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

View AU$224 flight on Sun, 28 Sep. 2025Opens in a new window

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

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sun, 28 Sep. - Fri, 3 Oct.
ORD
Chicago
CUN
Cancun
AU$490 Return, found 22 hours ago
AU$490
Return
found 22 hours ago
Select Delta flight, departing Sun, 28 Sep. from Chicago to Cancun, returning Fri, 3 Oct., priced at AU$490 found 22 hours ago
Aeromexico
Wed, 3 Sep. - Wed, 10 Sep.
MDW
Chicago
CUN
Cancun
AU$492 Return, found 2 days ago
AU$492
Return
found 2 days ago
Select Aeromexico flight, departing Wed, 3 Sep. from Chicago to Cancun, returning Wed, 10 Sep., priced at AU$492 found 2 days ago
Aeromexico
Sat, 6 Sep. - Sat, 13 Sep.
ORD
Chicago
CUN
Cancun
AU$492 Return, found 2 days ago
AU$492
Return
found 2 days ago
Select Aeromexico flight, departing Sat, 6 Sep. from Chicago to Cancun, returning Sat, 13 Sep., priced at AU$492 found 2 days ago
Delta
Sat, 6 Sep. - Sat, 13 Sep.
ORD
Chicago
CUN
Cancun
AU$492 Return, found 2 days ago
AU$492
Return
found 2 days ago
Select Delta flight, departing Sat, 6 Sep. from Chicago to Cancun, returning Sat, 13 Sep., priced at AU$492 found 2 days ago
Delta
Sun, 28 Sep. - Sat, 4 Oct.
ORD
Chicago
CUN
Cancun
AU$495 Return, found 22 hours ago
AU$495
Return
found 22 hours ago
Select Delta flight, departing Sun, 28 Sep. from Chicago to Cancun, returning Sat, 4 Oct., priced at AU$495 found 22 hours ago
Delta
Sat, 6 Sep. - Sat, 13 Sep.
ORD
Chicago
CUN
Cancun
AU$496 Return, found 2 days ago
AU$496
Return
found 2 days ago
Select Delta flight, departing Sat, 6 Sep. from Chicago to Cancun, returning Sat, 13 Sep., priced at AU$496 found 2 days ago
Aeromexico
Sat, 6 Sep. - Sat, 13 Sep.
ORD
Chicago
CUN
Cancun
AU$504 Return, found 2 days ago
AU$504
Return
found 2 days ago
Select Aeromexico flight, departing Sat, 6 Sep. from Chicago to Cancun, returning Sat, 13 Sep., priced at AU$504 found 2 days ago
American Airlines
Sat, 6 Sep. - Sat, 13 Sep.
ORD
Chicago
CUN
Cancun
AU$512 Return, found 2 days ago
AU$512
Return
found 2 days ago
Select American Airlines flight, departing Sat, 6 Sep. from Chicago to Cancun, returning Sat, 13 Sep., priced at AU$512 found 2 days ago
United
Mon, 1 Sep. - Sat, 6 Sep.
ORD
Chicago
CUN
Cancun
AU$557 Return, found 1 day ago
AU$557
Return
found 1 day ago
Select United flight, departing Mon, 1 Sep. from Chicago to Cancun, returning Sat, 6 Sep., priced at AU$557 found 1 day ago
Air Canada
Wed, 3 Sep. - Wed, 10 Sep.
ORD
Chicago
CUN
Cancun
AU$757 Return, found 2 days ago
AU$757
Return
found 2 days ago
Select Air Canada flight, departing Wed, 3 Sep. from Chicago to Cancun, returning Wed, 10 Sep., priced at AU$757 found 2 days ago

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

January is typically the cheapest month to fly

From AU$286 - AU$638 per traveller.

Graph displaying average flight prices per month

Flight from Chicago to Cancun route information
Origin airport
O'Hare Intl.
Destination airport
Cancun Intl.
Airlines serving
Aeromexico, Air Canada, American Airlines, Copa, Delta, United, avianca
Return price
AU$490
Distance
2316 km

CHI to CUN Flights

Ready to get away? Use Expedia.com.au to book cheap flights from Illinois to Cancun AU$490, and have leftover money to spare on adventures and activities while you’re in town. We have the world’s largest selection of flights, not to mention lower airfares than you’ll find anywhere else on the Internet.

Our user-friendly tools make it easier than ever to book CHI to CUN flights, even if you’re hoping to hop aboard one of the last-minute flights leaving today. So whether you seek a spontaneous trip to this city’s hottest attractions, or prefer to plan out every detail of your adventure ahead of time, Expedia.com.au is here to help you find exactly what you are interested in.

If you’re on the hunt for cheap flights to Cancun from Illinois, you need not look any further. We make it simple for you to compare different airline carriers or choose the one that appeals to you most. We work with dozens of airlines in order to offer you incredible deals on business and personal travel. Start by searching through our selection of plane tickets today, and you’ll be in the sky before you know it.

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 AU$490. 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 kilometres. 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

Cancun Flight Deals

Cozumel

Chicago Airports

Chicago

O'Hare Intl. to Cancun
AU$489.50
*Available to Expedia members.