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Chicago Midway International Airport to Cancun Intl. Airport flight

Explore the cheapest one-way and round-trip flights from Chicago Midway International Airport to Cancun Intl. Airport over the next 90 days, with one-way fares from $187 and round-trip from $369. Based on Trip.com's latest 7-day flight data.

    • MDW 12:49 PM
      7h 6m
      CUN 7:55 PM
      Chicago - Cancun | Fri, Oct 30 | Aeromexico
      CUN 11:44 AM
      4h 1m
      ORD 2:45 PM
      Cancun - Chicago | Wed, Nov 4 | Frontier Airlines
      $369 $478
      23% off
      23% off
      $478 $369
    • MDW 6:16 AM
      6h 25m
      CUN 1:41 PM
      Chicago - Cancun | Fri, Nov 13 | Frontier Airlines
      CUN 6:55 PM
      25h 57m
      ORD 7:52 PM
      Cancun - Chicago | Mon, Nov 16 | Air Canada
      $371 $478
      22% off
      22% off
      $478 $371
    • MDW 6:16 AM
      6h 25m
      CUN 1:41 PM
      Chicago - Cancun | Sun, Nov 8 | Frontier Airlines
      CUN 11:44 AM
      4h 1m
      ORD 2:45 PM
      Cancun - Chicago | Wed, Nov 11 | Frontier Airlines
      $377 $478
      21% off
      21% off
      $478 $377
    • MDW 7:25 AM
      5h 49m
      CUN 1:14 PM
      Chicago - Cancun | Fri, Oct 30 | Frontier Airlines
      CUN 5:49 PM
      16h 8m
      ORD 8:57 AM
      Cancun - Chicago | Fri, Nov 6 | DM Airlines
      $379
      21% off
      $478 $379
    • MDW 11:27 AM
      8h 28m
      CUN 8:55 PM
      Chicago - Cancun | Sat, Nov 14 | Aeromexico
      CUN 11:44 AM
      4h 1m
      ORD 2:45 PM
      Cancun - Chicago | Thu, Nov 19 | Frontier Airlines
      $381
      20% off
      $478 $381
    • MDW 10:59 AM
      8h 56m
      CUN 7:55 PM
      Chicago - Cancun | Fri, Oct 30 | Delta Air Lines
      CUN 11:44 AM
      4h 1m
      ORD 2:45 PM
      Cancun - Chicago | Wed, Nov 4 | Frontier Airlines
      $384
      20% off
      $478 $384
    • MDW 7:25 AM
      5h 49m
      CUN 2:14 PM
      Chicago - Cancun | Sun, Nov 1 | Frontier Airlines
      CUN 5:49 PM
      16h 8m
      ORD 8:57 AM
      Cancun - Chicago | Fri, Nov 6 | DM Airlines
      $388
      19% off
      $478 $388
    • MDW 7:25 AM
      5h 49m
      CUN 1:14 PM
      Chicago - Cancun | Sat, Oct 31 | Frontier Airlines
      CUN 5:49 PM
      16h 8m
      ORD 8:57 AM
      Cancun - Chicago | Fri, Nov 6 | DM Airlines
      $390
      18% off
      $478 $390
    • MDW 7:25 AM
      5h 49m
      CUN 2:14 PM
      Chicago - Cancun | Mon, Nov 2 | Frontier Airlines
      CUN 5:49 PM
      16h 8m
      ORD 8:57 AM
      Cancun - Chicago | Fri, Nov 6 | DM Airlines
      $390
      18% off
      $478 $390
    • CHI 1:00 PM
      17h 25m
      1 stop
      CUN 2:00 PM
      Chicago - Cancun | Wed, Oct 21 | Normal Airline
      CUN 3:00 PM
      6h
      Nonstop
      CHI 4:00 PM
      Cancun - Chicago | Fri, Oct 23 | Normal Airline
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    • Cheapest
      MDW 6:16 AM
      6h 25m
      1 stop
      CUN 1:41 PM
      Chicago - Cancun | Tue, Nov 10 | Frontier Airlines
      $187 $322
      42% off
      42% off
      $322 $187
    • Cheapest
      MDW 6:08 AM
      6h 33m
      1 stop
      CUN 1:41 PM
      Chicago - Cancun | Tue, Nov 17 | Frontier Airlines
      $187 $322
      42% off
      42% off
      $322 $187
    • Cheapest
      MDW 6:24 AM
      6h 17m
      1 stop
      CUN 12:41 PM
      Chicago - Cancun | Sun, Oct 25 | Frontier Airlines
      $187 $418
      55% off
      55% off
      $418 $187
    • Cheapest
      MDW 6:16 AM
      6h 25m
      1 stop
      CUN 1:41 PM
      Chicago - Cancun | Mon, Nov 9 | Frontier Airlines
      $187
      55% off
      $418 $187
    • MDW 6:08 AM
      6h 33m
      1 stop
