$89 Cheap Flights from Chicago (ORD) to Cancun (CUN)

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Flight deals we found

These prices are lower than our typical predictions for similar flights.
45% less than typical
$431
Roundtrip per traveler
Thu, May 23 - Tue, May 28
American AirlinesAmerican Airlines
3h 40m
8:40am
12:20pm
ORD
Nonstop
CUN
Found 14 hours ago
40% less than typical
$505
Roundtrip per traveler
Fri, Aug 30 - Mon, Sep 2
American AirlinesAmerican Airlines
3h 50m
10:00am
1:50pm
ORD
Nonstop
CUN
Found 5 hours ago
60% less than typical
$479
Roundtrip per traveler
Thu, May 23 - Tue, May 28
American AirlinesAmerican Airlines
6h 46m
10:10am
4:56pm
ORD
1 stop • 1h 43m in MIA
CUN
Found 10 hours ago
55% less than typical
$370
Roundtrip per traveler
Fri, Oct 11 - Mon, Oct 14
AeromexicoAeromexico
15h 46m
1:55am
5:41pm
ORD
1 stop • 9h in MEX
CUN
Found 11 hours ago
55% less than typical
$343
Roundtrip per traveler
Thu, Oct 10 - Tue, Oct 15
AeromexicoAeromexico
21h 8m
1:55am
11:03pm
ORD
1 stop • 14h 20m in MEX
CUN
Found 10 hours ago
50% less than typical
$424
Roundtrip per traveler
Fri, Aug 30 - Mon, Sep 2
DeltaDelta
15h 35m
7:35pm
11:10am
+1
ORD
1 stop • 10h 33m in DTW
CUN
Found 5 hours ago

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Cheap Flights from Chicago to Cancun (ORD-CUN)

Prices were available within the past 7 days and start at $89 for one-way flights and $191 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Frontier Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Frontier Airlines
Flights from Chicago (ORD) to Cancun (CUN)
Origin airport
O'Hare Intl.
Destination airport
Cancun Intl.
Airlines serving
Aeromexico, Air Canada, American Airlines, Delta, Frontier Airlines, Funjet Vacations, JetBlue Airways, Spirit Airlines, Sun Country Airlines, United, Volaris
Roundtrip price
$190
Distance
1447 mi

Chicago to Cancun Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Cancun offer the perfect respite. Not only does exploring Cancun 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 Chicago to Cancun 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 ORD to CUN 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 Cancun are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Cancun more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Cancun is $89 now!

Frequently asked questions

How much is a flight from O'Hare Airport to Cancun Intl. Airport (CUN)?
If you’re traveling between O’Hare Intl. Airport (ORD) and Cancun Intl. Airport (CUN), round-trip journeys start from $191. This price is based on airfares available within the last 7 days on Expedia for flights departing within the next year, so don’t hang around. Book today 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 O'Hare Airport to Cancun Airport?
Every air carrier has its own terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.
How do I find cheap flights from O'Hare Airport to Cancun Airport 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 ORD to CUN flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from O'Hare Airport to Cancun Intl. Airport (CUN)?
The flight distance between O’Hare Airport and Cancun Intl. Airport (CUN) is 1429 mi. Bring a drink, a snack and an interesting book to read. Keep yourself entertained and time will zip by.
Which airlines fly direct from ORD to CUN?
Traveling from O’Hare Intl. Airport (ORD) to CUN is easy when you have a nice range of airlines to choose from. These are some of the best:

  • American Airlines - (AA) with 91 monthly flights
  • United Airlines - (UA) with 65 monthly flights
  • Frontier Airlines - (F9) with 30 monthly flights
  • Spirit Airlines - (NK) with 17 monthly flights

Are O'Hare Intl. Airport (ORD) to CUN flight tickets cheaper when they're purchased at the last minute?
Booking your trip from O’Hare Intl. Airport (ORD) to Cancun Airport last minute could be your ticket to a fantastic deal. However, you might miss out on a flight altogether! If you’d prefer not to take any chances, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains up to 12 months in advance. If your preferred air carrier hasn’t released tickets yet, check back often as deals are updated all the time on Expedia.
Cancun nearby Airports
Chicago nearby Airports
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