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Cancun Intl. Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from Cancun Intl. Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from AED 797 and round-trip from AED 1,368. Based on Trip.com's latest 7-day flight data.

    • CUN 8:00 AM
      14h 33m
      1 stop
      MDW 10:33 PM
      Cancun - Chicago | Tue, Oct 27 | Aeromexico
      ORD 6:10 AM
      3h 48m
      Nonstop
      CUN 9:58 AM
      Chicago - Cancun | Mon, Nov 2 | Frontier Airlines
      AED 1,368 AED 3,375
      59% off
      59% off
      AED 3,375 AED 1,368
    • CUN 3:24 PM
      7h 29m
      1 stop
      MDW 9:53 PM
      Cancun - Chicago | Thu, Dec 3 | Frontier Airlines
      ORD 12:04 AM
      13h 13m
      1 stop
      CUN 2:17 PM
      Chicago - Cancun | Mon, Dec 7 | Volaris
      AED 1,431 AED 3,375
      57% off
      57% off
      AED 3,375 AED 1,431
    • CUN 2:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Thu, Nov 26 | Frontier Airlines
      ORD 6:10 AM
      3h 58m
      Nonstop
      CUN 11:08 AM
      Chicago - Cancun | Mon, Nov 30 | Frontier Airlines
      AED 1,445 AED 3,375
      56% off
      56% off
      AED 3,375 AED 1,445
    • CUN 12:05 PM
      11h 51m
      1 stop
      MDW 10:56 PM
      Cancun - Chicago | Thu, Dec 3 | Delta Air Lines
      ORD 12:04 AM
      13h 13m
      1 stop
      CUN 2:17 PM
      Chicago - Cancun | Mon, Dec 7 | Volaris
      AED 1,450
      56% off
      AED 3,375 AED 1,450
    • CUN 4:06 PM
      7h 48m
      1 stop
      MDW 10:54 PM
      Cancun - Chicago | Tue, Dec 1 | Aeromexico
      ORD 1:24 AM
      13h 7m
      1 stop
      CUN 3:31 PM
      Chicago - Cancun | Mon, Dec 7 | Volaris
      AED 1,550
      54% off
      AED 3,375 AED 1,550
    • CUN 4:10 PM
      7h 45m
      1 stop
      MDW 10:55 PM
      Cancun - Chicago | Wed, Dec 23 | Aeromexico
      MDW 6:00 AM
      6h 50m
      1 stop
      CUN 1:50 PM
      Chicago - Cancun | Sun, Dec 27 | Aeromexico
      AED 1,650
      51% off
      AED 3,375 AED 1,650
    • CUN 4:06 PM
      7h 48m
      1 stop
      MDW 10:54 PM
      Cancun - Chicago | Wed, Dec 2 | Aeromexico
      ORD 1:30 PM
      6h 25m
      1 stop
      CUN 8:55 PM
      Chicago - Cancun | Mon, Dec 7 | Aeromexico
      AED 1,664
      51% off
      AED 3,375 AED 1,664
    • CUN 4:10 PM
      7h 45m
      1 stop
      MDW 10:55 PM
      Cancun - Chicago | Wed, Dec 23 | Delta Air Lines
      MDW 11:28 AM
      8h 40m
      1 stop
      CUN 9:08 PM
      Chicago - Cancun | Sun, Dec 27 | Delta Air Lines
      AED 1,696
      50% off
      AED 3,375 AED 1,696
    • CUN 4:06 PM
      7h 48m
      1 stop
      MDW 10:54 PM
      Cancun - Chicago | Wed, Dec 2 | Delta Air Lines
      ORD 5:30 AM
      7h 17m
      1 stop
      CUN 1:47 PM
      Chicago - Cancun | Mon, Dec 7 | Delta Air Lines
      AED 1,716
      49% off
      AED 3,375 AED 1,716
    • CUN 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Cancun - Chicago | Wed, Oct 28 | Normal Airline
      CHI 3:00 PM
      6h
      Nonstop
      CUN 4:00 PM
      Chicago - Cancun | Fri, Oct 30 | Normal Airline
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    • Cheapest
      CUN 1:51 PM
      9h 52m
      1 stop
      MDW 11:43 PM
      Cancun - Chicago | Wed, Nov 11 | Frontier Airlines
      AED 797 AED 1,435
      44% off
      44% off
      AED 1,435 AED 797
    • Cheapest
      CUN 2:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Thu, Dec 3 | Frontier Airlines
      AED 797 AED 1,435
      44% off
      44% off
      AED 1,435 AED 797
    • Cheapest
      CUN 2:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Wed, Dec 2 | Frontier Airlines
      AED 797 AED 1,435
      44% off
      44% off
      AED 1,435 AED 797
    • Cheapest
