CHI - CUN

$120 Find Cheap Flights from Chicago to Cancun - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Cancún departing on 9/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

Save 20% 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
$313
Typical prices: $370-$578
Volaris
Wed 8/19Sun 8/23
ORD - CUN • 1 stop
Cheapest non-stop
$368
Typical prices: $296-$523
American Airlines
Sun 9/13Wed 9/16
ORD - CUN • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United Economy Plus adds up to 6 inches more legroom than standard economy.
Frontier Economy Bundle adds a carry-on and seat choice; AA Main Cabin Extra boards early.
Expert advice
Expert advice
Expert advice
Expert advice
Nonstop flights
You can fly direct with American Airlines, Frontier and others. Average duration is 3h 44m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 6% average savings
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 84% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $294 (round-trip)
Shortest trip • 5h 35m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 28% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Cancún that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Cancún

Wed, Aug 19 - Sun, Aug 23
Volaris Logo
1:59 am - 2:06 pm
ORD
-
CUN
12h 07m
1 stop
Volaris Logo
9:50 pm - 5:52 am
CUN
-
ORD
8h 02m
1 stop
$313Volaris
Sun, Aug 23 - Tue, Sep 1
Volaris Logo
6:21 am - 3:28 pm
ORD
-
CUN
9h 07m
1 stop
Volaris Logo
3:20 pm - 11:47 pm
CUN
-
ORD
8h 27m
1 stop
$314Volaris
Wed, Nov 11 - Wed, Nov 18
Volaris Logo
6:23 am - 9:01 pm
ORD
-
CUN
13h 38m
1 stop
Volaris Logo
3:18 pm - 4:36 am
CUN
-
ORD
14h 18m
1 stop
$315Volaris
Mon, Aug 17 - Thu, Aug 20
Volaris Logo
2:53 am - 12:04 pm
ORD
-
CUN
9h 11m
1 stop
Volaris Logo
4:32 pm - 4:41 am
CUN
-
ORD
12h 09m
1 stop
$316Volaris
Sun, Nov 29 - Thu, Dec 10
Viva Logo
12:30 am - 11:30 pm
ORD
-
CUN
22h 00m
1 stop
Viva Logo
10:30 am - 10:50 pm
CUN
-
ORD
13h 20m
1 stop
$317Viva
Tue, Aug 18 - Sun, Aug 23
Volaris Logo
1:40 am - 10:03 am
ORD
-
CUN
8h 23m
1 stop
Volaris Logo
9:50 pm - 5:52 am
CUN
-
ORD
8h 02m
1 stop
$318Volaris
Fri, Sep 4 - Sun, Sep 13
Volaris Logo
7:35 am - 9:03 pm
ORD
-
CUN
13h 28m
1 stop
Volaris Logo
9:50 pm - 5:52 am
CUN
-
ORD
8h 02m
1 stop
$319Volaris
Fri, Nov 6 - Wed, Nov 11
Volaris Logo
12:42 am - 2:05 pm
ORD
-
CUN
12h 23m
1 stop
Volaris Logo
6:28 pm - 4:36 am
CUN
-
ORD
11h 08m
1 stop
$320Volaris
Wed, Aug 19 - Sat, Aug 29
Volaris Logo
2:53 am - 12:04 pm
ORD
-
CUN
9h 11m
1 stop
Volaris Logo
9:50 pm - 5:52 am
CUN
-
ORD
8h 02m
1 stop
$321Volaris
Mon, Aug 17 - Wed, Aug 26
Volaris Logo
6:24 am - 3:09 pm
ORD
-
CUN
8h 45m
1 stop
Volaris Logo
4:32 pm - 12:55 am
CUN
-
ORD
8h 23m
1 stop
$322Volaris
Booking Insights

KAYAK's insights & trends for Chicago to Cancún flights

Get data-powered insights and trends into flights from Chicago to Cancún to help you find the cheapest flights, the best time to fly and much more.

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

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Cancún departing in August.

What is the cheapest Chicago to Cancun flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Cancun costs $366 on the route between Chicago O'Hare Intl Airport (ORD) and Cancun (CUN). Over the past month, this route was, on average, 6% cheaper than other Chicago-Cancun routes. It is also the most popular route.

What’s the cheapest day of the week to fly from Chicago to Cancun?

The average price of all round-trip flights from Chicago to Cancún clicked on KAYAK for each day over the last 12 months.

For Chicago to Cancun, Sunday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Cancun back to Chicago, the best deals are generally found on Thursday, with Monday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Cancún, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Cancun is January, where tickets cost $343 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $589 and $588 respectively.

Can I save money by flying with a layover from Chicago to Cancun?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $509, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago to Cancun?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Cancún, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Cancun, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Cancún

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
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.

Good to know

Low seasonSeptember
Cheapest flight$120
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Chicago O'Hare Airport to Cancun

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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Cancun

  • 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.

  • What is the cheapest flight from Chicago to Cancun?

    In the last 5 days, the lowest price for a flight from Chicago to Cancun was $120 for a one-way ticket and $313 for a round-trip.

  • Do I need a passport to fly between Chicago and Cancun?

    Yes

  • Which airports will I be using when flying from Chicago to Cancun?

    When flying out of Chicago you will be using one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be landing at Cancun.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Cancun?

    American Airlines, and JetBlue offer inflight Wi-Fi service on the Chicago to Cancun flight route.

  • Which aircraft models fly most regularly from Chicago to Cancun?

    The Airbus A321-100/200 is the aircraft model that flies most regularly on the Chicago to Cancun flight route.

  • Which airline alliances offer flights from Chicago to Cancun?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Cancun, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Cancun?

    There are nonstop flights from Chicago to Cancun on a daily basis.

  • Which is the best airline for flights from Chicago to Cancun, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Cancun are Southwest and Delta. With an average price for the route of $494 and an overall rating of 7.9, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $430 and an overall rating of 7.8.

  • How does KAYAK find such low prices on flights from Chicago to Cancun?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Cancun.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Cancun?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Cancun from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Cancun?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Cancun with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Cancun?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Cancun from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Cancun

  • Looking for a cheap flight? 25% of our users found flights on this route for $232 or less one-way and $491 or less round-trip.
  • 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?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying 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,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Wednesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

See more direct flights

Direct returns

Cancun to Chicago

Monday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Wednesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +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

Flights from the other most popular airlines that fly from Chicago to Cancún according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.