Cancún to Chicago flights from $319

Flights starting at $319. Choose between Spirit Airlines, Frontier Airlines, or United Airlines to find the best price.

Why travel with Kiwi.com?
Best price

100+ million searches a day to find you the best available price.

Unique content

Explore unique options you won’t find anywhere else.

Travel hacks

Discover flight options and prices the airlines don’t want you to see.

Travelers usually depart from Cancún International, or Cancún Bus Station when they travel from Cancún to Chicago. Book your trip to arrive at O Hare International, Chicago Midway International, Chicago, IL - Union Station, Chicago Rockford International, or Chicago Downtown Greyhound Station. The distance between Cancún and Chicago is 2333 km. The most popular airlines for this route are Spirit Airlines, Frontier Airlines, United Airlines, AeroMéxico, and Delta Air Lines. Cancún and Chicago have 401 direct flights per week.

Weekly direct flights

MondaysTuesdaysWednesdaysThursdaysFridaysSaturdaysSundays
Direct flights4457564
Fly direct with

American Airlines on Wednesdays, Thursdays, Fridays, and Saturdays.

Frontier Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Spirit Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

United Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Volaris on Thursdays.

Check-in for a flight from Cancún to Chicago

NameCarrier codeIATA CodePassport needed during bookingOnline check-in available
Spirit AirlinesNKSNKNoOpens 24 days before flight
Closes 1 hours before flight
Frontier AirlinesFFTF9NoOpens 24 days before flight
Closes 1 hours before flight
United AirlinesUALUAYesNo
AeroMéxicoAMXAMYesNo
Delta Air LinesDALDLYesOpens 24 days before flight
Closes 1 hours before flight

Chicago travel tips

1) Shop on the Magnificent Mile — Chicago shopping street

North of Michigan Avenue, there is the longest shopping street in Chicago, the Magnificent Mile. The most prestigious districts of the city are located around it, and the street itself is strewn with boutiques, shops, and restaurants with cuisines from all over the world. No wonder this street is compared to the Champs Elysees of Paris – here, you will find world brands, luxurious outfits, and extremely delicious expensive food.

2) Step into a restaurant at The Loop in Chicago with a long history

The Berghoff Restaurant in Chicago is interesting for its history. The restaurant opened back in 1898 and specialised in beer. When Prohibition was introduced in the 1920s, Herman Berghoff did not lose his head and began to produce "almost beer": a soda drink with a beer flavour. Until 1969, only men were allowed into this venue. Today it brews delicious beers and serves German cuisine.

3) Take advantage of the water taxis to get around Chicago and have fun

Using water taxis is not just a way to get from one area of Chicago to another but also entertainment for tourists. Tickets cost $6-10, and you will have an unforgettable but short boat trip along the river.

United States COVID-19 travel restrictions

Kiwi.com

Latest COVID-19 restrictions

United States

Kiwi.com/COVID-19/United States
  • Travel through the US land border is allowed for vaccinated travelers

  • Travel is allowed with restrictions for vaccinated travelers

  • No proof of negative pre-departure COVID-19 test results or recovery certificate

  • No quarantine for vaccinated travelers

Latest COVID-19 travel restrictions in United States – 06/2022
Your trip summary

Most travelers from Mexico with proof of full COVID-19 vaccination can enter Chicago, MDW, but there are restrictions.

Departure

Travel restrictions
  • Travel through the US land border is allowed for vaccinated travelers

  • Travel is allowed with restrictions for vaccinated travelers

  • No proof of negative pre-departure COVID-19 test results or recovery certificate

  • No quarantine for vaccinated travelers

Visa requirements
  • Visitor visa

Forms and documents
  • Mandatory proof of vaccination for the United States

  • Mandatory travel attestation form

Return

Travel restrictions
  • Travel is allowed

  • No proof of a negative pre-departure COVID-19 test required

  • No quarantine required

Visa requirements
  • Visitor visa

Additional information
  • Masks are mandatory in public in some cities

Information is provided as guidance only and accurate at the time of publishing. Always check government websites and airline materials before booking and traveling.

Learn more about COVID-19 restrictions in United States in our dedicated Stories article.

Frequently asked questions

How long does it take to travel from Cancún to Chicago?
A one-way nonstop (direct) flight between Cancún and Chicago takes around 4.0 hours.
What is the flight distance between Cancún and Chicago?
The flight distance between Cancún and Chicago is 2333 km.
What airlines offer nonstop (direct) flights between Cancún and Chicago?
Several carriers operate flights between Cancún and Chicago. Airlines offering nonstop (direct) flights include Volaris, Frontier Airlines, Spirit Airlines, American Airlines, United Airlines.
What are the most popular routes to and from Cancún?
Travelers frequently search for route combinations, such as Cancún and Los Angeles, Mexico City, Tijuana, New York, Denver, Guadalajara, Houston, Atlanta, Philadelphia, San José, San Francisco, Monterrey, Madrid, Las Vegas, Bogotá, London, Tuxtla Gutiérrez, San José del Cabo, Medellín, Washington, D.C..
What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and Phoenix, Las Vegas, Denver, Orlando, San Francisco, Los Angeles, Tampa, Miami, Salt Lake City, New York, Atlanta, London, Sacramento, Minneapolis, Mexico City, Paris, Austin, Washington, D.C., Fort Lauderdale, Fort Myers.
What airports are near Cancún?
The main airport in Cancún is Cancún International. It is also served by Cancún International.
What airports are near Chicago?
The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, General Wayne A. Downing Peoria International, Dane County Regional, Fort Wayne International, South Bend International, Central Illinois Regional, Quad City International, Kalamazoo/Battle Creek International, Muskegon County.
What buses and trains depart from Cancún?
A number of bus and train companies depart from Cancún, including ADO.
Is it possible to combine flights, buses, and trains in one itinerary when traveling between Cancún and Chicago?
Yes, it's possible to combine different modes of transport between Cancún and Chicago thanks to our Virtual Interlining technology. Making use of not only flights but also trains and buses between Cancún and Chicago can give rise to new adventures. Read more about how Virtual Interlining works on Kiwi.com Stories.
What is Virtual Interlining and how do I use it?
Which airlines fly between Cancún and Chicago?
When's the best time to travel between Cancún and Chicago?
What flights operate between Cancún and Chicago?
How many airports are there near Cancún?
How many airports are there near Chicago?
Is it possible to reach Cancún by bus or train?
What time do nonstop (direct) flights between Cancún and Chicago depart?
What time do nonstop (direct) flights between Cancún and Chicago arrive?
What time do flights between Cancún and Chicago depart?
What time do flights between Cancún and Chicago arrive?

Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.

Explore alternative trips

Flights from Cancún

Flights to Chicago

Popular routes

Find the best connection from Cancún to Chicago

Search, compare, and book flights, trains, or buses to get there.

Search flights, trains & buses