fly from Chicago to Cancun on Mon, Feb 10 with Frontier Airlines. One-way direct flights with Frontier Airlines depart O'Hare International Airport and arrive Cancún International Airport starting at MYR 352 including taxes and charges.

      • ORD06:00
        4h 6m
        Nonstop
        CUN11:06
        Mon, Feb 24|Chicago - Cancun|Frontier Airlines
        MYR 362
        MYR 362

        Fly from Chicago to Cancun on Mon, Feb 24 with Frontier Airlines. One-way direct flights with Frontier Airlines depart O'Hare International Airport and arrive Cancún International Airport starting at MYR 362 including taxes and charges.

      • ORD06:00
        4h 19m
        Nonstop
        CUN11:19
        Tue, Feb 11|Chicago - Cancun|Frontier Airlines
        MYR 363
        MYR 363

        Fly from Chicago to Cancun on Tue, Feb 11 with Frontier Airlines. One-way direct flights with Frontier Airlines depart O'Hare International Airport and arrive Cancún International Airport starting at MYR 363 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        CUN02:00 pm
        Tue, Feb 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.

Chicago to Cancun Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. Y4701

    Volaris

    01:40

    ORD

    4.2h

    04:50

    MEX

    -M-W-FS
    Search

  2. Y43537

    Volaris

    12:21

    NLU

    2.3h

    15:40

    CUN

    SMTWTFS

  3. Y41703

    Volaris

    01:45

    ORD

    4.4h

    05:07

    GDL

    SMTWTFS
    Search

  4. AM213

    Aeromexico

    09:23

    GDL

    1.6h

    11:00

    MEX

    SMTWTF-

  5. AM524

    Aeromexico

    11:55

    MEX

    2.5h

    15:28

    CUN

    SMTWTFS

  6. AA370

    American Airlines

    05:00

    ORD

    2.7h

    07:42

    DFW

    SMTWTFS
    Search

  7. AA2874

    American Airlines

    10:20

    DFW

    3.0h

    14:20

    CUN

    SMTWTFS

  8. AA574

    American Airlines

    06:30

    ORD

    2.7h

    09:12

    DFW

    SMTWTFS
    Search

  9. AA1001

    American Airlines

    09:37

    DFW

    2.8h

    13:22

    CUN

    SMTWTFS

  10. F9044

    Frontier Airlines

    07:25

    ORD

    4.0h

    Nonstop

    11:24

    CUN

    SMTWTFS
    Search

  11. UA2482

    United Airlines

    07:35

    ORD

    3.0h

    10:38

    IAH

    SMTWTFS
    Search

  12. UA1114

    United Airlines

    14:26

    IAH

    2.4h

    17:50

    CUN

    SMTWTFS

  13. UA1656

    United Airlines

    08:42

    ORD

    4.8h

    Nonstop

    13:33

    CUN

    SMTWTFS
    Search

  14. UA1198

    United Airlines

    09:21

    ORD

    3.9h

    Nonstop

    13:14

    CUN

    SMTWTFS
    Search

  15. AA492

    American Airlines

    09:55

    ORD

    3.8h

    Nonstop

    13:45

    CUN

    S-TWTFS
    Search

  16. AA2208

    American Airlines

    20:50

    ORD

    3.1h

    23:56

    AUS

    SMTWTFS
    Search

  17. AA2179

    American Airlines

    08:08

    AUS

    2.5h

    10:38

    CUN

    S--WTFS
Find more flights and airlines

Cheapest time to fly from Chicago to Cancun

Price trend charts are a great way of tracking how much your flights cost in the lead up to departure and can help you choose when to book your tickets. See how prices to Cancun from Chicago have changed and are set to move below.

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When to buy 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 is a flight from Chicago (CHI) to Cancun (CUN) cost?

    According to Trip.com's data, the lowest price is around MYR 1,916.

  • How long is a flight from Chicago (CHI) to Cancun (CUN)?

    It takes about 3 hours 57 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 time does the earliest flight from Chicago to Cancun depart?

    The earliest flight departs from Chicago (ORD) at 06:00 and arrives in Cancun (CUN) at 09:31.

  • 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.

  • 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?

    There are 1 airports near Cancun: Cancún International Airport.

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

Find cheapest flight ticket from Chicago to Cancun

Cheapest direct flight priceMYR 320
Cheapest return ticket priceMYR 800
Off-season for travelJanuary
Peak season for travelMay
Flight distance2,318.16km
Average flight time3 hours 57 minutes
Popular airlineAeromexico

Contact Us

About

Other Services

Payment Methods
Our Partners
Copyright © 2025 Trip.com Travel Singapore Pte. Ltd. All rights reserved
Site Operator: Trip.com Travel Singapore Pte. Ltd. Travel License No. 02943