Featured airlines
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 15% on select hotels after you book a flight*
Plan, book, fly with confidence
Cheap flights from Chicago to Cancun (ORD-CUN)
Prices were available within the past 7 days and start at €121 for one-way flights and €291 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, 3 Sep - Tue, 10 Sep
ORD
Chicago
CUN
Cancun
€291 Return, found 15 hours ago
€291
Return
found 15 hours ago
Tue, 3 Sep - Tue, 10 Sep
ORD
Chicago
CUN
Cancun
€292 Return, found 15 hours ago
€292
Return
found 15 hours ago
Tue, 3 Sep - Tue, 10 Sep
ORD
Chicago
CUN
Cancun
€293 Return, found 15 hours ago
€293
Return
found 15 hours ago
Tue, 3 Sep - Tue, 10 Sep
ORD
Chicago
CUN
Cancun
€296 Return, found 15 hours ago
€296
Return
found 15 hours ago
Mon, 23 Sep - Fri, 27 Sep
ORD
Chicago
CUN
Cancun
€301 Return, found 1 day ago
€301
Return
found 1 day ago
Mon, 19 Aug - Thu, 22 Aug
ORD
Chicago
CUN
Cancun
€306 Return, found 16 hours ago
€306
Return
found 16 hours ago
Fri, 8 Nov - Fri, 15 Nov
ORD
Chicago
CUN
Cancun
€306 Return, found 3 days ago
€306
Return
found 3 days ago
Tue, 3 Sep - Tue, 10 Sep
ORD
Chicago
CUN
Cancun
€306 Return, found 15 hours ago
€306
Return
found 15 hours ago
Mon, 19 Aug - Thu, 22 Aug
ORD
Chicago
CUN
Cancun
€307 Return, found 16 hours ago
€307
Return
found 16 hours ago
Mon, 23 Sep - Fri, 27 Sep
ORD
Chicago
CUN
Cancun
€312 Return, found 1 day ago
€312
Return
found 1 day ago
Origin airport | O'Hare Intl. |
Destination airport | Cancun Intl. |
Airlines serving | Aeromexico, Air Canada, American Airlines, Delta, JetBlue Airways, United, Volaris |
Return price | €290 |
Distance | 2316 km |
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 Cancun, 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 €121 and roundtrip prices from €291. 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 Cancun 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 ORD to CUN travel arrangements today and embark on the journey of a lifetime in Cancun.
Frequently asked questions
- Trending Routes
- Trending Flights
- Top Flights Destinations
- More Airlines
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Routes from Chicago
- Chicago to Newark (ORD - EWR)
- Chicago to San Diego (ORD - SAN)
- Chicago to Los Angeles (ORD - LAX)
- Chicago to Miami (ORD - MIA)
- Chicago to Belgrade (ORD - BEG)
- Chicago to New York (ORD - LGA)
- Chicago to Boston (ORD - BOS)
- Chicago to Delhi (ORD - DEL)
- Chicago to Medina (ORD - MED)
- Chicago to New York (ORD - JFK)
- Chicago to Dublin (ORD - DUB)
- Chicago to Shannon (ORD - SNN)
Top Routes to Cancun
Top Flight Destinations
- Flights to Cancun
- Flights to Playa del Carmen
- Flights to Mexico City
- Flights to Los Cabos
- Flights to Puerto Vallarta
- Flights to Mazatlán
- Flights to Tulum
- Flights to Guadalajara
- Flights to Monterrey
- Flights to Tijuana
- Flights to Puerto Peñasco
- Flights to Nuevo Vallarta
- Flights to San José del Cabo
- Flights to Isla Mujeres
- Flights to Puerto Morelos
- Flights to Cozumel
- Flights to Mérida
- Flights to Acapulco
- Flights to Veracruz
- Flights to Santa María Huatulco
Hotels
Oleo Cancun Playa All Inclusive ResortRiu Cancun - All InclusiveLe Blanc Spa Resort Cancun – Adults Only – All InclusiveWyndham Alltra Cancun All Inclusive ResortLive Aqua Beach Resort Cancún - Adults Only - All InclusiveGrand Park Royal Cancun - All InclusiveHilton Cancun Mar Caribe All-Inclusive ResortParadisus Cancún – All InclusiveSeadust Cancún All Inclusive Family ResortDreams Vista Cancun Golf & Spa Resort - All InclusiveGrand Oasis Cancun - All InclusiveHyatt Ziva Cancun All InclusiveRiu Palace Las Americas - Adults Only- All InclusiveDreams Sands Cancun Resort & Spa - All InclusiveThe Royal Sands Resort & Spa All InclusiveThe Westin Resort & Spa, CancunRiu Caribe - All InclusiveOccidental Costa Cancún All InclusiveHotel NYX Cancun All InclusiveCoral Level at Iberostar Selection Cancún - Adults Only - All InclusiveTemptation Cancun Resort - All Inclusive- Adults OnlyRiu Palace Peninsula - All InclusiveRoyalton CHIC Cancun, An Autograph Collection All-Inclusive Resort - Adults Only
*Available to Expedia members.