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Lowest round trip fares by airline from Chicago and Cancun
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Cheap flights from Chicago to Cancun
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.
Packages from Chicago to Cancun
Grand Park Royal Luxury Resort Cancun - All Inclusive
4.0 out of 5.0Sun, Jul 14 - Sat, Jul 20
CHI-All Airports - Cancun Intl.
$1,301
The price now is $1,020 per person
Family Selection at Grand Palladium Costa Mujeres Resort & Spa- All Inclusive
4.5 out of 5.0Sun, Jun 30 - Thu, Jul 4
CHI-All Airports - Cancun Intl.
$1,345
The price now is $1,079 per person
Hard Rock Hotel Cancun - All Inclusive
4.5 out of 5.0Sun, Jun 30 - Thu, Jul 4
CHI-All Airports - Cancun Intl.
$1,323
The price now is $1,066 per person
Hotel Maya Caribe by Faranda
2.5 out of 5.0Tue, Jun 25 - Sun, Jun 30
O'Hare Intl. - Cancun Intl.
$958
The price now is $782 per person
Seadust Cancun Family Resort - All Inclusive
3.5 out of 5.0Sun, Jun 30 - Thu, Jul 4
CHI-All Airports - Cancun Intl.
$1,961
The price now is $1,606 per person
Grand Palladium Costa Mujeres Resort & Spa - All Inclusive
4.0 out of 5.0Sun, Jun 30 - Thu, Jul 4
CHI-All Airports - Cancun Intl.
$1,086
The price now is $889 per person
JW Marriott Cancun Resort & Spa
4.5 out of 5.0Sun, Jun 30 - Thu, Jul 4
CHI-All Airports - Cancun Intl.
$910
The price now is $755 per person
The Tower by Temptation Cancun Resort - All Inclusive - Adults Only
4.5 out of 5.0Sun, Jun 30 - Thu, Jul 4
CHI-All Airports - Cancun Intl.
$1,156
The price now is $967 per person
Marriott Cancun Resort
4.5 out of 5.0Sun, Jun 30 - Thu, Jul 4
CHI-All Airports - Cancun Intl.
$781
The price now is $659 per personSave more with Cancun Flight + Hotel packages
Explore Cancun with CheapTickets's Travel Guides to find the best flights, cars, vacation packages and more!
Flights to Cities near Cancun
Top Hotels in Cancun
- Fiesta Americana Condesa Cancun - All Inclusive
- Krystal Cancun
- Iberostar Cancun Star Prestige All Inclusive, Adults Only
- The Royal Caribbean - An All Suites Resort
- Fairfield Inn & Suites by Marriott Cancun Airport
- Live Aqua Beach Resort Cancún - All Inclusive - Adults Only
- Grand Fiesta Americana Coral Beach Cancun
- Iberostar Selection Cancun All Inclusive
- Paradisus by Meliá Cancun - All Inclusive
- ibis Cancun Centro
- Moon Palace Cancún - All Inclusive
- Courtyard By Marriott Cancun Airport
- Secrets The Vine Cancun - All Inclusive - Adults Only
- Fiesta Americana Cancun Villas
- Royalton Suites Cancun Resort & Spa - All Inclusive
- Krystal Grand Punta Cancun
- Grand Park Royal Luxury Resort Cancun - All Inclusive
- Hyatt Ziva Cancun - All Inclusive
- Nizuc Resort and Spa
- Finest Playa Mujeres by Excellence Group - All inclusive
Hotels in Cancun
Estimated price for 1 night/2 adults
Fiesta Americana Condesa Cancun - All Inclusive
Blvd. Kukulkan km 16.5, Zona Hotelera, Cancun, QROONestled on the beach, this Zona Hotelera hotel is within a 15-minute walk of Aquaworld and Maya Cancun Museum. Delfines Beach and El Rey Ruins are also within ...
Fiesta Americana Condesa Cancun - All Inclusive$253
Krystal Cancun
Paseo Kukulcan km 9, lotes 9 y 9A, Zona Hotelera, Cancun, QROOSet on Punta Cancún's eastern edge, this waterfront Krystal Cancun resort is near Cancún Convention Center and 1 block from nightclubs, shops, and ...
Iberostar Cancun Star Prestige All Inclusive, Adults Only
Boulevard Kukulkán KM 17 B, Cancun, QROONestled on the beach, this Zona Hotelera property is within a 15-minute walk of Delfines Beach, El Rey Ruins, and Maya Cancun Museum. Aquaworld is 1.3 mi (2 ...
Iberostar Cancun Star Prestige All Inclusive, Adults Only$440
The Royal Caribbean - An All Suites Resort
Blvd. Kukulcan, Km. 17, Lote 50, Zona Hotelera, Cancun, QROOThis family-friendly Cancun resort is located in Zona Hotelera, within 1 mi (2 km) of Ballenas Beach, Aquaworld, and Delfines Beach. El Rey Ruins and Maya Cancun ...
The Royal Caribbean - An All Suites Resort$151
Fairfield Inn & Suites by Marriott Cancun Airport
Blvd Luis Donaldo Colosio SM 305 MZA 01, Cancun, QROOSituated in Cancun, this hotel is 2.9 mi (4.7 km) from Parish of the Risen Christ and within 6 mi (10 km) of Ventura Park Cancun and Cancun Country Club. Delfines ...
Fairfield Inn & Suites by Marriott Cancun Airport$59
Live Aqua Beach Resort Cancún - All Inclusive - Adults Only
Blvd. Kukulcan KM.12.5, Zona Hotelera, Cancun, QROONestled on the beach, this Zona Hotelera hotel is just steps from Tequila Museum and Cancun Interactive Aquarium. La Isla Shopping Mall and Aquaworld are also ...
Live Aqua Beach Resort Cancún - All Inclusive - Adults Only$381
Grand Fiesta Americana Coral Beach Cancun
Blvd. Kukulcan km. 9.5, Zona Hotelera, Cancun, QROOOn the beach at Punta Cancún, the resort is less than 3 km (1.5 mi) from shops and restaurants at the Plaza Forum, Plaza Flamingo, and La Isla Mall.
Grand Fiesta Americana Coral Beach Cancun$242
Iberostar Selection Cancun All Inclusive
Boulevard Kukulcan, Km. 17, Cancun, QROONestled on the beach, this Zona Hotelera property is within a 15-minute walk of Delfines Beach, El Rey Ruins, and Maya Cancun Museum. Aquaworld is 1.2 mi (2 ...
Iberostar Selection Cancun All Inclusive$336
Paradisus by Meliá Cancun - All Inclusive
Boulevard Kukulkan Km 16.5, Cancun, QROOLocated in Zona Hotelera, this family-friendly Cancun property is within a 5-minute walk of Ballenas Beach and Aquaworld. Delfines Beach and Maya Cancun Museum ...
Paradisus by Meliá Cancun - All Inclusive$263
ibis Cancun Centro
Av Tulum Y Nichupte, Supermanzana 11 M2 L3, Cancun, QROOLocated in Downtown Cancun, this hotel is within a 10-minute walk of Dubai Palace Casino and Plaza Las Americas. Galenia Hospital and Market 28 are also within ...
*Savings based on all holiday package bookings with Flight + Hotel on CheapTickets.com from January through December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other CheapTickets users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $75 service fee charged by CheapTickets.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.