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

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Lowest round trip fares by airline from Chicago and Cancun

Cheapest prices ($90 One Way, $189 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, CP 77500
Stay at this 4-star beach property in Cancun. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the bar and the helpful staff in our reviews. ...
4/5 Very Good! (49 reviews)
"Excellent customer service, the staff was very nice and polite loved the food and atmosphere would definitely return. 👌"

Reviewed on May 11, 2022

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, 77500
The price is $124 per night from Jun 3 to Jun 4
Stay at this 3.5-star beach resort in Cancun. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
4.4/5 Excellent! (10 reviews)
"The overall property was good and my overall stay was good. The room I got was good but the sheets were not the best so I requested them to be changed and they were not. I had to do a 2nd request to get them changed. The reception desk staff was great. They were friendly and very helpful. The restaurant ..."

Reviewed on Jul 19, 2021

Beachscape Kin ha Villas & Suites
Real Inn Cancun

Real Inn Cancun

3.5 out of 5
Km 5.5 Boulevard Kukulkán, Zona Hotelera, Cancun, 77500
The price is $81 per night from May 23 to May 24
Stay at this 3.5-star business-friendly hotel in Cancun. Enjoy free WiFi, free parking, and breakfast. Our guests praise the pool and the helpful staff in our ...
3.9/5 Good! (16 reviews)
"Great staff!"

Reviewed on Apr 5, 2022

Real Inn Cancun
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 7
Earliest Flight Departure Date May 29
Latest Flight Departure Date May 29
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.