      CUN 1:41 PM
      Chicago - Cancun | Mon, Nov 16 | Frontier Airlines
      $194
      40% off
      $322 $194
    • MDW 6:04 AM
      8h 21m
      1 stop
      CUN 2:25 PM
      Chicago - Cancun | Tue, Oct 27 | Aeromexico
      $201
      38% off
      $322 $201
    • MDW 6:00 AM
      14h 8m
      1 stop
      CUN 9:08 PM
      Chicago - Cancun | Wed, Dec 2 | Aeromexico
      $204
      37% off
      $322 $204
    • MDW 6:00 AM
      14h 8m
      1 stop
      CUN 9:08 PM
      Chicago - Cancun | Fri, Dec 11 | Aeromexico
      $204
      37% off
      $322 $204
    • MDW 11:28 AM
      8h 40m
      1 stop
      CUN 9:08 PM
      Chicago - Cancun | Sun, Dec 13 | Aeromexico
      $204
      37% off
      $322 $204
    • CHI 1:00 PM
      17h 25m
      1 stop
      CUN 2:00 PM
      Chicago - Cancun | Wed, Oct 21 | Normal Airline
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    • MDW 6:24 AM
      6h 17m
      1 stop
      CUN 12:41 PM
      Chicago - Cancun | Sun, Oct 25 | Frontier Airlines
      $187 $418
      55% off
      55% off
      $418 $187
    • MDW 6:16 AM
      6h 25m
      1 stop
      CUN 1:41 PM
      Chicago - Cancun | Mon, Nov 9 | Frontier Airlines
      $187 $418
      55% off
      55% off
      $418 $187
    • MDW 1:02 PM
      7h 6m
      1 stop
      CUN 9:08 PM
      Chicago - Cancun | Thu, Dec 10 | Aeromexico
      $204 $418
      51% off
      51% off
      $418 $204
    • MDW 6:15 AM
      6h 26m
      1 stop
      CUN 12:41 PM
      Chicago - Cancun | Mon, Oct 26 | Frontier Airlines
      $205
      51% off
      $418 $205
    • MDW 6:00 AM
      5h 45m
      1 stop
      CUN 12:45 PM
      Chicago - Cancun | Fri, Dec 4 | Aeromexico
      $209
      50% off
      $418 $209
    • MDW 9:58 AM
      5h 37m
      1 stop
      CUN 4:35 PM
      Chicago - Cancun | Thu, Dec 31 | Aeromexico
      $213
      49% off
      $418 $213
    • MDW 6:16 AM
      6h 25m
      1 stop
      CUN 1:41 PM
      Chicago - Cancun | Mon, Nov 2 | Frontier Airlines
      $233
      44% off
      $418 $233
    • MDW 6:00 AM
      5h 30m
      1 stop
      CUN 12:30 PM
      Chicago - Cancun | Tue, Nov 17 | Delta Air Lines
      $235
      44% off
      $418 $235
    • MDW 6:21 AM
      6h 20m
      1 stop
      CUN 12:41 PM
      Chicago - Cancun | Sat, Oct 24 | Frontier Airlines
      $266
      36% off
      $418 $266
    • CHI 1:00 PM
      17h 25m
      1 stop
      CUN 2:00 PM
      Chicago - Cancun | Wed, Oct 21 | Normal Airline
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    • MDW 6:24 AM
      6h 17m
      1 stop
      CUN 12:41 PM
      Chicago - Cancun | Sun, Oct 25 | Frontier Airlines
      $187 $572
      67% off
      67% off
      $572 $187
    • MDW 6:15 AM
      6h 26m
      1 stop
      CUN 12:41 PM
      Chicago - Cancun | Mon, Oct 26 | Frontier Airlines
      $205 $572
      64% off
      64% off
      $572 $205
    • MDW 6:21 AM
      6h 20m
      1 stop
      CUN 12:41 PM
      Chicago - Cancun | Sat, Oct 24 | Frontier Airlines
      $266 $572
      53% off
      53% off
      $572 $266
    • MDW 6:04 AM
      5h 31m
      1 stop
      CUN 11:35 AM
      Chicago - Cancun | Wed, Oct 21 | Aeromexico
      $483
      16% off
      $572 $483
    • MDW 6:04 AM
      5h 31m
      1 stop
      CUN 11:35 AM
      Chicago - Cancun | Wed, Oct 21 | Delta Air Lines
      $503
      12% off
      $572 $503
    • CHI 1:00 PM
      17h 25m
      1 stop
      CUN 2:00 PM
      Chicago - Cancun | Wed, Oct 21 | Normal Airline
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Displayed flight fares from Chicago to Cancun 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 Chicago Midway International Airport to Cancun Intl. Airport?

