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Flights from Cancun to Chicago

Book direct flights from Cancun to Chicago: One way flights from $222, round trip flights from $363. Find flight deals for the next 3 months below.

      • Cheapest nonstop
        CUN 11:00 AM
        4h 9m
        Nonstop
        ORD 3:09 PM
        Cancun - Chicago | Wed, Jul 22 | Frontier Airlines
        ORD 6:05 AM
        3h 49m
        Nonstop
        CUN 9:54 AM
        Chicago - Cancun | Mon, Jul 27 | Frontier Airlines
        $363 $598
        39% off
        39% off
        $598 $363
      • CUN 12:35 PM
        7h 56m
        1 stop
        ORD 8:31 PM
        Cancun - Chicago | Wed, Jul 22 | Aeromexico
        ORD 6:05 AM
        3h 49m
        Nonstop
        CUN 9:54 AM
        Chicago - Cancun | Mon, Jul 27 | Frontier Airlines
        $352 $598
        41% off
        41% off
        $598 $352
      • CUN 5:22 PM
        7h 37m
        1 stop
        ORD 12:59 AM
        Cancun - Chicago | Wed, Aug 26 | United Airlines
        ORD 5:30 AM
        7h 3m
        1 stop
        CUN 12:33 PM
        Chicago - Cancun | Sun, Aug 30 | United Airlines
        $387 $598
        35% off
        35% off
        $598 $387
      • CUN 2:35 PM
        7h 25m
        1 stop
        ORD 10:00 PM
        Cancun - Chicago | Wed, Jul 22 | American Airlines
        ORD 6:05 AM
        3h 49m
        Nonstop
        CUN 9:54 AM
        Chicago - Cancun | Mon, Jul 27 | Frontier Airlines
        $392
        34% off
        $598 $392
      • CUN 10:40 AM
        14h 15m
        1 stop
        ORD 12:55 AM
        Cancun - Chicago | Wed, Aug 26 | Volaris
        MDW 7:25 PM
        17h 31m
        1 stop
        CUN 12:56 PM
        Chicago - Cancun | Sat, Aug 29 | Delta Air Lines
        $398
        33% off
        $598 $398
      • CUN 2:06 PM
        7h 41m
        1 stop
        ORD 9:47 PM
        Cancun - Chicago | Wed, Aug 26 | Delta Air Lines
        MDW 7:25 PM
        17h 31m
        1 stop
        CUN 12:56 PM
        Chicago - Cancun | Sat, Aug 29 | Delta Air Lines
        $404
        32% off
        $598 $404
      • CUN 10:55 AM
        9h 38m
        1 stop
        ORD 8:33 PM
        Cancun - Chicago | Wed, Jul 22 | Delta Air Lines
        ORD 6:05 AM
        3h 49m
        Nonstop
        CUN 9:54 AM
        Chicago - Cancun | Mon, Jul 27 | Frontier Airlines
        $408
        32% off
        $598 $408
      • CUN 8:05 AM
        8h 10m
        1 stop
        MDW 4:15 PM
        Cancun - Chicago | Fri, Aug 21 | Delta Air Lines
        ORD 4:01 PM
        9h 29m
        1 stop
        CUN 1:30 AM
        Chicago - Cancun | Tue, Aug 25 | Aeromexico
        $411
        31% off
        $598 $411
      • CUN 8:05 AM
        8h 10m
        1 stop
        MDW 4:15 PM
        Cancun - Chicago | Fri, Aug 21 | Aeromexico
        MDW 12:46 PM
        7h 19m
        1 stop
        CUN 8:05 PM
        Chicago - Cancun | Tue, Aug 25 | Aeromexico
        $414
        31% off
        $598 $414
      • CUN 2:06 PM
        7h 41m
        1 stop
        ORD 9:47 PM
        Cancun - Chicago | Wed, Aug 26 | Aeromexico
        MDW 6:42 PM
        16h 53m
        1 stop
        CUN 11:35 AM
        Chicago - Cancun | Sat, Aug 29 | Delta Air Lines
        $418
        30% off
        $598 $418
      • CUN 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Cancun - Chicago | Tue, Jul 21 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        CUN 4:00 PM
        Chicago - Cancun | Thu, Jul 23 | Normal Airline
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      • Cheapest nonstop
        CUN 12:11 PM
        3h 53m
        Nonstop
        ORD 4:04 PM
        Cancun - Chicago | Tue, Aug 25 | United Airlines
        $222 $319
        30% off
        30% off
        $319 $222
      • CUN 10:50 AM
        12h 57m
        1 stop
        ORD 11:47 PM
        Cancun - Chicago | Thu, Aug 27 | Volaris
        $193 $319
        39% off
        39% off
        $319 $193
      • CUN 7:51 AM
        24h 4m
        1 stop
        ORD 7:55 AM
        Cancun - Chicago | Fri, Aug 21 | United Airlines
        $194 $319
        39% off
        39% off
        $319 $194
      • CUN 10:40 AM
        14h 15m
        1 stop
        ORD 12:55 AM
        Cancun - Chicago | Wed, Aug 26 | Volaris
        $199
        38% off
        $319 $199
      • CUN 12:49 PM
        12h 6m
        1 stop
        ORD 12:55 AM
        Cancun - Chicago | Tue, Sep 1 | Volaris
        $204
        36% off
        $319 $204
      • CUN 9:50 PM
        8h 2m
        1 stop
        ORD 5:52 AM
        Cancun - Chicago | Thu, Sep 17 | Volaris
        $209
        34% off
        $319 $209
      • CUN 4:32 PM
        12h 9m
        1 stop
        ORD 4:41 AM
        Cancun - Chicago | Sat, Aug 22 | Volaris
        $209
        34% off
        $319 $209
      • CUN 10:50 AM
        12h 57m
        1 stop
        ORD 11:47 PM
        Cancun - Chicago | Tue, Sep 15 | Volaris
        $210
        34% off
        $319 $210
      • CUN 3:55 PM
        12h 59m
        1 stop
        ORD 4:54 AM
        Cancun - Chicago | Sat, Aug 29 | Volaris
        $211
        34% off
        $319 $211
      • CUN 10:40 AM
        14h 15m
        1 stop
        ORD 12:55 AM
        Cancun - Chicago | Thu, Aug 20 | Volaris
        $213
        33% off
        $319 $213
      • CUN 10:50 AM
        12h 57m
        1 stop
        ORD 11:47 PM
        Cancun - Chicago | Fri, Aug 28 | Volaris
        $213
        33% off
        $319 $213
      • CUN 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Cancun - Chicago | Tue, Jul 21 | Normal Airline
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Find cheap airlines flights from Cancun to Chicago

