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

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Flights from Cancun (CUN) to Chicago (MDW)
Origin airport
Cancun Intl.
Destination airport
Midway Intl.
Distance
1434 mi
Average flight time
3 hours 42 mins

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!

Frequently asked questions

How much is a flight from Cancun Airport to Chicago Airport?
If you’re planning on traveling from CUN to Chicago Airport, round-trip journeys start from . This price is based on airfares listed within the last 7 days on Expedia for flights departing within the next year, so don’t let a good deal slip through your fingers. Book now and save yourself money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from CUN to Chicago Airport?
The majority of flights can be canceled online, but whether or not you are charged a fee differs between airlines. If you do have to cancel your trip, follow the easy instructions in the Customer Service Portal.
How do I find cheap flights from CUN to Midway Intl. Airport (MDW) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for CUN to Chicago Airport flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Cancun Intl. Airport (CUN) to MDW?
The flight distance between Cancun Airport and Midway Intl. Airport (MDW) is 1429 mi. Bring a drink, a few snacks and a good book to read. Keep yourself entertained and the time will fly by.
Which airlines fly direct from CUN to Chicago Airport?
A favorite with many savvy travelers, Southwest Airlines (WN) operates 34 flights every month from CUN to Midway Airport. Pick the one that fits in with your travel plans and book your ticket today.
Are CUN to Midway Intl. Airport (MDW) flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can occasionally nab a bargain, with some super cheap fares from Cancun Airport to Midway Intl. Airport (MDW) appearing a few weeks prior to the departure date. If you’d rather book ahead, Expedia compares and updates the best flight deals continually — as early as 12 months in advance in some cases. It depends on the carrier though, as not all airlines issue prices so far in advance.
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