Cheap Flights from Cancun (CUN) to Chicago (MDW)

Popular airlines from Cancun Intl. Airport (CUN) to Chicago Midway Airport (MDW)

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Frequently asked questions

Is it cheaper to buy a plane ticket from Cancun Intl. Airport (CUN) to Midway Intl. Airport (MDW) last minute?
Being the spontaneous type is an amazing way to travel around, but it isn't always the smartest way to land a cheap airfare. Consider booking your Cancun Airport to MDW journey well ahead of time rather than leaving it until the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Leave your spontaneous side for when you're discovering MDW!
What airports do you fly into for Chicago from Cancun?
Midway Intl. Airport (MDW), O'Hare Intl. Airport (ORD) and Lewis University Airport (LOT) are your choices when jetting off from Cancun to Chicago. Around 14 kilometers southwest of the heart of Chicago, Midway Intl. Airport (MDW) is the city's principal hub. Consider factors like flight departure and arrival times and the distance to your hotel before deciding where you fly into. Wrigley Field and Millennium Park are two excellent attractions to explore when you arrive at your destination.
Can I change the date of my flight from Cancun Intl. Airport (CUN) to Chicago Airport?
Make changes quickly to your CUN to MDW flight via the Expedia Trips portal. Before you amend times or dates, read over the fare conditions in your itinerary to learn what the airline will allow you to do and if change fees apply. Some carriers have a change fee per person, plus any difference in fare prices. But if you booked in the last 24 hours, you may be able to cancel for free and organize new flights. You can also head to our Customer Service portal for more advice and to chat with our Virtual Agent.

Travel information

Travel information

Origin airport
Cancun Intl.
Destination airport
Midway Intl.
Distance
2294 km
Average flight time
3 hours 35 mins

Book with confidence

Book with confidence

Cancun to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Cancun to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Cancun to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from CUN to MDW today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is now!

Cancun to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia