MDW to CUN (Chicago to Cancun) Flights

Last Minute Flights from MDW to CUN

Best airfare and ticket deals for MDW to CUN flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
MDWCancunApril 5 to April 9$279
*Prices include taxes and fees

Cheapest MDW to CUN Flights

Best airfare and ticket deals for MDW to CUN flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
MDWCancunApril 16 to April 23$254
MDWCancunMay 11 to May 14$266
MDWCancunApril 7 to April 13$389
MDWCancunApril 7 to April 13$389
*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

Which airlines with flights from MDW to CUN allow free cancellation due to COVID-19?
For a list of airlines that offer flexible COVID-19 related changes, just use our handy filter tool. Get started by entering your preferred flight details. Then, once the available flights are on display, check the “No change fee” box under “Flexible change policies” to the left. Read over the airline’s cancellation rules before reserving your MDW to CUN airfare.
What airlines fly direct from Chicago, IL Airport (MDW-Midway Intl.) to CUN?
If you’re eager to fly straight from MDW to CUN, Southwest Airlines (WN) is a fabulous choice. It operates 34 flights each month between these destinations.
How many flights are there from MDW to CUN?
About 25 flights are scheduled every day between Chicago, IL Airport (MDW-Midway Intl.) and Cancun, Quintana Roo Airport (CUN-Cancun Intl.). Fasten your safety belt because your plane to Cancun is ready to jet off.
How long does it take to fly from Chicago, IL Airport (MDW-Midway Intl.) to Cancun, Quintana Roo Airport (CUN-Cancun Intl.)?
While you won’t be buckled in your seat for endless hours from Chicago, IL Airport (MDW-Midway Intl.) to Cancun, Quintana Roo Airport (CUN-Cancun Intl.), 5 hours and 27 minutes isn’t a short hop either. Look into upgrading your fare if you’re after a few extra inches of space in front of you.
What is the flight distance from Chicago, IL Airport (MDW-Midway Intl.) to Cancun, Quintana Roo Airport (CUN-Cancun Intl.)?
Covering a distance of 1450 miles (2300 km), you’ll be in the air for a while during this medium-haul flight. Like more legroom? Ask for an aisle seat. Otherwise, sit at the window and gaze out at the landscapes between Chicago and Cancun.
How many morning flights are there from MDW to CUN?
The MDW to CUN air corridor has lots of options, with 57 morning flights every week.
  • Pack your suitcase and fly away with Southwest Airlines (WN). It offers 43 flights weekly that depart in the morning. The earliest one leaves at 5:35AM.
  • Delta (DL) lists 14 morning flights per week. The earliest time you can get up and away with this airline is 6:01AM.
How many afternoon flights are there from MDW to CUN?
If you enjoy a sleep in, book your seat on one of the 122 afternoon and evening flights available per week from MDW to CUN.
  • Southwest Airlines (WN) has 77 flights per week departing after midday. The earliest is scheduled for 12:00PM.
  • Alternatively, Delta (DL) operates 32 afternoon and evening flights per week, with the first departing at 12:40PM.
What is the earliest departure time out of Chicago to Cancun?
The earliest flight takes off from MDW at 5:35AM and hits the runway at 1:10PM at CUN. Make sure you allow yourself sufficient time in the morning to easily make it to the check-in counter.
What is the latest departure time out of Chicago to Cancun?
The latest flight leaves the runway at MDW at 9:55PM and lands at CUN at 11:05AM. You’ll have ample time to get ready for this trip.
What is the average price from Chicago to Cancun?
Flights from MDW to CUN are on offer for around $254. You’ll want to get a move on, because fares this good tend to go quick! 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 perhaps simply to treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find the cheapest flights from MDW to CUN, we’ve got you covered here at Flights.com.

We present you with some of the hottest 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.