      CUN 2:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Wed, Nov 25 | Frontier Airlines
      AED 797
      44% off
      AED 1,435 AED 797
    • Cheapest
      CUN 2:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Thu, Nov 26 | Frontier Airlines
      AED 797
      44% off
      AED 1,435 AED 797
    • CUN 1:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Thu, Nov 19 | Frontier Airlines
      AED 798
      44% off
      AED 1,435 AED 798
    • CUN 1:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Wed, Nov 18 | Frontier Airlines
      AED 798
      44% off
      AED 1,435 AED 798
    • CUN 1:51 PM
      9h 52m
      1 stop
      MDW 11:43 PM
      Cancun - Chicago | Thu, Nov 12 | Frontier Airlines
      AED 798
      44% off
      AED 1,435 AED 798
    • CUN 2:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Wed, Dec 9 | Frontier Airlines
      AED 798
      44% off
      AED 1,435 AED 798
    • CUN 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Cancun - Chicago | Wed, Oct 28 | Normal Airline
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    • CUN 8:15 AM
      7h 26m
      1 stop
      MDW 2:41 PM
      Cancun - Chicago | Fri, Dec 25 | Aeromexico
      AED 877 AED 1,316
      33% off
      33% off
      AED 1,316 AED 877
    • CUN 4:20 PM
      7h 2m
      1 stop
      MDW 10:22 PM
      Cancun - Chicago | Thu, Dec 24 | Aeromexico
      AED 907 AED 1,316
      31% off
      31% off
      AED 1,316 AED 907
    • CUN 4:30 PM
      6h 40m
      1 stop
      MDW 10:10 PM
      Cancun - Chicago | Thu, Jan 7 | Delta Air Lines
      AED 1,083 AED 1,316
      18% off
      18% off
      AED 1,316 AED 1,083
    • CUN 4:30 PM
      6h 40m
      1 stop
      MDW 10:10 PM
      Cancun - Chicago | Thu, Jan 7 | Aeromexico
      AED 1,105
      16% off
      AED 1,316 AED 1,105
    • CUN 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Cancun - Chicago | Wed, Oct 28 | Normal Airline
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    • CUN 1:51 PM
      9h 52m
      1 stop
      MDW 11:43 PM
      Cancun - Chicago | Wed, Nov 11 | Frontier Airlines
      AED 797 AED 1,435
      44% off
      44% off
      AED 1,435 AED 797
    • CUN 1:51 PM
      9h 52m
      1 stop
      MDW 11:43 PM
      Cancun - Chicago | Thu, Nov 12 | Frontier Airlines
      AED 798 AED 1,435
      44% off
      44% off
      AED 1,435 AED 798
    • CUN 1:51 PM
      9h 52m
      1 stop
      MDW 11:43 PM
      Cancun - Chicago | Wed, Oct 28 | Frontier Airlines
      AED 799 AED 1,435
      44% off
      44% off
      AED 1,435 AED 799
    • CUN 2:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Thu, Dec 3 | Frontier Airlines
      AED 797
      44% off
      AED 1,435 AED 797
    • CUN 2:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Wed, Dec 2 | Frontier Airlines
      AED 797
      44% off
      AED 1,435 AED 797
    • CUN 2:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Wed, Nov 25 | Frontier Airlines
      AED 797
      44% off
      AED 1,435 AED 797
    • CUN 2:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Thu, Nov 26 | Frontier Airlines
      AED 797
      44% off
      AED 1,435 AED 797
    • CUN 1:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Thu, Nov 19 | Frontier Airlines
      AED 798
      44% off
      AED 1,435 AED 798
    • CUN 1:51 PM
      9h 56m
      1 stop
      MDW 11:47 PM
      Cancun - Chicago | Wed, Nov 18 | Frontier Airlines
      AED 798
      44% off
      AED 1,435 AED 798
    • CUN 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Cancun - Chicago | Wed, Oct 28 | Normal Airline
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Displayed flight fares from Cancun to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Which airline offers the cheapest flights from Cancun Intl. Airport to Chicago Midway International Airport?

