Cheap flights from Chicago to Cancún

Flights overview

Useful information for finding cheap flights from Chicago to Cancún and booking your next trip
Cheapest round-trip flights$204
FrontierNonstop5 hrThu, Apr 9 — Wed, Apr 15
The cheapest round-trip flight from Chicago to Cancún is currently $204
Cheapest one-way flight$94
Volaris1 stop12 hrMon, May 4
The cheapest one-way flight from Chicago to Cancún is currently $94
Last-minute weekend getaway$271
SpiritNonstop4 hrThu, Mar 19 — Sun, Mar 22
The cheapest last-minute weekend getaway from Chicago to Cancún is currently $271
Cheapest business class flights$406
FrontierNonstop5 hrThu, Apr 30 — Wed, May 6
The cheapest business class round-trip flight from Chicago to Cancún is currently $406
Fastest flight3 hr 30 minThe fastest nonstop flight from Chicago to Cancún takes 3 hr 30 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 Chicago to Cancún is typically January. The most expensive month to fly is typically March.
January
Cheapest
Prices in January are usually between $205 and $290.

Popular airlines from Chicago to Cancún

  • Southwest
    Nonstop
    from $343
    Typical price: $350–620
    19 weekly nonstop flights
    MDW, ORD - CUNEvery day
    1025 weekly connecting flights
    MDW, ORD - CUNEvery day
  • American
    Nonstop
    from $290
    Typical price: $320–570
    21 weekly nonstop flights
    ORD - CUNEvery day
    305 weekly connecting flights
    ORD - CUNEvery day
  • United
    Nonstop
    from $323
    Typical price: $310–540
    21 weekly nonstop flights
    ORD - CUNEvery day
    162 weekly connecting flights
    ORD - CUNEvery day
  • Delta
    from $329
    Typical price: $330–730
    463 weekly connecting flights
    MDW, ORD - CUNEvery day
  • Frontier
    Nonstop
    from $204
    Typical price: $310–530
    8 weekly nonstop flights
    MDW, ORD - CUNEvery day
    46 weekly connecting flights
    MDW, ORD - CUNEvery day
  • Spirit
    Nonstop
    from $276
    Typical price: $240–470
    7 weekly nonstop flights
    ORD - CUNEvery day
    24 weekly connecting flights
    ORD - CUNEvery day

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    ChicagoUnited States26 min16 mi
  • Chicago Midway International Airport (MDW)
    ChicagoUnited States25 min9 mi
  • Milwaukee Mitchell International Airport (MKE)
    MilwaukeeUnited States1 hr 24 min75 mi
  • Indianapolis International Airport (IND)
    IndianapolisUnited States2 hr 58 min165 mi

Popular airports near Cancún

  • Cancun International Airport (CUN)
    CancúnMexico24 min9 mi
  • Aeropuerto Internacional de Tulum Felipe Carrillo Puerto (TQO)
    TulumMexico2 hr 26 min86 mi
  • Cozumel International Airport (CZM)
    CozumelMexico2 hr 32 min44 mi
  • Mérida International Airport (MID)
    MeridaMexico3 hr 37 min181 mi

Frequently asked questions about flying from Chicago to Cancún

The cheapest flights from Chicago to Cancún are usually in January. Typical ticket prices in January range from $205 to $290.
The cheapest round-trip flight from Chicago to Cancún recently found on Google Flights was with Frontier from $204. The cheapest one-way flight was with Volaris from $94.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Chicago to Cancún is $343, flying from May 3 to May 12.
  • The cheapest American flight from Chicago to Cancún is $290, flying from May 1 to May 10.
  • The cheapest United flight from Chicago to Cancún is $323, flying from Apr 12 to Apr 21.
  • The cheapest Delta flight from Chicago to Cancún is $329, flying from Apr 18 to Apr 24.
  • The cheapest Frontier flight from Chicago to Cancún is $204, flying from Apr 9 to Apr 15.
  • The cheapest Spirit flight from Chicago to Cancún is $276, flying from Apr 9 to Apr 18.
The cheapest round-trip flight from Chicago to Cancún starts at $204 from Thu, Apr 9 to Wed, Apr 15. The cheapest one-way flight starts at $94 and departs on Mon, May 4.
3 hr 30 min is the shortest flight time from Chicago to Cancún.
Peak season is winter (Dec–Apr), becoming busiest during U.S. university students’ spring break (Mar–Apr, dates vary). Summer (Jun–Aug) is very hot and humid. Fall (Sep–Nov) is warm, with a chance of hurricanes. Visits from mid-Jun–late Aug offer the opportunity to snorkel with giant whale sharks off the coast of Isla Holbox, while sea turtle nesting season is Jun–Aug. Key events and holidays include Cinco de Mayo (May 5) and the Cancún Jazz Festival (Sep).
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Cancún.
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 Chicago to Cancún 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 Chicago to Cancún.

