Cheap Flights Chicago to Cancun (CHI-CUN)

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.

Air Canada
Mon, 24 Nov - Tue, 2 Dec
ORD
Chicago
CUN
Cancun
NZ$659 Return, found 10 hours ago
NZ$659
Return
found 10 hours ago
Select Air Canada flight, departing Mon, 24 Nov from Chicago to Cancun, returning Tue, 2 Dec, priced at NZ$659 found 10 hours ago
Air Canada
Sun, 23 Nov - Tue, 2 Dec
ORD
Chicago
CUN
Cancun
NZ$670 Return, found 10 hours ago
NZ$670
Return
found 10 hours ago
Select Air Canada flight, departing Sun, 23 Nov from Chicago to Cancun, returning Tue, 2 Dec, priced at NZ$670 found 10 hours ago
Air Canada
Wed, 19 Nov - Thu, 27 Nov
ORD
Chicago
CUN
Cancun
NZ$723 Return, found 10 hours ago
NZ$723
Return
found 10 hours ago
Select Air Canada flight, departing Wed, 19 Nov from Chicago to Cancun, returning Thu, 27 Nov, priced at NZ$723 found 10 hours ago
United
Fri, 21 Nov - Wed, 3 Dec
ORD
Chicago
CUN
Cancun
NZ$953 Return, found 10 hours ago
NZ$953
Return
found 10 hours ago
Select United flight, departing Fri, 21 Nov from Chicago to Cancun, returning Wed, 3 Dec, priced at NZ$953 found 10 hours ago
United
Sat, 22 Nov - Mon, 1 Dec
ORD
Chicago
CUN
Cancun
NZ$1,079 Return, found 10 hours ago
NZ$1,079
Return
found 10 hours ago
Select United flight, departing Sat, 22 Nov from Chicago to Cancun, returning Mon, 1 Dec, priced at NZ$1,079 found 10 hours ago
Air Canada
Fri, 21 Nov - Thu, 27 Nov
ORD
Chicago
CUN
Cancun
NZ$1,149 Return, found 10 hours ago
NZ$1,149
Return
found 10 hours ago
Select Air Canada flight, departing Fri, 21 Nov from Chicago to Cancun, returning Thu, 27 Nov, priced at NZ$1,149 found 10 hours ago
American Airlines
Mon, 24 Nov - Sat, 29 Nov
ORD
Chicago
CUN
Cancun
NZ$1,211 Return, found 10 hours ago
NZ$1,211
Return
found 10 hours ago
Select American Airlines flight, departing Mon, 24 Nov from Chicago to Cancun, returning Sat, 29 Nov, priced at NZ$1,211 found 10 hours ago
American Airlines
Wed, 19 Nov - Sat, 29 Nov
ORD
Chicago
CUN
Cancun
NZ$1,227 Return, found 10 hours ago
NZ$1,227
Return
found 10 hours ago
Select American Airlines flight, departing Wed, 19 Nov from Chicago to Cancun, returning Sat, 29 Nov, priced at NZ$1,227 found 10 hours ago
Delta
Thu, 20 Nov - Fri, 28 Nov
ORD
Chicago
CUN
Cancun
NZ$1,228 Return, found 10 hours ago
NZ$1,228
Return
found 10 hours ago
Select Delta flight, departing Thu, 20 Nov from Chicago to Cancun, returning Fri, 28 Nov, priced at NZ$1,228 found 10 hours ago
Air Canada
Mon, 24 Nov - Fri, 28 Nov
ORD
Chicago
CUN
Cancun
NZ$1,233 Return, found 10 hours ago
NZ$1,233
Return
found 10 hours ago
Select Air Canada flight, departing Mon, 24 Nov from Chicago to Cancun, returning Fri, 28 Nov, priced at NZ$1,233 found 10 hours ago
American Airlines
Tue, 25 Nov - Sat, 29 Nov
ORD
Chicago
CUN
Cancun
NZ$1,242 Return, found 10 hours ago
NZ$1,242
Return
found 10 hours ago
Select American Airlines flight, departing Tue, 25 Nov from Chicago to Cancun, returning Sat, 29 Nov, priced at NZ$1,242 found 10 hours ago
Air Canada
Sun, 23 Nov - Sat, 29 Nov
ORD
Chicago
CUN
Cancun
NZ$1,487 Return, found 10 hours ago
NZ$1,487
Return
found 10 hours ago
Select Air Canada flight, departing Sun, 23 Nov from Chicago to Cancun, returning Sat, 29 Nov, priced at NZ$1,487 found 10 hours ago
American Airlines
Sat, 22 Nov - Sat, 29 Nov
ORD
Chicago
CUN
Cancun
NZ$1,673 Return, found 10 hours ago
NZ$1,673
Return
found 10 hours ago
Select American Airlines flight, departing Sat, 22 Nov from Chicago to Cancun, returning Sat, 29 Nov, priced at NZ$1,673 found 10 hours ago
