
Popular airlines from Cancun Intl. Airport (CUN) to Chicago O'Hare Intl. Airport (ORD)
- Aeromexico
Aeromexico
- American Airlines
American Airlines
- United
United
- Delta
Delta
- Air Canada
Air Canada
- Volaris
Volaris
- Viva Aerobus
Viva Aerobus
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 15% on select hotels after you book a flight*
Cheap flights from Cancun to Chicago (CUN-ORD)
Prices were available within the past 7 days and start at €124 for one-way flights and €255 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, 5 Feb - Tue, 10 Feb
CUN
Cancun
ORD
Chicago
€255 Return, found 6 days ago
€255
Return
found 6 days ago

Wed, 3 Jun - Fri, 5 Jun
CUN
Cancun
ORD
Chicago
€261 Return, found 5 days ago
€261
Return
found 5 days ago

Thu, 15 Jan - Wed, 21 Jan
CUN
Cancun
ORD
Chicago
€264 Return, found 2 days ago
€264
Return
found 2 days ago

Thu, 5 Feb - Tue, 10 Feb
CUN
Cancun
ORD
Chicago
€277 Return, found 6 days ago
€277
Return
found 6 days ago

Thu, 15 Jan - Tue, 20 Jan
CUN
Cancun
ORD
Chicago
€279 Return, found 2 days ago
€279
Return
found 2 days ago

Thu, 5 Feb - Tue, 10 Feb
CUN
Cancun
ORD
Chicago
€280 Return, found 6 days ago
€280
Return
found 6 days ago

Thu, 5 Feb - Tue, 10 Feb
CUN
Cancun
ORD
Chicago
€281 Return, found 6 days ago
€281
Return
found 6 days ago

Thu, 5 Feb - Tue, 10 Feb
CUN
Cancun
ORD
Chicago
€284 Return, found 6 days ago
€284
Return
found 6 days ago

Thu, 15 Jan - Tue, 20 Jan
CUN
Cancun
ORD
Chicago
€284 Return, found 2 days ago
€284
Return
found 2 days ago

Thu, 15 Jan - Tue, 20 Jan
CUN
Cancun
ORD
Chicago
€285 Return, found 2 days ago
€285
Return
found 2 days ago
Find the cheapest month to fly from Cancun (CUN) to Chicago (ORD)
January is typically the cheapest month to fly
From €125 - €390 per traveller.
Origin airport | Cancun Intl. |
|---|---|
Destination airport | O'Hare Intl. |
Return price | €255 |
Distance | 2316 km |
Perfect flights from Cancun to Chicago
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Cancun to Chicago. 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 Cancun Intl. to O'Hare Intl. ticket options cater to your travel preferences, with incredible one-way fares from €124 and roundtrip prices from €255. 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 O'Hare 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 Chicago.
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Top Routes to Chicago
- Newark Liberty Intl. Airport to Chicago (EWR - ORD)
- Knock to Chicago (NOC - ORD)
- New York to Chicago (LGA - ORD)
- Cork to Chicago (ORK - ORD)
- Warsaw to Chicago (WAW - ORD)
- New York to Chicago (JFK - ORD)
- Seattle to Chicago (SEA - ORD)
- Dublin to Chicago (DUB - ORD)
- Budapest to Chicago (BUD - ORD)
- Shannon to Chicago (SNN - ORD)
- Frankfurt to Chicago (FRA - ORD)
Top Flight Destinations
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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.