S$196 Cheap Flights from Chicago to Cancun

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Cheap Flights from Chicago to Cancun (CHI-CUN)

Prices were available within the past 7 days and start at S$196 for one-way flights and S$264 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sun, 25 Aug - Tue, 10 Sep
ORD
Chicago
CUN
Cancun
S$264 Return, found 3 days ago
S$264
Return
found 3 days ago
Select Frontier Airlines flight, departing Sun, 25 Aug from Chicago to Cancun, returning Tue, 10 Sep, priced at S$264 found 3 days ago
Frontier Airlines
Mon, 2 Sep - Fri, 13 Sep
ORD
Chicago
CUN
Cancun
S$271 Return, found 3 days ago
S$271
Return
found 3 days ago
Select Frontier Airlines flight, departing Mon, 2 Sep from Chicago to Cancun, returning Fri, 13 Sep, priced at S$271 found 3 days ago
Frontier Airlines
Sat, 24 Aug - Tue, 10 Sep
ORD
Chicago
CUN
Cancun
S$272 Return, found 3 days ago
S$272
Return
found 3 days ago
Select Frontier Airlines flight, departing Sat, 24 Aug from Chicago to Cancun, returning Tue, 10 Sep, priced at S$272 found 3 days ago
Frontier Airlines
Sun, 25 Aug - Fri, 6 Sep
ORD
Chicago
CUN
Cancun
S$278 Return, found 3 days ago
S$278
Return
found 3 days ago
Select Frontier Airlines flight, departing Sun, 25 Aug from Chicago to Cancun, returning Fri, 6 Sep, priced at S$278 found 3 days ago
Frontier Airlines
Mon, 2 Sep - Sat, 14 Sep
ORD
Chicago
CUN
Cancun
S$279 Return, found 3 days ago
S$279
Return
found 3 days ago
Select Frontier Airlines flight, departing Mon, 2 Sep from Chicago to Cancun, returning Sat, 14 Sep, priced at S$279 found 3 days ago
Frontier Airlines
Tue, 13 Aug - Thu, 29 Aug
ORD
Chicago
CUN
Cancun
S$285 Return, found 3 days ago
S$285
Return
found 3 days ago
Select Frontier Airlines flight, departing Tue, 13 Aug from Chicago to Cancun, returning Thu, 29 Aug, priced at S$285 found 3 days ago
Frontier Airlines
Fri, 23 Aug - Tue, 10 Sep
ORD
Chicago
CUN
Cancun
S$286 Return, found 3 days ago
S$286
Return
found 3 days ago
Select Frontier Airlines flight, departing Fri, 23 Aug from Chicago to Cancun, returning Tue, 10 Sep, priced at S$286 found 3 days ago
Frontier Airlines
Sat, 17 Aug - Wed, 4 Sep
ORD
Chicago
CUN
Cancun
S$293 Return, found 3 days ago
S$293
Return
found 3 days ago
Select Frontier Airlines flight, departing Sat, 17 Aug from Chicago to Cancun, returning Wed, 4 Sep, priced at S$293 found 3 days ago
Frontier Airlines
Sun, 25 Aug - Mon, 9 Sep
ORD
Chicago
CUN
Cancun
S$297 Return, found 3 days ago
S$297
Return
found 3 days ago
Select Frontier Airlines flight, departing Sun, 25 Aug from Chicago to Cancun, returning Mon, 9 Sep, priced at S$297 found 3 days ago
Frontier Airlines
Mon, 30 Sep - Thu, 17 Oct
ORD
Chicago
CUN
Cancun
S$298 Return, found 3 days ago
S$298
Return
found 3 days ago
Select Frontier Airlines flight, departing Mon, 30 Sep from Chicago to Cancun, returning Thu, 17 Oct, priced at S$298 found 3 days ago
Chicago to Cancun route information
Origin airport
O'Hare Intl.
Destination airport
Cancun Intl.
Airlines serving
Aeromexico, Air Canada, American Airlines, Delta, United
Return price
S$263
Distance
2316 km

Flights from Illinois to Cancun

When looking for plane tickets from Illinois to Cancun, the ease and convenience of using Expedia simply can’t be beat. With tons of departure points and flights options from the top airline carriers, Expedia gives you the widest array of cheap flights to Cancun. Look for CHI to CUN airfare with the assurance that you have the largest online travel agency working for you.

Expedia lets you search across the largest number of airlines and Cancun flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Illinois Cancun flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Illinois to Cancun trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Cancun flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Illinois to Cancun with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

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 S$264. 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.
Chicago Airports

Chicago

O'Hare Intl. to Cancun
S$263.30
Midway Intl. to Cancun
S$815.20
*Available to Expedia members.