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 $144
Frontier Nonstop 5 hr Fri, Jan 23 — Thu, Jan 29
The cheapest round-trip flight from Cancún to Chicago is currently $144
Cheapest one-way flight $108
Frontier Nonstop 5 hr Wed, Jan 28
The cheapest one-way flight from Cancún to Chicago is currently $108
Last-minute weekend getaway $144
Frontier Nonstop 5 hr Fri, Jan 23 — Sun, Jan 25
The cheapest last-minute weekend getaway from Cancún to Chicago is currently $144
Cheapest business class flights $600
United Nonstop 4 hr Fri, Jan 23 — Thu, Jan 29
The cheapest business class round-trip flight from Cancún to Chicago is currently $600
Fastest flight 3 hr 35 min The fastest nonstop flight from Cancún to Chicago takes 3 hr 35 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 April.
January
Cheapest
Typical prices: $175–450
April
Most expensive
Typical prices: $285–385

Popular airlines from Cancún to Chicago

  • United
    Nonstop
    from $229
    Typical price: $295–610
    21 weekly nonstop flights
    CUN - ORD Every day
    202 weekly connecting flights
    CUN - ORD Every day
  • American
    Nonstop
    from $253
    Typical price: $300–560
    19 weekly nonstop flights
    CUN - ORD Every day
    300 weekly connecting flights
    CUN - ORD Every day
  • Southwest
    Nonstop
    from $229
    Typical price: $345–650
    7 weekly nonstop flights
    CUN - MDW Every day
    610 weekly connecting flights
    CUN - MDW, ORD Every day
  • Delta
    from $278
    Typical price: $315–780
    516 weekly connecting flights
    CUN - MDW, ORD Every day
  • Frontier
    Nonstop
    from $144
    Typical price: $305–570
    7 weekly nonstop flights
    CUN - ORD Every day
    19 weekly connecting flights
    CUN - MDW, ORD Every Mon, Thu, Fri, Sat, Sun
  • Spirit
    Nonstop
    from $233
    Typical price: $260–490
    5 weekly nonstop flights
    CUN - ORD Every Mon, Thu, Fri, Sat, Sun
    30 weekly connecting flights
    CUN - 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 26 min 86 mi
  • Cozumel International Airport (CZM)
    Cozumel Mexico 2 hr 29 min 44 mi
  • Mérida International Airport (MID)
    Merida Mexico 3 hr 38 min 181 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 27 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 25 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 24 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 $450.
The cheapest round-trip flight from Cancún to Chicago recently found on Google Flights was with Frontier from $144. The cheapest one-way flight was with Frontier from $108.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Cancún to Chicago is $229, flying from Feb 6 to Feb 15.
  • The cheapest American flight from Cancún to Chicago is $253, flying from Feb 12 to Feb 20.
  • The cheapest Southwest flight from Cancún to Chicago is $229, flying from Feb 13 to Feb 22.
  • The cheapest Delta flight from Cancún to Chicago is $278, flying from Jan 23 to Jan 29.
  • The cheapest Frontier flight from Cancún to Chicago is $144, flying from Jan 23 to Jan 29.
  • The cheapest Spirit flight from Cancún to Chicago is $233, flying from Jan 23 to Jan 29.
The cheapest round-trip flight from Cancún to Chicago starts at $144 from Fri, Jan 23 to Thu, Jan 29. The cheapest one-way flight starts at $108 and departs on Wed, Jan 28.
3 hr 35 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, United is the most popular. United offers 21 nonstop flights and 202 connecting flights per week. United flies from Cancun International Airport (CUN) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Southwest is the most popular. Southwest offers 7 nonstop flights and 610 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:
  • American offers 19 nonstop flights and 300 connecting flights per week. American flies from Cancun International Airport (CUN) to Chicago O'Hare International Airport (ORD) .
  • Delta offers 516 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 19 connecting flights per week. Frontier flies from Cancun International Airport (CUN) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Spirit offers 5 nonstop flights and 30 connecting flights per week. Spirit flies from Cancun International Airport (CUN) to 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 $144. The cheapest one-way flight was with Frontier from $108.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Cancún to Chicago is $229, flying from Feb 6 to Feb 15.
  • The cheapest American flight from Cancún to Chicago is $253, flying from Feb 12 to Feb 20.
  • The cheapest Southwest flight from Cancún to Chicago is $229, flying from Feb 13 to Feb 22.
  • The cheapest Delta flight from Cancún to Chicago is $278, flying from Jan 23 to Jan 29.
  • The cheapest Frontier flight from Cancún to Chicago is $144, flying from Jan 23 to Jan 29.
  • The cheapest Spirit flight from Cancún to Chicago is $233, flying from Jan 23 to Jan 29.
Southwest, United, American, Frontier and Spirit fly direct from Cancún to Chicago.
  • There are 21 United direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 19 American direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 7 Southwest 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.
  • There are 5 Spirit direct flights from Cancún to Chicago per week. Flights are available on Monday, Thursday, Friday, Saturday and Sunday.
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 $144 is offered by Frontier from Fri, Jan 23 to Sun, Jan 25.
Southwest, United, American, Frontier and Spirit fly direct from Cancún to Chicago.
  • There are 21 United direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 19 American direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 7 Southwest 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.
  • There are 5 Spirit direct flights from Cancún to Chicago per week. Flights are available on Monday, Thursday, Friday, Saturday and Sunday.
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 $144 from Fri, Jan 23 to Thu, Jan 29 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 $600 from Fri, Jan 23 to Thu, Jan 29 with United.
The cheapest economy class round-trip flights between Cancún and Chicago start at $144 from Fri, Jan 23 to Thu, Jan 29.
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 $144 from Fri, Jan 23 to Sun, Jan 25 with Frontier.
The cheapest last-minute deal between Cancún and Chicago at price $144 is offered by Frontier from Fri, Jan 23 to Sun, Jan 25.
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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