€132 Cheap Flights Chicago to Cancun (CHI-CUN)

View €132 flight on Sat, 9 May 2026Opens 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 €132 for one-way flights and €282 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 12 May - Tue, 19 May
MDW
Chicago
CUN
Cancun
€282 Return, found 6 days ago
€282
Return
found 6 days ago
Select Delta flight, departing Tue, 12 May from Chicago to Cancun, returning Tue, 19 May, priced at €282 found 6 days ago
Delta
Tue, 12 May - Tue, 19 May
ORD
Chicago
CUN
Cancun
€282 Return, found 6 days ago
€282
Return
found 6 days ago
Select Delta flight, departing Tue, 12 May from Chicago to Cancun, returning Tue, 19 May, priced at €282 found 6 days ago
Delta
Tue, 12 May - Tue, 19 May
ORD
Chicago
CUN
Cancun
€301 Return, found 6 days ago
€301
Return
found 6 days ago
Select Delta flight, departing Tue, 12 May from Chicago to Cancun, returning Tue, 19 May, priced at €301 found 6 days ago
Aeromexico
Tue, 26 May - Tue, 2 Jun
ORD
Chicago
CUN
Cancun
€303 Return, found 3 days ago
€303
Return
found 3 days ago
Select Aeromexico flight, departing Tue, 26 May from Chicago to Cancun, returning Tue, 2 Jun, priced at €303 found 3 days ago
Delta
Sat, 9 May - Fri, 15 May
ORD
Chicago
CUN
Cancun
€305 Return, found 3 days ago
€305
Return
found 3 days ago
Select Delta flight, departing Sat, 9 May from Chicago to Cancun, returning Fri, 15 May, priced at €305 found 3 days ago
American Airlines
Tue, 12 May - Tue, 19 May
ORD
Chicago
CUN
Cancun
€305 Return, found 6 days ago
€305
Return
found 6 days ago
Select American Airlines flight, departing Tue, 12 May from Chicago to Cancun, returning Tue, 19 May, priced at €305 found 6 days ago
Delta
Tue, 12 May - Tue, 19 May
ORD
Chicago
CUN
Cancun
€307 Return, found 6 days ago
€307
Return
found 6 days ago
Select Delta flight, departing Tue, 12 May from Chicago to Cancun, returning Tue, 19 May, priced at €307 found 6 days ago
Delta
Sat, 9 May - Fri, 15 May
ORD
Chicago
CUN
Cancun
€308 Return, found 3 days ago
€308
Return
found 3 days ago
Select Delta flight, departing Sat, 9 May from Chicago to Cancun, returning Fri, 15 May, priced at €308 found 3 days ago
Air Canada
Sat, 9 May - Fri, 15 May
ORD
Chicago
CUN
Cancun
€311 Return, found 3 days ago
€311
Return
found 3 days ago
Select Air Canada flight, departing Sat, 9 May from Chicago to Cancun, returning Fri, 15 May, priced at €311 found 3 days ago
United
Tue, 12 May - Tue, 19 May
ORD
Chicago
CUN
Cancun
€331 Return, found 6 days ago
€331
Return
found 6 days ago
Select United flight, departing Tue, 12 May from Chicago to Cancun, returning Tue, 19 May, priced at €331 found 6 days ago

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

April is typically the cheapest month to fly

From €176 - €268 per traveller.

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 €282. 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
Midway Intl.
Destination airport
Cancun Intl.
Airlines serving
Aeromexico, Air Canada, American Airlines, Copa, Delta, JetBlue Airways, United, Volaris, avianca
Return price
€282
Distance
2294 km

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