American Airlines
Fri, 21 Nov - Fri, 28 Nov
ORD
Chicago
CUN
Cancun
NZ$1,760 Return, found 10 hours ago
NZ$1,760
Return
found 10 hours ago
Select American Airlines flight, departing Fri, 21 Nov from Chicago to Cancun, returning Fri, 28 Nov, priced at NZ$1,760 found 10 hours ago
American Airlines
Mon, 24 Nov - Sun, 30 Nov
ORD
Chicago
CUN
Cancun
NZ$1,884 Return, found 10 hours ago
NZ$1,884
Return
found 10 hours ago
Select American Airlines flight, departing Mon, 24 Nov from Chicago to Cancun, returning Sun, 30 Nov, priced at NZ$1,884 found 10 hours ago
American Airlines
Wed, 19 Nov - Sun, 30 Nov
ORD
Chicago
CUN
Cancun
NZ$1,989 Return, found 10 hours ago
NZ$1,989
Return
found 10 hours ago
Select American Airlines flight, departing Wed, 19 Nov from Chicago to Cancun, returning Sun, 30 Nov, priced at NZ$1,989 found 10 hours ago
American Airlines
Tue, 25 Nov - Sun, 30 Nov
ORD
Chicago
CUN
Cancun
NZ$2,088 Return, found 10 hours ago
NZ$2,088
Return
found 10 hours ago
Select American Airlines flight, departing Tue, 25 Nov from Chicago to Cancun, returning Sun, 30 Nov, priced at NZ$2,088 found 10 hours ago
American Airlines
Thu, 20 Nov - Sun, 30 Nov
ORD
Chicago
CUN
Cancun
NZ$2,168 Return, found 10 hours ago
NZ$2,168
Return
found 10 hours ago
Select American Airlines flight, departing Thu, 20 Nov from Chicago to Cancun, returning Sun, 30 Nov, priced at NZ$2,168 found 10 hours ago
American Airlines
Sun, 23 Nov - Sun, 30 Nov
ORD
Chicago
CUN
Cancun
NZ$2,266 Return, found 10 hours ago
NZ$2,266
Return
found 10 hours ago
Select American Airlines flight, departing Sun, 23 Nov from Chicago to Cancun, returning Sun, 30 Nov, priced at NZ$2,266 found 10 hours ago
American Airlines
Sat, 22 Nov - Sun, 30 Nov
ORD
Chicago
CUN
Cancun
NZ$2,345 Return, found 10 hours ago
NZ$2,345
Return
found 10 hours ago
Select American Airlines flight, departing Sat, 22 Nov from Chicago to Cancun, returning Sun, 30 Nov, priced at NZ$2,345 found 10 hours ago

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 NZ$659. 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.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Cancun Intl.
Airlines serving
Air Canada, American Airlines, Delta, United
Return price
NZ$658
Distance
2316 km

Book with confidence

CHI to CUN Flights

Ready to have the time of your life? When you use Expedia.co.nz to book cheap flights from Illinois to Cancun, you can experience all of the attractions this city is famous for, or escape the crowds and explore the outskirts on your own. Our amazing deals on airfare help you save big on tickets, so you can spend more of your hard-earned money enjoying local entertainment options. Even if you seek to score a seat on one of the last-minute CHI to CUN flights, you’ll still save a bundle when compared to the competition.

See for yourself how simple it is to book the holiday of your dreams to Cancun by using our helpful search engine today. We have the largest inventory of flights on the internet, and our intuitive tools make it easy to find affordable airfare at any time of year.

Prefer to fly with a particular airline? Our extensive network of travel partners ensures that you can travel with whichever carrier you prefer. So if you’ve been searching for cheap flights to Cancun from Illinois, Expedia.co.nz has exactly what you’re looking for. As the world’s leader in travel, we’re committed to helping you get the best rates around.

CHI to CUN Flights

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