CHI - CUN

$126 Find Cheap Flights from Chicago to Cancun - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$332
Typical prices: $351-$609
Volaris
Fri 10/5Thu 10/11
ORD - CUN • 1 stop
Cheapest non-stop
$362
Typical prices: $356-$612
Frontier
Sat 10/27Tue 10/30
ORD - CUN • Non-stop
Nonstop flights
You can fly direct with United Airlines, American Airlines and others. Average duration is 3h 47m.
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 24% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 85% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 4% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 23% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $262 (round-trip)
Shortest trip • 6h 29m (one-way)
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Cancún!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Cancún (CHI-CUN)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Cancún

Thu, Oct 1 - Wed, Oct 7
Volaris Logo
7:35 am - 9:03 pmORD  Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
Volaris Logo
3:20 pm - 11:47 pmCUN  Cancun-ORD Chicago O'Hare Intl
8h 27m1 stop Mexico City Benito Juarez
$332Volaris
Sat, Oct 10 - Sat, Oct 17
Volaris Logo
7:35 am - 9:03 pmORD  Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
Volaris Logo
10:50 am - 11:47 pmCUN  Cancun-ORD Chicago O'Hare Intl
12h 57m1 stop Mexico City Benito Juarez
$332Volaris
Fri, Nov 6 - Wed, Nov 11
Multiple Airlines Logo
6:29 am - 8:57 pmORD  Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
Multiple Airlines Logo
11:44 am - 2:45 pmCUN  Cancun-ORD Chicago O'Hare Intl
4h 01mnonstop
$332Multiple Airlines
Wed, Nov 11 - Sun, Nov 15
Viva Logo
12:35 am - 9:45 pmORD  Chicago O'Hare Intl-CUN Cancun
20h 10m1 stop Monterrey Gen Mariano Escobedo
Viva Logo
10:25 am - 10:55 pmCUN  Cancun-ORD Chicago O'Hare Intl
13h 30m1 stop Monterrey Gen Mariano Escobedo
$333Viva
Wed, Nov 18 - Thu, Nov 26
Multiple Airlines Logo
6:29 am - 8:57 pmORD  Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
Multiple Airlines Logo
10:25 am - 10:55 pmCUN  Cancun-ORD Chicago O'Hare Intl
13h 30m1 stop Monterrey Gen Mariano Escobedo
$333Multiple Airlines
Thu, Nov 26 - Tue, Dec 1
Viva Logo
12:35 am - 11:55 pmORD  Chicago O'Hare Intl-CUN Cancun
22h 20m1 stop Monterrey Gen Mariano Escobedo
Viva Logo
10:35 pm - 11:00 pmCUN  Cancun-ORD Chicago O'Hare Intl
25h 25m1 stop Monterrey Gen Mariano Escobedo
$334Viva
Mon, Oct 19 - Fri, Oct 23
Frontier Logo
6:10 am - 9:58 amORD  Chicago O'Hare Intl-CUN Cancun
3h 48mnonstop
Frontier Logo
10:49 am - 2:50 pmCUN  Cancun-ORD Chicago O'Hare Intl
4h 01mnonstop
$361Frontier
Tue, Oct 27 - Fri, Oct 30
Frontier Logo
7:30 am - 11:25 amORD  Chicago O'Hare Intl-CUN Cancun
3h 55mnonstop
Frontier Logo
10:29 am - 2:30 pmCUN  Cancun-ORD Chicago O'Hare Intl
4h 01mnonstop
$362Frontier
Sat, Oct 3 - Tue, Oct 6
American Airlines Logo
9:15 pm - 11:09 amORD  Chicago O'Hare Intl-CUN Cancun
13h 54m1 stop Dallas/Fort Worth
American Airlines Logo
1:00 pm - 5:05 pmCUN  Cancun-ORD Chicago O'Hare Intl
4h 05mnonstop
$401American Airlines
Mon, Sep 14 - Fri, Sep 25
American Airlines Logo
10:11 am - 2:00 pmORD  Chicago O'Hare Intl-CUN Cancun
3h 49mnonstop
American Airlines Logo
3:56 pm - 11:30 pmCUN  Cancun-ORD Chicago O'Hare Intl
7h 34m1 stop Dallas/Fort Worth
$408American Airlines
Booking Insights

Price, demand and travel trends for Chicago to Cancún flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago to Cancún with more confidence.

