NZ$343 Cheap Flights Chicago to Cancun (CHI-CUN)

View NZ$343 flight on Fri, 25 Jul. 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.

Air Canada
Wed, 26 Nov. - Sun, 30 Nov.
ORD
Chicago
CUN
Cancun
NZ$756 Return, found 1 day ago
NZ$756
Return
found 1 day ago
Select Air Canada flight, departing Wed, 26 Nov. from Chicago to Cancun, returning Sun, 30 Nov., priced at NZ$756 found 1 day ago
American Airlines
Fri, 25 Jul. - Wed, 30 Jul.
ORD
Chicago
CUN
Cancun
NZ$822 Return, found 4 days ago
NZ$822
Return
found 4 days ago
Select American Airlines flight, departing Fri, 25 Jul. from Chicago to Cancun, returning Wed, 30 Jul., priced at NZ$822 found 4 days ago
Air Canada
Wed, 26 Nov. - Sun, 30 Nov.
ORD
Chicago
CUN
Cancun
NZ$830 Return, found 1 day ago
NZ$830
Return
found 1 day ago
Select Air Canada flight, departing Wed, 26 Nov. from Chicago to Cancun, returning Sun, 30 Nov., priced at NZ$830 found 1 day ago
American Airlines
Fri, 25 Jul. - Wed, 30 Jul.
ORD
Chicago
CUN
Cancun
NZ$831 Return, found 4 days ago
NZ$831
Return
found 4 days ago
Select American Airlines flight, departing Fri, 25 Jul. from Chicago to Cancun, returning Wed, 30 Jul., priced at NZ$831 found 4 days ago
American Airlines
Fri, 25 Jul. - Wed, 30 Jul.
ORD
Chicago
CUN
Cancun
NZ$837 Return, found 4 days ago
NZ$837
Return
found 4 days ago
Select American Airlines flight, departing Fri, 25 Jul. from Chicago to Cancun, returning Wed, 30 Jul., priced at NZ$837 found 4 days ago
Delta
Wed, 26 Nov. - Sun, 30 Nov.
ORD
Chicago
CUN
Cancun
NZ$849 Return, found 1 day ago
NZ$849
Return
found 1 day ago
Select Delta flight, departing Wed, 26 Nov. from Chicago to Cancun, returning Sun, 30 Nov., priced at NZ$849 found 1 day ago
Air Canada
Wed, 26 Nov. - Sun, 30 Nov.
ORD
Chicago
CUN
Cancun
NZ$849 Return, found 1 day ago
NZ$849
Return
found 1 day ago
Select Air Canada flight, departing Wed, 26 Nov. from Chicago to Cancun, returning Sun, 30 Nov., priced at NZ$849 found 1 day ago
Air Canada
Wed, 26 Nov. - Sun, 30 Nov.
ORD
Chicago
CUN
Cancun
NZ$853 Return, found 1 day ago
NZ$853
Return
found 1 day ago
Select Air Canada flight, departing Wed, 26 Nov. from Chicago to Cancun, returning Sun, 30 Nov., priced at NZ$853 found 1 day ago
United
Wed, 26 Nov. - Sun, 30 Nov.
ORD
Chicago
CUN
Cancun
NZ$857 Return, found 1 day ago
NZ$857
Return
found 1 day ago
Select United flight, departing Wed, 26 Nov. from Chicago to Cancun, returning Sun, 30 Nov., priced at NZ$857 found 1 day ago
Copa
Fri, 25 Jul. - Wed, 30 Jul.
ORD
Chicago
CUN
Cancun
NZ$2,871 Return, found 4 days ago
NZ$2,871
Return
found 4 days ago
Select Copa flight, departing Fri, 25 Jul. from Chicago to Cancun, returning Wed, 30 Jul., priced at NZ$2,871 found 4 days ago
Flight from Chicago to Cancun route information
Origin airport
O'Hare Intl.
Destination airport
Cancun Intl.
Return price
NZ$755
Distance
2316 km

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.

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$756. 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.

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