You can choose from 1 airlines that fly from Cancun to Chicago, including Frontier Airlines, United Airlines has lowest fares on this route.
Frontier Airlines logo Frontier Airlines
Airlines are determined based on actual purchased flight tickets from Cancun to Chicago according to previous 12 months data from Trip.com.

Flight Info | Cancun to Chicago

The distance between Cancun and Chicago is approximately 2,318.16 km. It takes around 4 hours 4 minutes on average to fly from Cancun to Chicago. Based on Trip.com's data travel demand peaks in January. The off-season for travel is November.

Cheapest one-way flight price$193
Cheapest round-trip ticket price$352
Off-season for travelNovember
Peak season for travelJanuary
Flight distance2,318.16 km
Average flight time4 hours 4 minutes
Popular airlineFrontier Airlines
Flight statistics for the Cancun–Chicago route are based on aggregated booking data from Trip.com over the past 12 months.

Trip.com price insights on flights from Cancun to Chicago

Which month has the cheapest one-way flights from Cancun to Chicago?

The average price of one-way flights from Cancun to Chicago purchased by Trip.com users by month over the past 12 months.

Based on Trip.com’s data, the cheapest month for flights from Cancun to Chicago is September, with an average price of $132; while the month with the highest flight price is usually January, with an average price of up to $322.

$322
$227
$132
$37
    Cheapest
  • $247
    Jul
  • $182
    Aug
  • $132
    Sep
  • $284
    Oct
  • $295
    Nov
  • $186
    Dec
  • $322
    Jan
  • $184
    Feb
  • $168
    Mar
  • $282
    Apr
  • $262
    May
  • $176
    Jun

Frequently Asked Questions

  • What are the cheapest flights from Cancun to Chicago (CUN-CHI)?

    Based on Trip.com data, Volaris offers one-way fares as low as $193 on Cheapest nonstop routes (e.g. CUN to ORD on Thu, Aug 27), while Aeromexico offers Cheapest nonstop round-trips from $352 departing on Wed, Jul 22 and returning on Mon, Jul 27.
  • At the moment, you can catch a nonstop flight from Cancun to Chicago with the following airlines, including: Frontier Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes around 4 hours 4 minutes to fly from Cancun (CUN) to Chicago (CHI).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Cancun to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • Based on Trip.com data in the past 4 weeks, there is 36 flight per week flying from Cancun to Chicago. You can check the weekly schedule for popular airlines on this route below: Frontier Airlines: S/M/T/W/T/F/S -- F9045 (11:14)
  • To find best deals on flights from Cancun to Chicago, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Thu, Aug 27, with one-way flights priced at just $193.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is United Airlines.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around January.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Cancun to Chicago is November, when demand for travel is lower.
  • After crunching the numbers on our July flight calendar, it's currently cheapest to fly from Cancun to Chicago on July 23, 2026 with United Airlines, with prices starting at $159.
  • You can land at any one of the following hubs in Chicago, with Cancún International Airport to Chicago Midway International Airport (CUN-MDW) is by far the most common option on this route: O'Hare International Airport (ORD) Chicago Midway International Airport (MDW) Chicago Rockford International Airport (RFD).
  • The time difference between Chicago and Cancun is 1h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

Explore More Popular Flights

Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.