How much is a round-trip flight from Chicago to Cancún?

Round-trip flights from Chicago to Cancún start at $332. Prices are below average for this route right now, with typical round-trip fares ranging from $351 to $609. The lowest price found in the past 5 days was $332 on Volaris.

What is the cheapest Chicago to Cancún flight route?

Chicago O'Hare Intl Airport (ORD) to Cancún (CUN) is the cheapest Chicago to Cancún route, averaging $471 round-trip. Other Chicago to Cancún routes average $689, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to Cancún?

Tuesday is the cheapest day of the week to fly from Chicago to Cancún, it is 7% cheaper than the average day. Thursday is the most expensive day with flight prices 6% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Chicago to Cancún?

  • January is the cheapest month to fly from Chicago to Cancún at $366 round-trip.
  • March ($553) and December ($540) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 51% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago to Cancún the cheapest?

Flights from Chicago to Cancún are cheapest 3 weeks before departure. Booking in this window typically costs about 4% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Chicago to Cancún

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, Frontier and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Brandon Schultz

Brandon Schultz

Expert on CUN

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Key details for Chicago to Cancún flights

Low season

September

Cheapest flight

$126
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Chicago O'Hare Intl Airport to Cancún

When to book flights from Chicago to Cancún

Are your dates flexible? Find out the best times to travel from Chicago to Cancún based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago to Cancún flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Are there any nonstop flights between Chicago and Cancun?

    Since Cancun is such a popular vacation destination for those dealing with cold Chicago winters, there are several nonstop options to get you to this amazing resort city. United Airlines, American Airlines, and Frontier Airlines all offer nonstop service from Chicago O'Hare International Airport while Southwest Airlines offers nonstop service from Chicago Midway Airport.

  • Is there a hotel located near Cancun International Airport?

    A convenient option that is typically well-known to travelers coming from Chicago is the Courtyard by Marriott Cancun Airport. The hotel sits just a couple of miles from the entrance to the airport and offers a complimentary shuttle to and from the airport.

  • Is there a good public transportation option to get from downtown Chicago to Chicago O'Hare International Airport?

    A great option is the Chicago Transit Authority (CTA) Blue Line train that offers 24h service from downtown Chicago to the airport. The fare to ride the train is around $2.50.

  • Is there a bus that will take me from Cancun Airport to downtown Cancun?

    The Cancun Airport Shuttle offers service from all of the terminal buildings at Cancun Airport and will take you to the downtown bus station in Cancun. The fare to ride the bus is around $5.

  • Are there any services for passengers with limited mobility at the CUN upon arrival?

    Disabled passengers and travelers with limited mobility arriving at Cancun International Airport (CUN) from Chicago will have their needs catered for. Cancun Airport Transportation provides vehicles with special ramps, making it easier for those on wheelchairs to board them, regardless of whether the wheelchairs are manual or electrical.

  • Are there currency exchange services at CUN?

    Upon arrival at Cancun International Airport (CUN) from Chicago, you’ll have plenty of outlets to convert your dollars into Mexican Pesos. Several banks and credit unions, including Globo Cambio, run their ATMs at this establishment. You can locate these money exchange counters in Terminals 1, 2 and 3 in the arrivals halls.

  • Which is the best way to get to the Mayan Ruins of Chichén Itzá from Cancun International Airport (CUN)?

    Mayan Ruins of Chichén Itzá lies approximately 120 miles from Cancun International Airport (CUN). You can get there via various transportation options, including taxis, rental cars, and buses. However, consider riding the ADO Bus if you’re commuting on a budget. It departs at 8:45 am every day and takes about 3h to reach this archaeological site.

  • How can I move between terminals at Cancun International Airport (CUN)?

    Cancun International Airport (CUN) has three terminals, 1, 2, and 3, for passenger flights, with T3 serving as the main international terminal for flights from the US. A free shuttle connects all the terminals, with the service departing every 20min.

  • Which airlines offer extra legroom and free seat selection on Chicago to Cancún flights?

    Among airlines operating Chicago to Cancún flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection
    • Frontier: offers free seat selection
    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Chicago to Cancún?