In terms of nonstop flights, American is the most popular. American offers 21 nonstop flights and 305 connecting flights per week. American flies from Chicago O'Hare International Airport (ORD) to Cancun International Airport (CUN).

In terms of flights, Southwest is the most popular. Southwest offers 19 nonstop flights and 1,025 connecting flights per week. Southwest flies from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD) to Cancun International Airport (CUN).

Other popular airlines flying from Chicago to Cancún are:
  • United offers 21 nonstop flights and 162 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Cancun International Airport (CUN).
  • Delta offers 463 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD) to Cancun International Airport (CUN).
  • Frontier offers 8 nonstop flights and 46 connecting flights per week. Frontier flies from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD) to Cancun International Airport (CUN).
  • Spirit offers 7 nonstop flights and 24 connecting flights per week. Spirit flies from Chicago O'Hare International Airport (ORD) to Cancun International Airport (CUN).
The number of connecting flights refers to distinct flights with at least one stop between Chicago and Cancún.
The cheapest round-trip flight from Chicago to Cancún recently found on Google Flights was with Frontier from $204. The cheapest one-way flight was with Volaris from $94.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Chicago to Cancún is $343, flying from May 3 to May 12.
  • The cheapest American flight from Chicago to Cancún is $290, flying from May 1 to May 10.
  • The cheapest United flight from Chicago to Cancún is $323, flying from Apr 12 to Apr 21.
  • The cheapest Delta flight from Chicago to Cancún is $329, flying from Apr 18 to Apr 24.
  • The cheapest Frontier flight from Chicago to Cancún is $204, flying from Apr 9 to Apr 15.
  • The cheapest Spirit flight from Chicago to Cancún is $276, flying from Apr 9 to Apr 18.
Southwest, Frontier, American, United and Spirit fly direct from Chicago to Cancún.
  • There are 19 Southwest direct flights from Chicago to Cancún per week. Flights are available every day.
  • There are 21 American direct flights from Chicago to Cancún per week. Flights are available every day.
  • There are 21 United direct flights from Chicago to Cancún per week. Flights are available every day.
  • There are 8 Frontier direct flights from Chicago to Cancún per week. Flights are available every day.
  • There are 7 Spirit direct flights from Chicago to Cancún 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 Chicago and Cancún at price $271 is offered by Spirit from Thu, Mar 19 to Sun, Mar 22.
Southwest, Frontier, American, United and Spirit fly direct from Chicago to Cancún.
  • There are 19 Southwest direct flights from Chicago to Cancún per week. Flights are available every day.
  • There are 21 American direct flights from Chicago to Cancún per week. Flights are available every day.
  • There are 21 United direct flights from Chicago to Cancún per week. Flights are available every day.
  • There are 8 Frontier direct flights from Chicago to Cancún per week. Flights are available every day.
  • There are 7 Spirit direct flights from Chicago to Cancún 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 Chicago to Cancún on a daily basis.
The cheapest direct (nonstop) round-trip flights between Chicago and Cancún start at $204 from Thu, Apr 9 to Wed, Apr 15 with Frontier.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Cancún, 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 Chicago and Cancún start at $406 from Thu, Apr 30 to Wed, May 6 with Frontier.
The cheapest economy class round-trip flights between Chicago and Cancún start at $204 from Thu, Apr 9 to Wed, Apr 15.
To book business class trips from Chicago to Cancún, 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 Chicago and Cancún starts at $271 from Thu, Mar 19 to Sun, Mar 22 with Spirit.
The cheapest last-minute deal between Chicago and Cancún at price $271 is offered by Spirit from Thu, Mar 19 to Sun, Mar 22.
To find last-minute flight deals from Chicago to Cancún, 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

Popular trips from Chicago

  1. Honolulu
    $380
    Aug 24 — Sep 1
    1 stop10 hr 55 minSouthwest
  2. Paris
    $459
    Apr 12 — Apr 21
    1 stop12 hr 40 minTap Air Portugal
  3. Denver
    $88
    Apr 4 — Apr 11
    Nonstop3 hr 8 minFrontier
  4. Miami
    $80
    Apr 6 — Apr 15
    Nonstop3 hr 13 minFrontier

Find cheap flights from Chicago to anywhere

Find cheap flights on popular routes