Cheap flights from Cancún to Chicago

Flights overview

Useful information for finding cheap flights from Cancún to Chicago and booking your next trip
Cheapest round-trip flights $249
Frontier Nonstop 5 hr Fri, Jul 24 — Fri, Jul 31
The cheapest round-trip flight from Cancún to Chicago is currently $249
Cheapest one-way flight $187
Viva 1 stop 17 hr Thu, Jun 4
The cheapest one-way flight from Cancún to Chicago is currently $187
Cheapest nonstop flights $304
Frontier Nonstop 5 hr Sat, Jun 27 — Sat, Jul 4
The cheapest nonstop round-trip flight from Cancún to Chicago is currently $304
Last-minute weekend getaway $200
Frontier Nonstop 5 hr Thu, May 14 — Sun, May 17
The cheapest last-minute weekend getaway from Cancún to Chicago is currently $200
Cheapest business class flights $492
Frontier Nonstop 5 hr Fri, Jul 24 — Fri, Jul 31
The cheapest business class round-trip flight from Cancún to Chicago is currently $492
Fastest flight 3 hr 30 min The fastest nonstop flight from Cancún to Chicago takes 3 hr 30 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Cancún to Chicago is typically January. The most expensive month to fly is typically June.
January
Cheapest
Typical prices: $175–460
June
Most expensive
Typical prices: $255–365

Popular airlines from Cancún to Chicago

  • Southwest
    Nonstop
    from $335
    Typical price: $335–580
    9 weekly nonstop flights
    CUN - MDW Every day
    1131 weekly connecting flights
    CUN - MDW, ORD Every day
  • American
    Nonstop
    from $340
    Typical price: $290–540
    21 weekly nonstop flights
    CUN - ORD Every day
    311 weekly connecting flights
    CUN - ORD Every day
  • United
    Nonstop
    from $372
    Typical price: $280–520
    18 weekly nonstop flights
    CUN - ORD Every day
    212 weekly connecting flights
    CUN - ORD Every day
  • Delta
    from $341
    Typical price: $295–730
    373 weekly connecting flights
    CUN - MDW, ORD Every day
  • Frontier
    Nonstop
    from $249
    Typical price: $270–510
    7 weekly nonstop flights
    CUN - ORD Every day
    20 weekly connecting flights
    CUN - MDW, ORD Every Mon, Thu, Fri, Sat, Sun
  • Volaris
    from $333
    Typical price: $325–520
    70 weekly connecting flights
    CUN - MDW, ORD Every day

Popular airports near Cancún

  • Cancun International Airport (CUN)
    Cancún Mexico 24 min 9 mi
  • Aeropuerto Internacional de Tulum Felipe Carrillo Puerto (TQO)
    Tulum Mexico 2 hr 25 min 86 mi
  • Cozumel International Airport (CZM)
    Cozumel Mexico 2 hr 30 min 44 mi
  • Mérida International Airport (MID)
    Merida Mexico 3 hr 37 min 181 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 25 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 24 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from Cancún to Chicago

The cheapest flights from Cancún to Chicago are usually in January. Typical ticket prices in January range from $175 to $460.
The cheapest round-trip flight from Cancún to Chicago recently found on Google Flights was with Frontier from $249. The cheapest one-way flight was with Viva from $187.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Cancún to Chicago is $335, flying from Jul 23 to Jul 31.
  • The cheapest American flight from Cancún to Chicago is $340, flying from Jul 16 to Jul 23.
  • The cheapest United flight from Cancún to Chicago is $372, flying from Jul 30 to Aug 6.
  • The cheapest Delta flight from Cancún to Chicago is $341, flying from Jul 9 to Jul 15.
  • The cheapest Frontier flight from Cancún to Chicago is $249, flying from Jul 24 to Jul 31.
  • The cheapest Volaris flight from Cancún to Chicago is $333, flying from Jun 4 to Jun 12.
The cheapest round-trip flight from Cancún to Chicago starts at $249 from Fri, Jul 24 to Fri, Jul 31. The cheapest one-way flight starts at $187 and departs on Thu, Jun 4.
3 hr 30 min is the shortest flight time from Cancún to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from Cancún to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Cancún to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Cancún to Chicago.

In terms of nonstop flights, American is the most popular. American offers 21 nonstop flights and 311 connecting flights per week. American flies from Cancun International Airport (CUN) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Southwest is the most popular. Southwest offers 9 nonstop flights and 1,131 connecting flights per week. Southwest flies from Cancun International Airport (CUN) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Cancún to Chicago are:
  • United offers 18 nonstop flights and 212 connecting flights per week. United flies from Cancun International Airport (CUN) to Chicago O'Hare International Airport (ORD) .
  • Delta offers 373 connecting flights per week. Delta flies from Cancun International Airport (CUN) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Frontier offers 7 nonstop flights and 20 connecting flights per week. Frontier flies from Cancun International Airport (CUN) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Volaris offers 70 connecting flights per week. Volaris flies from Cancun International Airport (CUN) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
The number of connecting flights refers to distinct flights with at least one stop between Cancún and Chicago.
The cheapest round-trip flight from Cancún to Chicago recently found on Google Flights was with Frontier from $249. The cheapest one-way flight was with Viva from $187.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Cancún to Chicago is $335, flying from Jul 23 to Jul 31.
  • The cheapest American flight from Cancún to Chicago is $340, flying from Jul 16 to Jul 23.
  • The cheapest United flight from Cancún to Chicago is $372, flying from Jul 30 to Aug 6.
  • The cheapest Delta flight from Cancún to Chicago is $341, flying from Jul 9 to Jul 15.
  • The cheapest Frontier flight from Cancún to Chicago is $249, flying from Jul 24 to Jul 31.
  • The cheapest Volaris flight from Cancún to Chicago is $333, flying from Jun 4 to Jun 12.
Southwest, American, United and Frontier fly direct from Cancún to Chicago.
  • There are 9 Southwest direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 21 American direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 18 United direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 7 Frontier direct flights from Cancún to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Cancún and Chicago at price $200 is offered by Frontier from Thu, May 14 to Sun, May 17.
Southwest, American, United and Frontier fly direct from Cancún to Chicago.
  • There are 9 Southwest direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 21 American direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 18 United direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 7 Frontier direct flights from Cancún to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from Cancún to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between Cancún and Chicago start at $304 from Sat, Jun 27 to Sat, Jul 4 with Frontier.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Cancún to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Cancún and Chicago start at $492 from Fri, Jul 24 to Fri, Jul 31 with Frontier.
The cheapest economy class round-trip flights between Cancún and Chicago start at $249 from Fri, Jul 24 to Fri, Jul 31.
To book business class trips from Cancún to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Cancún and Chicago starts at $200 from Thu, May 14 to Sun, May 17 with Frontier.
The cheapest last-minute deal between Cancún and Chicago at price $200 is offered by Frontier from Thu, May 14 to Sun, May 17.
To find last-minute flight deals from Cancún to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

Search more flights

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