    4 airlines operate flights between Chicago and Cancún. The airlines offering nonstop flights on this route include:
    • United Airlines
    • American Airlines
    • Southwest
    • Frontier

  • Which airports can I use when flying from Chicago to Cancún?

    Flights from Chicago to Cancún may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Cancun (CUN).

  • Which airlines include bags at no extra cost on Chicago to Cancún flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class
    • Lufthansa: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Chicago to Cancún?

    Four cabin classes are available on flights from Chicago to Cancún:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • How much can I save by taking a layover when flying from Chicago to Cancún?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $262 round-trip via New Orleans Louis Armstrong (MSY), compared to $479 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago to Cancún?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $35–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Chicago to Cancún pass through?

    One-stop flights from Chicago to Cancún most commonly connect through:

    • Mexico City Benito Juarez (MEX) - 29% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 16% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 14% of one-stop connections
    • Houston George Bush Intcntl (IAH) - 7% of one-stop connections

    Mexico City Benito Juarez (MEX) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago to Cancún?

    Yes. Being flexible with your travel dates can save you up to 14% on the Chicago to Cancún route. Tuesday is the cheapest departure day at $440 round-trip on average, while Thursday is the most expensive at $506, a difference of $66. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • At what point is a flight considered delayed from Chicago to Cancún?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago to Cancún route, 21% of flights were delayed in the past 3 months, with delays averaging 2 hours 38 minutes.

  • How are flight departures from Chicago to Cancún spread across the day?

    Morning is the busiest departure period on Chicago to Cancún flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

  • What popular places can I visit in Cancún?

    Some of the most popular sights in Cancún are Puerto Cancun, Nichupte Lagoon and Playa Delfines. These are among the most viewed places in Cancún on KAYAK.

  • How long is a flight from Chicago to Cancún?

    A nonstop flight from Chicago to Cancún takes 3h 47m, covering 1,440 miles.

  • What are the earliest and latest flights from Chicago to Cancún?

    These are the earliest and latest flight times available from Chicago to Cancún:

    • Earliest: departs at 6:00 am and lands at 9:47 am
    • Latest: departs at 10:46 am and lands at 2:33 pm.

    The flight takes about 3h 47m.

  • How expensive are last-minute Chicago to Cancún flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 10% below the route average of $473. Booking late can sometimes save money on this route, but inventory is limited.

  • Do I need a passport to fly from Chicago to Cancún?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How are flight prices from Chicago to Cancún looking right now?

    One-way fares from Chicago to Cancún are currently lower than usual. Average one-way flight prices are about $150, which is 25% below the typical average for this route.

  • How does Spirit Airlines’s on-time performance compare to other airlines on Chicago to Cancún flights?

    Spirit Airlines is slightly above the route average for timely arrivals, while Frontier has a lower on-time arrival rate. On-time arrival rates on Chicago to Cancún flights are:

    • Spirit Airlines: 85% on time
    • Frontier: 82% on time
    • United Airlines: 82% on time

    Overall, flights on this route are on time 79% of the time on average.

  • How do delay rates compare for morning and evening flights from Chicago to Cancún?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • How much time can I save by choosing a different layover airport from Chicago to Cancún?

    Flying via New Orleans Louis Armstrong (MSY) gives the shortest average 1-stop total travel time at 5h 37m, compared with 6h 29m via Lambert-St Louis (STL) and 7h 03m via Detroit Metropolitan Wayne County (DTW).

  • What car rental options are available at Cancun Airport (CUN)?

    Cancun Airport (CUN) hosts 5 major car rental companies, with daily rates starting from around $1 for economy cars. Top options include:
    · MEXRENTACAR
    · Hertz
    · America Car Rental
    · Budget
    · Europcar

  • How much should I expect to pay for a Chicago to Cancún flight?

    Round-trip flights from Chicago to Cancún range from $351 to $609, with an average of $473 over the past 12 months. Anything below $351 counts as a good deal.

  • Which airlines offer Wi-Fi on Chicago to Cancún flights?

