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 flightsHK$1,107
FrontierNonstop5 hrThu, Jan 15 — Wed, Jan 21
The cheapest round-trip flight from Cancún to Chicago is currently HK$1,107
Cheapest one-way flightHK$827
FrontierNonstop5 hrWed, Jan 28
The cheapest one-way flight from Cancún to Chicago is currently HK$827
Last-minute weekend getawayHK$1,650
FrontierNonstop5 hrSat, Dec 20 — Mon, Dec 22
The cheapest last-minute weekend getaway from Cancún to Chicago is currently HK$1,650
Cheapest business class flightsHK$4,690
AmericanNonstop4 hrThu, Jan 22 — Wed, Jan 28
The cheapest business class round-trip flight from Cancún to Chicago is currently HK$4,690
Fastest flight3 hr 35 minThe fastest nonstop flight from Cancún to Chicago takes 3 hr 35 min
Nonstop flightsEvery dayThere 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: HK$1,650–3,800
April
Most expensive
Typical prices: HK$2,150–2,900

Popular airlines from Cancún to Chicago

  • Southwest
    Nonstop
    from HK$2,562
    Typical price: HK$2,700–5,200
    13 weekly nonstop flights
    CUN - MDW, ORDEvery day
    1129 weekly connecting flights
    CUN - MDW, ORDEvery day
  • United
    Nonstop
    from HK$2,263
    Typical price: HK$2,300–4,700
    28 weekly nonstop flights
    CUN - ORDEvery day
    281 weekly connecting flights
    CUN - ORDEvery day
  • American
    Nonstop
    from HK$1,752
    Typical price: HK$2,350–4,300
    21 weekly nonstop flights
    CUN - ORDEvery day
    247 weekly connecting flights
    CUN - ORDEvery day
  • Volaris
    Nonstop
    Typical price: HK$2,800–4,400
    7 weekly nonstop flights
    CUN - ORDEvery day
    75 weekly connecting flights
    CUN - MDW, ORDEvery day
  • Frontier
    Nonstop
    from HK$1,107
    Typical price: HK$2,450–4,450
    7 weekly nonstop flights
    CUN - ORDEvery day
    40 weekly connecting flights
    CUN - MDW, ORDEvery day
  • Delta
    from HK$2,101
    Typical price: HK$2,600–6,000
    381 weekly connecting flights
    CUN - MDW, ORDEvery day

Popular airports near Cancún

  • Cancun International Airport (CUN)
    CancúnMexico23 min14 km
  • Aeropuerto Internacional de Tulum Felipe Carrillo Puerto (TQO)
    TulumMexico2 hr 25 min138 km
  • Cozumel International Airport (CZM)
    CozumelMexico2 hr 28 min71 km
  • Mérida International Airport (MID)
    MeridaMexico3 hr 38 min292 km

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    ChicagoUnited States29 min25 km
  • Chicago Midway International Airport (MDW)
    ChicagoUnited States25 min14 km
  • Milwaukee Mitchell International Airport (MKE)
    MilwaukeeUnited States1 hr 27 min120 km
  • Indianapolis International Airport (IND)
    IndianapolisUnited States2 hr 59 min265 km

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 HK$1,650 to HK$3,800.
The cheapest round-trip flight from Cancún to Chicago recently found on Google Flights was with Frontier from HK$1,107. The cheapest one-way flight was with Frontier from HK$827.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Cancún to Chicago is HK$2,562, flying from Dec 25 to Jan 3.
  • The cheapest United flight from Cancún to Chicago is HK$2,263, flying from Dec 26 to Jan 1.
  • The cheapest American flight from Cancún to Chicago is HK$1,752, flying from Feb 2 to Feb 9.
  • The cheapest Frontier flight from Cancún to Chicago is HK$1,107, flying from Jan 15 to Jan 21.
  • The cheapest Delta flight from Cancún to Chicago is HK$2,101, flying from Feb 26 to Mar 4.
The cheapest round-trip flight from Cancún to Chicago starts at HK$1,107 from Thu, Jan 15 to Wed, Jan 21. The cheapest one-way flight starts at HK$827 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 28 nonstop flights and 281 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 13 nonstop flights and 1,129 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 21 nonstop flights and 247 connecting flights per week. American flies from Cancun International Airport (CUN) to Chicago O'Hare International Airport (ORD).
  • Volaris offers 7 nonstop flights and 75 connecting flights per week. Volaris flies from Cancun International Airport (CUN) to Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD).
  • Frontier offers 7 nonstop flights and 40 connecting flights per week. Frontier flies from Cancun International Airport (CUN) to Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD).
  • Delta offers 381 connecting flights per week. Delta 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 HK$1,107. The cheapest one-way flight was with Frontier from HK$827.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Cancún to Chicago is HK$2,562, flying from Dec 25 to Jan 3.
  • The cheapest United flight from Cancún to Chicago is HK$2,263, flying from Dec 26 to Jan 1.
  • The cheapest American flight from Cancún to Chicago is HK$1,752, flying from Feb 2 to Feb 9.
  • The cheapest Frontier flight from Cancún to Chicago is HK$1,107, flying from Jan 15 to Jan 21.
  • The cheapest Delta flight from Cancún to Chicago is HK$2,101, flying from Feb 26 to Mar 4.
Southwest, United, American, Frontier, Spirit and Volaris fly direct from Cancún to Chicago.
  • There are 13 Southwest direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 28 United 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 7 Volaris 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 HK$1,650 is offered by Frontier from Sat, Dec 20 to Mon, Dec 22.
Southwest, United, American, Frontier, Spirit and Volaris fly direct from Cancún to Chicago.
  • There are 13 Southwest direct flights from Cancún to Chicago per week. Flights are available every day.
  • There are 28 United 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 7 Volaris 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 HK$1,107 from Thu, Jan 15 to Wed, Jan 21 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 HK$4,690 from Thu, Jan 22 to Wed, Jan 28 with American.
The cheapest economy class round-trip flights between Cancún and Chicago start at HK$1,107 from Thu, Jan 15 to Wed, Jan 21.
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 HK$1,650 from Sat, Dec 20 to Mon, Dec 22 with Frontier.
The cheapest last-minute deal between Cancún and Chicago at price HK$1,650 is offered by Frontier from Sat, Dec 20 to Mon, Dec 22.
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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