MDW to CUN (Chicago to Cancun) Flights

Last Minute Flights from MDW to CUN

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
MDWCancunMay 3 to May 10$321
*Prices include taxes and fees

Cheapest MDW to CUN Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
MDWCancunJune 23 to June 25$246
MDWCancunJune 7 to June 11$321
MDWCancunJune 7 to June 11$321
MDWCancunMay 15 to May 19$427
*Prices include taxes and fees
MDW to CUN Flight Details
Origin airport
Midway Intl.
Origin airport IATA code
MDW
Destination airport
Cancun Intl.
Destination airport IATA code
CUN
Distance
1434 mi

Frequently asked questions

What airlines fly direct from MDW to Cancun Airport?
Unfortunately, there aren’t any airlines flying straight from Midway Airport to CUN. If you want to reach Cancun, book a trip with at least one stop.
How many flights are there from MDW to CUN?
About 14 services are scheduled each day from Chicago, IL (MDW-Midway Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.). Fasten your seat belt because your plane to Cancun is ready to depart.
How long does it take to fly from Chicago, IL (MDW-Midway Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
About 5 hours and 51 minutes. Got a daytime flight? Secure a seat on the window side and gaze out at the views below. Or, if you’re flying from Chicago, IL (MDW-Midway Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) at nighttime, take a nap and touch down in Cancun rested and recharged.
What is the flight distance from Chicago, IL (MDW-Midway Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
The Chicago, IL (MDW-Midway Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) stretch covers 1,450 miles (2,300 1) and is classed as a medium-haul trip. If you’re searching for comfort — and the price is fair — consider a premium or business class ticket.
How many morning flights are there from MDW to CUN?
With 39 morning flights from MDW to CUN each week, you have a good deal of options to select from.

  • You can jet off as early as 6:00AM if you find a seat with Delta Air Lines (DL). This airline operates 22 weekly services that leave before noon.
  • Frontier Airlines (F9) has 15 morning flights per week. The earliest time you can soar through the skies with this carrier is 5:30AM.

How many afternoon flights are there from MDW to CUN?
Take your pick of 62 afternoon and evening flights from MDW to CUN a week and forget about setting the alarm early.

  • Set off with Delta Air Lines (DL), which operates 32 afternoon and evening flights each week on this route. The earliest departure takes off at 12:42PM.
  • Frontier Airlines (F9) is another popular option, operating 18 afternoon and evening flights every week. The earliest takes off at 12:42PM.

What is the earliest departure time out of Chicago to Cancun?
6:00AM is the first flight from MDW, touching down at CUN at 8:51PM. Save time in the morning by having your luggage packed and ready to be tossed in the boot.
What is the latest departure time out of Chicago to Cancun?
The last flight jets out from MDW at 10:53PM and lands at CUN at 12:20PM. You’ll have more than enough time to get ready for this trip.
What is the average price from Chicago to Cancun?
Round-trip flights from MDW to CUN start at around $246. Book your adventure today and score a bargain. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Chicago to Cancun Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Chicago to Cancun to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from MDW to CUN, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Chicago to Cancun, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.