    Two airlines offer in-flight Wi-Fi on Chicago to Cancún flights:

    • • American Airlines
    • • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Your guide to booking Chicago to Cancún flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Tuesday departure instead of Thursday. On this route, Tuesday flights average $440 - about $66 less than Thursday (13% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 3 weeks before you fly. On this route, that window historically saves about 4% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Cancún trip for January. Fares historically average $366 round-trip in that month - typically $187 less than the most expensive month, which is March (based on the last 12 months).
  • If arriving on time is high on your priority list, Spirit Airlines is the strongest pick on this route. 85% of Spirit Airlines flights from Chicago to Cancún arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 79%. When flights on this route do arrive late, the average delay is 2 hours 38 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • If you have the time, taking a 1-stop flight through New Orleans Louis Armstrong Airport (MSY) can be cheaper than flying direct. The cheapest layover option averages $262 round-trip on this route - about $218 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Cancun Airport.
    - Courtyard by Marriott Cancun Airport
    - Hilton Garden Inn Cancun Airport
    - City Express by Marriott Cancun Aeropuerto
  • If you are looking for a place to relax before your flight to Cancun, there are a number of airlines that offer lounges at Chicago O'Hare International Airport. These include four United Club locations found in Terminals One and Two as well as three Admiral's Club locations found in Terminal Three.
  • If someone will be dropping you off before your flight to Cancun at Chicago Midway Airport, they can do so in front of any terminal concourse. When arriving at the airport, simply follow the signs to the departures area, which will lead you to the upper level roadway. All of the terminals are handicap accessible.
  • A unique feature of Cancun Airport is that in order to use a taxi service, it must be pre-arranged before your arrival. Taxis can be booked online and there are wheelchair-accessible taxis that are available if needed.
  • If you want to rent a car upon arrival in Cancun, you'll be glad to know that all of the major car rental companies operate at this location. The rental car center at Cancun Airport is the largest in the area and it's open 24h per day for your convenience. The car rental counters are found in the arrivals hall of Terminal 3.
  • For mothers that are nursing young children, Chicago O'Hare International Airport offers mother's rooms in each terminal building. All of the mother's rooms feature very comfortable seating, electrical outlets, a diaper changing surface, and a sink.
  • Just because you're traveling to the airport does not mean you need to leave your technology behind. The Chicago Midway Airport offers free Wi-Fi as well as several charging stations found throughout the terminal buildings and plenty of power outlets in waiting areas.
  • Travelers flying from Chicago to Cancun will be glad to know that Cancun International Airport (CUN) features multiple lounges accessible to any traveler, provided you pay for the day’s pass. They include Mera Business Lounges in Terminals 2, 3, and 4, Aeromexico Salon Premier in Terminal 2, and The Lounge by Global Lounge Network in Terminal 2.
  • If you are departing via Chicago Midway International Airport (MDW), remember that the facility features a road system connecting the terminal and the secure area. A pedestrian bridge offers an easy passage for travelers from one building to the other. Still, you’ll need clearance by the security before transiting from the terminal to the concourse.
  • Frontier Airlines flying between Chicago O’Hare International Airport (ORD) and Cancun International Airport (CUN) allows you to bring your four-legged friend in the cabin. Among the pets allowed in the cabin are rabbits, cats, and dogs. In addition, the pets must bear relevant health documentation and valid vaccination certificates, and you must lock them in their cages. Remember to check with the airline regarding any updates or changes in their pet policy.
  • Chicago Midway International Airport (MDW) sits about 10.7 miles from the city center of Chicago. Several public transportation options ply between the two destinations. However, the best way to get to MDW from downtown Chicago is via the Orange Line train. The train regularly runs along this stretch, covering the distance in about 25min.
  • For the prayerful travelers who want to have a private moment with their maker before their voyage from Chicago to Cancun, note that ORD has a dedicated prayer suite at your disposal. The chapel is tucked away from the noisy terminals in Terminal 2, Mezzanine level, atop Delta Air Lines ticket desks.

Prefer to fly direct from Chicago to Cancun?

 
Find which airlines fly direct from Chicago to Cancun Airport, which days they fly and book direct flights.

Direct departures

Chicago to Cancun

Monday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Tuesday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Wednesday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Thursday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Friday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Saturday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Sunday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

See more direct flights

Direct returns

Cancun to Chicago

Monday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Tuesday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Wednesday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Thursday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Friday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Saturday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Sunday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

See more direct flights

Everything you need to know for your flight from Chicago to Cancún

Other airlines flying from Chicago to Cancún