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Cancun to Chicago Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Cancun to Chicago

Departure Arrival Travel dates Round-trip
CUN CHI Thu, Jan 22 - Tue, Jan 27 $357
CUN CHI Thu, Aug 7 - Wed, Aug 13 $398
CUN CHI Thu, Oct 9 - Sun, Oct 12 $398
CUN CHI Mon, Sep 8 - Tue, Sep 9 $409
CUN CHI Thu, Jan 22 - Tue, Jan 27 $457
CUN CHI Mon, Sep 8 - Tue, Sep 9 $467
CUN CHI Mon, Sep 8 - Tue, Sep 9 $493
CUN CHI Mon, Sep 8 - Tue, Sep 9 $587
CUN CHI Mon, Sep 8 - Tue, Sep 9 $759
CUN CHI Thu, Oct 9 - Mon, Oct 13 $778

Cancun and Chicago airports and terminals

Airports in Cancun , MX
map of airports in Cancun
  • 1

    Cancun Airport (CUN)

    Distance from City Center: 10.5 miles

    Terminals and carriers for flights from CUN to CHI

    Terminal Carriers
    Terminal 2 AirTran Airways
    Terminal 3 American Airlines, US Airways, United Airlines
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Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

    Carriers for flights from CUN to MDW

    Carriers
    AirTran Airways
  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from CUN to ORD

    Terminal Carriers
    Terminal 5 American Airlines, US Airways, United Airlines
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Cheap flights from Cancun to Chicago

Sun Mon Tue Wed Thu Fri Sat
1 2
3 4 5 6 7
$398
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10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $139

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 165 reviews

O'Hare International Airport Map

Park & Fly - Includes up to 3 nights valet parking

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

Hotel only $137

Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 68 reviews

6500 SOUTH CICERO AVE Map

Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

Hotel only $144

Hilton Garden Inn Chicago/Midway Airport

3 stars
3.6 / 5 22 reviews

6530 S. Cicero Avenue Map

...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More

Hotel only $135

Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 30 reviews

6540 S. Cicero Ave. Map

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

Hotel only $179

Chicago Marriott Midway

3 stars
3.6 / 5 11 reviews

6520 South Cicero Avenue Map

Rate includes breakfast

...WiFi-equipped guest rooms at our Chicago Midway Airport hotel are recently renovated and offer soundproof windows, 32" flat-screen TVs and room service.... Perfect for business travel and... More

Hotel only $99

Sheraton Chicago O’Hare Airport Hotel

4 stars
4.0 / 5 147 reviews

6501 N. Mannheim Road Map

Save 40% on your stay

...Complimentary shuttle service to and from O'Hare Airport is available 24 hours a day.... Our all-suite hotel is conveniently located minutes from O'Hare International Airport, Donald E. Stephens... More

August

Cheapest weekend flights in August from Cancun to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Aug 14 Cancun (CUN) Chicago (ORD) AeroMexico $414
Earn $4.14
Return Mon, Aug 18 Chicago (ORD) Cancun (CUN) AeroMexico

Lowest roundtrip airfare in August from Cancun to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Aug 7 Cancun (CUN) Chicago (ORD) American Airlines $398
Earn $3.98
Return Wed, Aug 13 Chicago (ORD) Cancun (CUN) American Airlines

Best one-week trip in August from Cancun to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Aug 13 Cancun (CUN) Chicago (ORD) AeroMexico $400
Earn $4.00
Return Wed, Aug 20 Chicago (ORD) Cancun (CUN) AeroMexico
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September

Lowest roundtrip airfare in September from Cancun to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Sep 16 Cancun (CUN) Chicago (ORD) Spirit Airlines $368
Earn $3.68
Return Sat, Oct 18 Chicago (ORD) Cancun (CUN) Spirit Airlines

Best one-week trip in September from Cancun to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Sep 10 Cancun (CUN) Chicago (ORD) Spirit Airlines $409
Earn $4.09
Return Wed, Sep 17 Chicago (ORD) Cancun (CUN) Spirit Airlines
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October

Cheapest weekend flights in October from Cancun to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Oct 9 Cancun (CUN) Chicago (MDW) AirTran Airways $398
Earn $3.98
Return Sun, Oct 12 Chicago (MDW) Cancun (CUN) AirTran Airways

Lowest roundtrip airfare in October from Cancun to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Oct 23 Cancun (CUN) Chicago (ORD) Spirit Airlines $388
Earn $3.88
Return Thu, Oct 30 Chicago (ORD) Cancun (CUN) Spirit Airlines

Best one-week trip in October from Cancun to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Oct 23 Cancun (CUN) Chicago (ORD) Spirit Airlines $388
Earn $3.88
Return Thu, Oct 30 Chicago (ORD) Cancun (CUN) Spirit Airlines
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Fly from Cancun to Chicago

Airports in Cancun

Flights originating from Cancun are handled by Cancun International Airport. Orbitz.com makes it easy to find cheap flights from Cancun using the travel planner tool. The airport is located approximately 12 miles from the city's hotel zone. From the airport, it is about a 20 minute drive by car to reach local hotels. Numerous airlines serve the airport, including Air Canada, Air Europa, Air France, Air Transit, American Airlines, British Airways, Delta Air Lines, Frontier Airlines, JetBlue Airways, and US Airways.

Parking at Cancun International Airport

Parking is available at the airport near the main entrance. The cost for parking is 24 pesos per hour. The daily rate of 150 pesos applies after six hours.

Transportation at Airports in Cancun

A public transit bus system services the airport and the local hotel zone. Other transportation options include hotel shared shuttles and taxi services. Cancun International Airport is located approximately 25 minutes from Cancun and 45 minutes from Playa del Carmen. Travelers can also opt to book budget car rentals through Orbitz.com.

Restaurants at Cancun Airports

Travelers who are looking for a fast bite to eat or breakfast before their departing flight from Cancun will find that there are several options, including Burger King, Colombian Coffee, Domino's Pizza, Peking Xpress, Starbucks Coffee, and Guacamole Grill. Locating cheap flights from Cancun is convenient and easy with Orbitz.com.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Interesting facts about flights from Cancun to Chicago

    • 6 direct flights are operating from Cancun to Chicago today.
    • Today's average time for a direct flight is 3h 47m.
    • United Airlines flight 1196 (7:27 AM GMT, Boeing 737-900 Passenger) is today's earliest available flight from Cancun to Chicago.
    • United Airlines flight 1667 (9:52 AM GMT, Boeing 737-900 Passenger) is today's latest available flight from Cancun to Chicago.
    • Today's shortest direct flight from Cancun to Chicago (AirTran Airways flight 219, Boeing 737-700 Passenger) takes 3h 33m.
    • Today's longest direct flight from Cancun to Chicago (United Airlines flight 1196, Boeing 737-900 Passenger) takes 3h 50m.
    • Flights from Cancun Airport (CUN) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.

Aircraft options between Cancun and Chicago

Equipment Carrier
Boeing 737-700 Passenger AirTran Airways, United Airlines
Boeing 757-200 Passenger United Airlines
Boeing 737-900 Passenger United Airlines
Boeing 737-800 Passenger American Airlines, US Airways, United Airlines