Cheap flights from Chicago (CHI) to Cancun (CUN)

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Lowest round trip fares by airline from Chicago and Cancun

Cheapest prices ($81 One Way, $191 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Cancun

GR Solaris Cancun & Spa - All Inclusive

GR Solaris Cancun & Spa - All Inclusive

4 out of 5
Blvd. Kukulkan Km. 19.5, Lt 59-2, Sección A, 2 da etapa Zona Hotelera, Cancun, QROO
Stay at this 4-star beach property in Cancun. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8/10 Very Good! (3,305 reviews)
"W have been to GR Solaris in the past, it is clean and the pool/entertainment area is great. The food - sometimes it was excellent, sometime the meat was dry and the carver's in the dining room did not seem to want to be there, I felt like I was intruding on them instead of being their customer. ..."

Reviewed on May 10, 2024

GR Solaris Cancun & Spa - All Inclusive
Beachscape Kin ha Villas & Suites

Beachscape Kin ha Villas & Suites

3.5 out of 5
Blvd. Kukulcan Km 8.5, Cancun, QROO
The price is $154 per night from May 27 to May 28
$154
per night
May 27 - May 28
Stay at this 3.5-star beach aparthotel in Cancun. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our ...
8.4/10 Very Good! (1,338 reviews)
Paradise
"Beautiful hotel right on the beach with a lovely pool."

Reviewed on May 10, 2024

Beachscape Kin ha Villas & Suites
Real Inn Cancún

Real Inn Cancún

4 out of 5
Km 5.5 Boulevard Kukulkán, Zona Hotelera, Cancun, QROO
The price is $101 per night from May 27 to May 28
$101
per night
May 27 - May 28
Stay at this 4-star eco-certified hotel in Cancun. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in ...
7.4/10 Good! (1,001 reviews)
"Gorgeous property and extremely friendly and helpful staff. Some of the surrounding areas where dark and dirty and with the military driving around it made me Leary to walk around outside of the hotels"

Reviewed on May 2, 2024

Real Inn Cancún
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Chicago to Cancun

Origin
Chicago
Destination
Cancun
Number of Daily Flights
8
Earliest Flight Departure Date
May 20
Latest Flight Departure Date
May 20
Popular Airlines
American Airlines

Cheap flights from Chicago to Cancun

Chicago Midway (MDW) is located just off I-55, near Chicago’s South Side neighborhood. The airport is serviced by CTA’s Orange Line to the downtown loop, as well as the Pace Bus and RTA. Midway is accessible from Interstate 55, which connects passengers from downtown as well as State Route 50.

From Chicago Midway (MDW) to Cancun (CUN) flight duration is four to six hours, depending on stops. Once in Cancun, visitors can find public transit services outside the terminal. The airport is located about 25 minutes from Cancun, and offers many options for hotel or destination transportation.

Attractions

Most visitors come to Cancun for the beaches. It is a major Spring Break destination, with Cancun Beach and Playa Delfines being the most popular beaches. These are located in the “Hotel Zone”, and most visitors will stay in a beach hotel or resort. Visitors can take a tour to Chichen Itza to get some history, or can check out Xel-Ha Park for fun and adventure. Cancun’s Underwater Museum is a must-see, as is the Dolphin Discovery Park. For even more adventure, head to Xplor, an eco-adventure park with zip-lines, hiking trails and more.

Hints and tips

Cancun is one of the largest airports in Mexico, and is used as a midpoint for many Caribbean travelers; so getting through customs can take longer than expected.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.