The cheapest airline flying from Chicago Midway International Airport to Cancun Intl. Airport is Frontier Airlines (from $187) among 4 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From $187
Aeromexico
From $201
Delta Air Lines
From $214
Volaris
From $229

Find more flights and airlines

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

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. AM4430

    Chicago Midway International Airport

    6:00 AM

    MDW

    2h

    Nonstop

    9:00 AM

    ATL

    S M T W T F S
    Search

  2. AM5229

    Hartsfield–Jackson Atlanta International Airport

    9:50 AM

    ATL

    2h 35m

    Nonstop

    11:25 AM

    CUN

    S M T W T F S

  3. F92292

    Chicago Midway International Airport

    6:24 AM

    MDW

    2h 14m

    Nonstop

    9:38 AM

    ATL

    S M T W T F S
    Search

  4. F9153

    Hartsfield–Jackson Atlanta International Airport

    7:15 AM

    ATL

    3h 3m

    Nonstop

    10:18 AM

    CUN

    S - - W T F S

  5. AM4430

    Chicago Midway International Airport

    6:00 AM

    MDW

    2h

    Nonstop

    9:00 AM

    ATL

    S M T W T F S
    Search

  6. AM5319

    Hartsfield–Jackson Atlanta International Airport

    11:30 AM

    ATL

    2h 35m

    Nonstop

    1:05 PM

    CUN

    S M T W T F S

  7. DL1285

    Chicago Midway International Airport

    6:00 AM

    MDW

    2h

    Nonstop

    9:00 AM

    ATL

    S M T W T F S
    Search

  8. DL598

    Hartsfield–Jackson Atlanta International Airport

    11:04 AM

    ATL

    2h 46m

    Nonstop

    1:50 PM

    CUN

    S M T W T F S

  9. AM4430

    Chicago Midway International Airport

    6:00 AM

    MDW

    2h

    Nonstop

    9:00 AM

    ATL

    S M T W T F S
    Search

  10. AM5533

    Hartsfield–Jackson Atlanta International Airport

    12:35 PM

    ATL

    2h 35m

    Nonstop

    2:10 PM

    CUN

    S M T W T F S

  11. AM4430

    Chicago Midway International Airport

    6:00 AM

    MDW

    2h

    Nonstop

    9:00 AM

    ATL

    S M T W T F S
    Search

  12. AM3503

    Hartsfield–Jackson Atlanta International Airport

    6:20 PM

    ATL

    2h 35m

    Nonstop

    7:55 PM

    CUN

    S M T W T F S

  13. DL1285

    Chicago Midway International Airport

    6:00 AM

    MDW

    2h

    Nonstop

    9:00 AM

    ATL

    S M T W T F S
    Search

  14. DL1939

    Hartsfield–Jackson Atlanta International Airport

    6:20 PM

    ATL

    1h 35m

    Nonstop

    7:55 PM

    CUN

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

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

Flight distance 2,311.06 km
Cheapest one-way ticket price $187
Cheapest return ticket price $369

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

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

    Chicago Midway International Airport to Cancun Intl. Airport takes about 3 hours 12 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 1 daily flights from Chicago Midway International Airport (MDW) to Cancun Intl. Airport (CUN).
  • The earliest flight from Chicago Midway International Airport to Cancun Intl. Airport departs at 08:00, and the last departs at 09:25, 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 Chicago Midway International Airport (MDW) to Cancun Intl. Airport (CUN) is quite popular. Without considering departure times or holidays, tickets cost around $679 in November, the most expensive month to book this route.
  • The earliest flight departs from Chicago Midway International Airport (MDW) at 08:55 and arrives in Cancun Intl. Airport (CUN) at 14:07.
    • The distance from Cancún International Airport to downtown is about 13 km. It takes about 30 minutes by taxi.
  • The closest airport to Cancun Intl. Airport (CUN) is Cozumel International Airport. The distance is around 58 km.
  • One-way flights from Chicago Midway International Airport to Cancun Intl. Airport currently start from $187, and round-trip fares start from $369. The current lowest fare is a Frontier Airlines flight departing on Tue, Nov 10; 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 Chicago Midway International Airport to Cancun Intl. Airport is $383. Prices may vary depending on the departure date, airline, and availability.
  • Enter Chicago Midway International Airport and Cancun Intl. 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.

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

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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.