CUN to MDW (Cancun to Chicago) Flights

Last Minute Flights from CUN to MDW

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

OriginDestinationTravel DatesFlights From*
CUNChicagoMarch 21 to March 22$337
*Prices include taxes and fees

Cheapest CUN to MDW Flights

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

OriginDestinationTravel DatesFlights From*
CUNChicagoMarch 21 to April 4$245
CUNChicagoMay 9 to May 18$287
CUNChicagoApril 15 to April 22$337
CUNChicagoMay 1 to May 2$339
CUNChicagoMay 15 to May 18$342
*Prices include taxes and fees
CUN to MDW Flight Details
Origin airport
Cancun Intl.
Origin airport IATA code
CUN
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Distance
1434 mi

Frequently asked questions

What airlines fly direct from Cancun Intl. Airport (CUN) to MDW?
Unfortunately, you can't fly nonstop from Cancun Airport to Midway Intl. Airport (MDW). Find your way to Chicago by grabbing a flight with one or more stops in between. If you're not stretched for time, why not spend a day or so in your layover destination?
How many flights are there from CUN to MDW?
Approximately 18 services are available each day from Cancun, Quintana Roo (CUN-Cancun Intl.) to Chicago, IL (MDW-Midway Intl.). Fasten your safety belt because your plane to Chicago is ready to leave.
How long does it take to fly from Cancun, Quintana Roo (CUN-Cancun Intl.) to Chicago, IL (MDW-Midway Intl.)?
Cancun, Quintana Roo (CUN-Cancun Intl.) to Chicago, IL (MDW-Midway Intl.) takes on average 5 hours and 46 minutes. That's an ideal length of time to get stuck into an epic new series, listen to a podcast or enjoy some shut-eye.
What is the flight distance from Cancun, Quintana Roo (CUN-Cancun Intl.) to Chicago, IL (MDW-Midway Intl.)?
Some 1,450 miles (2,300 1). If you fly regularly and have gathered a decent amount of air miles, this medium-haul journey may be the right time to cash them in for an upgrade.
How many morning flights are there from CUN to MDW?
The CUN to MDW air corridor has excellent connections, with 39 morning flights every week.

  • You can fly off as early as 8:48AM if you find a seat with Frontier Airlines (F9). This airline lists 18 weekly flights that depart in the morning.
  • As another option, grab a seat with Delta Air Lines (DL) and leave the tarmac as early as 8:10AM. This company offers 16 morning flights each week between CUN and MDW.

How many afternoon flights are there from CUN to MDW?
With 92 afternoon and evening flights from CUN to MDW per week, you can forget about hauling yourself out of bed at the crack of dawn.

  • Delta Air Lines (DL) provides 39 weekly services that take off after midday. The earliest departs at 12:33PM.
  • If you want to make a booking with Volaris (Y4), there are 26 weekly afternoon and evening flights that leave from 1:57PM onward.
  • Or, jet out from 12:07PM onward with Frontier Airlines (F9). This carrier operates 18 afternoon and evening flights per week.

What is the earliest departure time out of Cancun to Chicago?
Leave CUN at 8:10AM and land at MDW at 11:01PM. This is the earliest departure available on this route.
What is the latest departure time out of Cancun to Chicago?
Book a ticket for the 9:39PM flight out of CUN, touching down at MDW at 8:47AM, and give yourself time to look after those last-minute vacation preparations. This is the latest flight you can take on this route.
What is the average price from Cancun to Chicago?
Round-trip fares between CUN and MDW start from around $245. When you're ready to fly, we'll help you land the best possible price. 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.

Cancun to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Cancun to Chicago 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 CUN to MDW, 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 Cancun to Chicago, 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.

Plan Your Trip