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 $145
Frontier Nonstop 5 hr Sat, May 9 — Fri, May 15
The cheapest round-trip flight from Cancún to Chicago is currently $145
Cheapest one-way flight $108
Frontier Nonstop 5 hr Fri, May 15
The cheapest one-way flight from Cancún to Chicago is currently $108
Last-minute weekend getaway $284
Spirit Nonstop 4 hr Thu, Mar 19 — Mon, Mar 23
The cheapest last-minute weekend getaway from Cancún to Chicago is currently $284
Cheapest business class flights $346
Frontier Nonstop 5 hr Sat, May 9 — Fri, May 15
The cheapest business class round-trip flight from Cancún to Chicago is currently $346
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 April.
January
Cheapest
Typical prices: $175–450
April
Most expensive
Typical prices: $275–390

Popular airlines from Cancún to Chicago

  • Southwest
    Nonstop
    from $293
    Typical price: $335–610
    19 weekly nonstop flights
    CUN - MDW, ORD Every day
    997 weekly connecting flights
    CUN - MDW, ORD Every day
  • American
    Nonstop
    from $231
    Typical price: $295–540
    21 weekly nonstop flights
    CUN - ORD Every day
    337 weekly connecting flights
    CUN - ORD Every day
  • United
    Nonstop
    from $309
    Typical price: $280–560
    21 weekly nonstop flights
    CUN - ORD Every day
    220 weekly connecting flights
    CUN - ORD Every day
  • Delta
    from $299
    Typical price: $295–750
    478 weekly connecting flights
    CUN - MDW, ORD Every day
  • Frontier
    Nonstop
    from $145
    Typical price: $290–530
    8 weekly nonstop flights
    CUN - MDW, ORD Every day
    45 weekly connecting flights
    CUN - MDW, ORD Every day
  • Spirit
    Nonstop
    from $252
    Typical price: $260–490
    7 weekly nonstop flights
    CUN - ORD Every day
    35 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 32 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 26 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 59 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 $145. The cheapest one-way flight was with Frontier from $108.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Cancún to Chicago is $293, flying from May 9 to May 18.
  • The cheapest American flight from Cancún to Chicago is $231, flying from May 9 to May 15.
  • The cheapest United flight from Cancún to Chicago is $309, flying from Mar 26 to Apr 1.
  • The cheapest Delta flight from Cancún to Chicago is $299, flying from Apr 30 to May 6.
  • The cheapest Frontier flight from Cancún to Chicago is $145, flying from May 9 to May 15.
  • The cheapest Spirit flight from Cancún to Chicago is $252, flying from Mar 19 to Mar 25.
The cheapest round-trip flight from Cancún to Chicago starts at $145 from Sat, May 9 to Fri, May 15. The cheapest one-way flight starts at $108 and departs on Fri, May 15.
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 337 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 19 nonstop flights and 997 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 21 nonstop flights and 220 connecting flights per week. United flies from Cancun International Airport (CUN) to Chicago O'Hare International Airport (ORD) .
  • Delta offers 478 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 8 nonstop flights and 45 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 7 nonstop flights and 35 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 $145. The cheapest one-way flight was with Frontier from $108.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Cancún to Chicago is $293, flying from May 9 to May 18.
  • The cheapest American flight from Cancún to Chicago is $231, flying from May 9 to May 15.
  • The cheapest United flight from Cancún to Chicago is $309, flying from Mar 26 to Apr 1.
  • The cheapest Delta flight from Cancún to Chicago is $299, flying from Apr 30 to May 6.
  • The cheapest Frontier flight from Cancún to Chicago is $145, flying from May 9 to May 15.
  • The cheapest Spirit flight from Cancún to Chicago is $252, flying from Mar 19 to Mar 25.
Southwest, Frontier, American, United and Spirit fly direct from Cancún to Chicago.
  • There are 19 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 21 United direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 8 Frontier direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 7 Spirit 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 $284 is offered by Spirit from Thu, Mar 19 to Mon, Mar 23.
Southwest, Frontier, American, United and Spirit fly direct from Cancún to Chicago.
  • There are 19 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 21 United direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 8 Frontier direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 7 Spirit 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 $145 from Sat, May 9 to Fri, May 15 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 $346 from Sat, May 9 to Fri, May 15 with Frontier.
The cheapest economy class round-trip flights between Cancún and Chicago start at $145 from Sat, May 9 to Fri, May 15.
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 $284 from Thu, Mar 19 to Mon, Mar 23 with Spirit.
The cheapest last-minute deal between Cancún and Chicago at price $284 is offered by Spirit from Thu, Mar 19 to Mon, Mar 23.
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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