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

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Lowest round trip fares by airline from Chicago and Cancun

Cheapest prices ($80 One Way, $170 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. ...
7.8/10 Good! (2,521 reviews)
"GR Solaris is my home away from home in Cancun! Enrique in the premier check in lounge is always a pleasure! I extended my stay for two days and he made sure I didn’t have to switch rooms and continued on with my stay seamlessly! I truly appreciate that and everything that the staff at GR Solaris ..."

Reviewed on May 27, 2023

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, 77500
The price is $153 per night from May 31 to Jun 1
$153
per night
May 31 - Jun 1
Stay at this 3.5-star beach aparthotel in Cancun. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,151 reviews)
"Good"

Reviewed on May 24, 2023

Beachscape Kin ha Villas & Suites
Real Inn Cancún

Real Inn Cancún

3.5 out of 5
Km 5.5 Boulevard Kukulkán, Zona Hotelera, Cancun, QROO, 77500
The price is $79 per night from Jun 26 to Jun 27
$79
per night
Jun 26 - Jun 27
Stay at this 3.5-star business-friendly aparthotel in Cancun. Enjoy free WiFi, free parking, and breakfast. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (1,180 reviews)
"The back area of the hotel is very beautiful. The first night I realized the bed sheets were full of hairs. I had to call the receptionist and ask if they could bring new sheets and they did. I changed them myself. Also I’m not sure if they clean the floors I was barefoot for like 15 minutes and ..."

Reviewed on May 18, 2023

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
Earliest Flight Departure Date
Latest Flight Departure Date
Popular 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.