₩197,500 Cheap Flights from Chicago (CHI) to Cancun (CUN)

View ₩197,500 flight on Sat, Sep 27, 2025Opens in a new window

Popular airlines from Chicago to Cancun, Quintana Roo (CUN-Cancun Intl.)

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Cheap Flights from Chicago to Cancun (CHI-CUN)

Prices were available within the past 7 days and start at ₩197,500 for one-way flights and ₩438,900 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sun, Sep 28 - Thu, Oct 2
MDW
Chicago
CUN
Cancun
₩438,900 Roundtrip, found 3 days ago
₩438,900
Roundtrip
found 3 days ago
Select Delta flight, departing Sun, Sep 28 from Chicago to Cancun, returning Thu, Oct 2, priced at ₩438,900 found 3 days ago
Delta
Sun, Sep 28 - Thu, Oct 2
ORD
Chicago
CUN
Cancun
₩438,900 Roundtrip, found 3 days ago
₩438,900
Roundtrip
found 3 days ago
Select Delta flight, departing Sun, Sep 28 from Chicago to Cancun, returning Thu, Oct 2, priced at ₩438,900 found 3 days ago
Delta
Mon, Nov 3 - Thu, Nov 6
ORD
Chicago
CUN
Cancun
₩439,000 Roundtrip, found 5 days ago
₩439,000
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Nov 3 from Chicago to Cancun, returning Thu, Nov 6, priced at ₩439,000 found 5 days ago
Aeromexico
Sun, Sep 28 - Thu, Oct 2
ORD
Chicago
CUN
Cancun
₩451,700 Roundtrip, found 3 days ago
₩451,700
Roundtrip
found 3 days ago
Select Aeromexico flight, departing Sun, Sep 28 from Chicago to Cancun, returning Thu, Oct 2, priced at ₩451,700 found 3 days ago
Aeromexico
Mon, Nov 3 - Thu, Nov 6
ORD
Chicago
CUN
Cancun
₩451,900 Roundtrip, found 5 days ago
₩451,900
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Mon, Nov 3 from Chicago to Cancun, returning Thu, Nov 6, priced at ₩451,900 found 5 days ago
Delta
Tue, Oct 21 - Fri, Oct 24
ORD
Chicago
CUN
Cancun
₩452,800 Roundtrip, found 3 days ago
₩452,800
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Oct 21 from Chicago to Cancun, returning Fri, Oct 24, priced at ₩452,800 found 3 days ago
Delta
Mon, Nov 3 - Thu, Nov 6
ORD
Chicago
CUN
Cancun
₩452,900 Roundtrip, found 5 days ago
₩452,900
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Nov 3 from Chicago to Cancun, returning Thu, Nov 6, priced at ₩452,900 found 5 days ago
American Airlines
Sun, Sep 28 - Thu, Oct 2
ORD
Chicago
CUN
Cancun
₩463,500 Roundtrip, found 3 days ago
₩463,500
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Sep 28 from Chicago to Cancun, returning Thu, Oct 2, priced at ₩463,500 found 3 days ago
United
Tue, Oct 21 - Fri, Oct 24
ORD
Chicago
CUN
Cancun
₩491,300 Roundtrip, found 3 days ago
₩491,300
Roundtrip
found 3 days ago
Select United flight, departing Tue, Oct 21 from Chicago to Cancun, returning Fri, Oct 24, priced at ₩491,300 found 3 days ago
Air Canada
Mon, Nov 3 - Thu, Nov 6
ORD
Chicago
CUN
Cancun
₩628,197 Roundtrip, found 5 days ago
₩628,197
Roundtrip
found 5 days ago
Select Air Canada flight, departing Mon, Nov 3 from Chicago to Cancun, returning Thu, Nov 6, priced at ₩628,197 found 5 days ago

Find the cheapest month to fly from Chicago (CHI) to Cancun (CUN)

January is typically the cheapest month to fly

From ₩258,107 - ₩610,936 per traveler.

Graph displaying average flight prices per month

Flights from Chicago (MDW) to Cancun (CUN)
Origin airport
Midway Intl.
Destination airport
Cancun Intl.
Airlines serving
Aeromexico, Air Canada, American Airlines, Delta
Roundtrip price
₩438,900
Distance
2294 km

Illinois to Cancun Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Illinois to Cancun will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Cancun.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with CHI to CUN flights that won’t make your bank account wince. Ready to temporarily leave behind Illinois for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to CUN with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from Chicago, IL (CHI-All Airports) to Cancun Airport?
Pack your bags, because round-trip journeys between Chicago, IL (CHI-All Airports) and CUN start from ₩438,900. That's based on airfares available within the last 7 days on Expedia for flights departing within the next year. Prices can move quickly, so book now to get the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Chicago, IL (CHI-All Airports) to CUN?
This can vary between airlines, as each has its own terms and conditions. Visit the Customer Service Portal, where you'll find easy-to-follow instructions on how to cancel online.
How do I find cheap flights from Chicago, IL (CHI-All Airports) to CUN 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 Chicago, IL (CHI-All Airports) to CUN flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Chicago, IL (CHI-All Airports) to Cancun Intl. Airport (CUN)?
The flying distance between Chicago, IL (CHI-All Airports) and Cancun Intl. Airport (CUN) is 2,300 kilometers. Sneak in a nap or make a start on the latest bestseller and the trip will zip on by.
Which airlines fly direct from Chicago, IL (CHI-All Airports) to Cancun Airport?
Check out the deals on offer with these leading carriers and lock in your fare from Chicago, IL (CHI-All Airports) to Cancun Intl. Airport (CUN) today:

  • American Airlines - (AA) with 91 monthly flights
  • United Airlines - (UA) with 65 monthly flights
  • Southwest Airlines - (WN) with 43 monthly flights
  • Frontier Airlines - (F9) with 30 monthly flights

Are Chicago, IL (CHI-All Airports) to Cancun Airport flight tickets cheaper when they're purchased at the last minute?
Booking last minute from Chicago, IL (CHI-All Airports) to Cancun Intl. Airport (CUN) can be hit-or-miss. You may be able to find a bargain, but then again, you could miss out entirely! If you'd prefer to play it safe and start your trip planning early, Expedia compares flight deals up to 12 months in advance. Just bear in mind that not all airlines advertise their prices that far in advance. Our top tip? Check back often as updates are made regularly.

Explore a world of travel with Expedia

Chicago nearby Airports

Chicago

O'Hare Intl. to Cancun
₩438,900
Midway Intl. to Cancun
₩438,900

Milwaukee

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