The cheapest airline flying from Cancun Intl. Airport to Chicago Midway International Airport is Frontier Airlines (from AED 789) among 4 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From AED 789
Aeromexico
From AED 834
Delta Air Lines
From AED 855
Volaris
From AED 1,011

Find more flights and airlines

What is the flight schedule from Cancun Intl. Airport to Chicago Midway International Airport?

Check the schedule for flights from Cancun to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. AM3372

    Cancun Intl. Airport

    3:25 PM

    CUN

    2h 35m

    Nonstop

    7:00 PM

    ATL

    S M T W T F S
    Search

  2. AM3763

    Hartsfield–Jackson Atlanta International Airport

    9:15 PM

    ATL

    1h 55m

    Nonstop

    10:10 PM

    MDW

    S M T W T F S

  3. DL597

    Cancun Intl. Airport

    2:58 PM

    CUN

    2h 41m

    Nonstop

    5:39 PM

    ATL

    S M T W T F S
    Search

  4. DL1076

    Hartsfield–Jackson Atlanta International Airport

    10:59 PM

    ATL

    1h 56m

    Nonstop

    11:55 PM

    MDW

    S M T W T F S

  5. AM3839

    Cancun Intl. Airport

    2:10 PM

    CUN

    2h 45m

    Nonstop

    5:55 PM

    ATL

    S M T W T F S
    Search

  6. AM3763

    Hartsfield–Jackson Atlanta International Airport

    9:15 PM

    ATL

    1h 55m

    Nonstop

    10:10 PM

    MDW

    S M T W T F S

  7. DL609

    Cancun Intl. Airport

    8:00 AM

    CUN

    2h 32m

    Nonstop

    10:32 AM

    ATL

    S M T W T F S
    Search

  8. DL1728

    Hartsfield–Jackson Atlanta International Airport

    3:30 PM

    ATL

    1h 55m

    Nonstop

    4:25 PM

    MDW

    S M T W T F S

  9. F9152

    Cancun Intl. Airport

    3:51 PM

    CUN

    3h 2m

    Nonstop

    6:53 PM

    ATL

    S - - W T F S
    Search

  10. F92291

    Hartsfield–Jackson Atlanta International Airport

    10:45 PM

    ATL

    1h 58m

    Nonstop

    11:43 PM

    MDW

    S M T W T - S

  11. AM4062

    Cancun Intl. Airport

    12:30 PM

    CUN

    2h 45m

    Nonstop

    4:15 PM

    ATL

    S M T W T F S
    Search

  12. AM3763

    Hartsfield–Jackson Atlanta International Airport

    9:15 PM

    ATL

    1h 55m

    Nonstop

    10:10 PM

    MDW

    S M T W T F S

  13. AM3840

    Cancun Intl. Airport

    8:15 AM

    CUN

    2h 45m

    Nonstop

    12:00 PM

    ATL

    S M T W T F S
    Search

  14. AM3763

    Hartsfield–Jackson Atlanta International Airport

    9:15 PM

    ATL

    1h 55m

    Nonstop

    10:10 PM

    MDW

    S M T W T F S

  15. DL609

    Cancun Intl. Airport

    8:00 AM

    CUN

    2h 32m

    Nonstop

    10:32 AM

    ATL

    S M T W T F S
    Search

  16. DL1076

    Hartsfield–Jackson Atlanta International Airport

    10:59 PM

    ATL

    1h 56m

    Nonstop

    11:55 PM

    MDW

    S M T W T F S

  17. DL1888

    Cancun Intl. Airport

    4:30 PM

    CUN

    4h 25m

    Nonstop

    7:55 PM

    MSP

    - - - - - F -
    Search

  18. DL4712

    Minneapolis-Saint Paul International Airport

    7:00 AM

    MSP

    1h 49m

    Nonstop

    8:49 AM

    MDW

    S M T W T F S
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About Cancun Intl. Airport and Chicago Midway International Airport

Learn about Cancun Intl. Airport (CUN) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 2,311.06 km
Cheapest one-way ticket price AED 797
Cheapest return ticket price AED 1,368

FAQs for Cancun Intl. Airport to Chicago Midway International Airport Flights

  • How long is the flight from Cancun Intl. Airport to Chicago Midway International Airport?

    Cancun Intl. Airport to Chicago Midway International Airport takes about 3 hours 15 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 1 daily flights from Cancun Intl. Airport (CUN) to Chicago Midway International Airport (MDW).
  • The earliest flight from Cancun Intl. Airport to Chicago Midway International Airport departs at 11:40, and the last departs at 15:20, with about 2 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from Cancun Intl. Airport (CUN) to Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around AED 1,528 in November, the most expensive month to book this route.
  • The latest flight departs from Cancun Intl. Airport (CUN) at 18:12 and arrives in Chicago Midway International Airport (MDW) at 21:02.
    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Chicago Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • One-way flights from Cancun Intl. Airport to Chicago Midway International Airport currently start from AED 797, and round-trip fares start from AED 1,368. The current lowest fare is a Frontier Airlines flight departing on Wed, Nov 11; prices may vary depending on availability.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Cancun Intl. Airport to Chicago Midway International Airport is AED 1,221. Prices may vary depending on the departure date, airline, and availability.
  • Enter Cancun Intl. Airport and Chicago Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

Popular Destinations

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.