
Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN)
- Aeromexico
Aeromexico
- Volaris
Volaris
- Air Canada
Air Canada
- Viva Aerobus
Viva Aerobus
- Spirit Airlines
Spirit Airlines
- United
United
- American Airlines
American Airlines
- Plan, book, fly with confidence
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Cheap flights from Chicago to Cancun (ORD-CUN)
Prices were available within the past 7 days and start at €124 for one-way flights and €272 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, 6 Sep - Sat, 13 Sep
ORD
Chicago
CUN
Cancun
€272 Return, found 15 hours ago
€272
Return
found 15 hours ago

Sat, 6 Sep - Sat, 13 Sep
ORD
Chicago
CUN
Cancun
€272 Return, found 15 hours ago
€272
Return
found 15 hours ago

Sat, 6 Sep - Sat, 13 Sep
ORD
Chicago
CUN
Cancun
€272 Return, found 15 hours ago
€272
Return
found 15 hours ago

Tue, 30 Sep - Tue, 7 Oct
ORD
Chicago
CUN
Cancun
€277 Return, found 3 days ago
€277
Return
found 3 days ago

Mon, 10 Nov - Wed, 19 Nov
ORD
Chicago
CUN
Cancun
€281 Return, found 4 days ago
€281
Return
found 4 days ago

Tue, 30 Sep - Tue, 7 Oct
ORD
Chicago
CUN
Cancun
€284 Return, found 3 days ago
€284
Return
found 3 days ago

Wed, 1 Oct - Wed, 8 Oct
ORD
Chicago
CUN
Cancun
€294 Return, found 3 days ago
€294
Return
found 3 days ago

Tue, 24 Mar - Mon, 30 Mar
ORD
Chicago
CUN
Cancun
€294 Return, found 4 days ago
€294
Return
found 4 days ago

Tue, 30 Sep - Tue, 7 Oct
ORD
Chicago
CUN
Cancun
€307 Return, found 3 days ago
€307
Return
found 3 days ago

Sat, 6 Sep - Sat, 13 Sep
ORD
Chicago
CUN
Cancun
€336 Return, found 15 hours ago
€336
Return
found 15 hours ago
Find the cheapest month to fly from Chicago (ORD) to Cancun (CUN)
January is typically the cheapest month to fly
From €159 - €364 per traveller.
Graph displaying average flight prices per month
Origin airport | O'Hare Intl. |
Destination airport | Cancun Intl. |
Airlines serving | Aeromexico, Air Canada, American Airlines, Copa, Delta, JetBlue Airways, United, Volaris |
Return price | €272 |
Distance | 2316 km |
Average flight time | 3 hours 44 mins |
Perfect flights from Chicago to Cancun
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Chicago to Cancun. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible O'Hare Intl. to Cancun Intl. ticket options cater to your travel preferences, with incredible one-way fares from €124 and roundtrip prices from €272. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Cancun Intl. and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Cancun.
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Top Routes from Chicago
- Chicago to Newark Liberty Intl. Airport (ORD - EWR)
- Chicago to Los Angeles (ORD - LAX)
- Chicago to New York (ORD - LGA)
- Chicago to Boston (ORD - BOS)
- Chicago to Barcelona (ORD - BCN)
- Chicago to New York (ORD - JFK)
- Chicago to Dublin (ORD - DUB)
- Chicago to Tokyo (ORD - NRT)
- Chicago to Shannon (ORD - SNN)
- Chicago to Nashville (ORD - BNA)
- Chicago to Athens (ORD - ATH)
- Chicago to London (ORD - LHR)
Top Routes to Cancun
- Newark Liberty Intl. Airport to Cancun (EWR - CUN)
- Zagreb to Cancun (ZAG - CUN)
- Brussels to Cancun (BRU - CUN)
- New York to Cancun (LGA - CUN)
- New York to Cancun (JFK - CUN)
- Dublin to Cancun (DUB - CUN)
- Budapest to Cancun (BUD - CUN)
- Madrid to Cancun (MAD - CUN)
- Vienna to Cancun (VIE - CUN)
- Frankfurt to Cancun (FRA - CUN)
- London to Cancun (LHR - CUN)
- Lisbon to Cancun (LIS - CUN)
Top Flight Destinations
- Flights to Cancun
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- Flights to Mazatlán
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- Flights to Guadalajara
- Flights to Veracruz
- Flights to San José del Cabo
- Flights to Tijuana
- Flights to Puerto Morelos
- Flights to Acapulco
- Flights to Monterrey
- Flights to Nuevo Vallarta
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- Flights to Cozumel
Expedia's Latest Trends
Flights
- Flights from New York (JFK) to Chicago (ORD)
- Flights from Chicago (ORD) to Shannon (SNN)
- Flights from Chicago (ORD) to Orlando (MCO)
- Flights from Shannon (SNN) to Chicago (ORD)
- Flights from Chicago (ORD) to Los Angeles (LAX)
- Flights from Chicago (ORD) to San Diego (SAN)
- Flights from Dublin (DUB) to Chicago (ORD)
- Flights from Chicago (ORD) to Dallas (DFW)
- Flights from Naples (NAP) to Chicago (ORD)
- Flights from Chicago (ORD) to Las Vegas (LAS)
- Flights from Chicago (ORD) to Dublin (DUB)
- Flights from Dublin (DUB) to Tulum (TUY)
- Flights from Chicago (ORD) to St. Louis (STL)
- Flights from Philadelphia (PHL) to Chicago (ORD)
- Flights from Chicago (ORD) to Boston (BOS)
- Flights from Dublin (DUB) to Playa del Carmen (PCM)
- Flights from Chicago (ORD) to Minneapolis - St. Paul (MSP)
- Flights from Los Angeles (LAX) to Chicago (ORD)
- Flights from Chicago (ORD) to Miami (MIA)
- Flights from Orlando (MCO) to Chicago (ORD)
- Flights from Chicago (ORD) to Nashville (BNA)
- Flights from Chicago (ORD) to Seattle (SEA)
- Flights from Cork (ORK) to Chicago (ORD)
- Flights from Vancouver (YVR) to Chicago (ORD)
- Flights from Chicago (ORD) to Indianapolis (IND)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from Chicago (ORD) to New York (LGA)
- Flights from Toronto (YYZ) to Chicago (ORD)
- Flights from Chicago (ORD) to Detroit (DTW)
- Flights from Chicago (ORD) to San Francisco (SFO)
*Available to Expedia members.