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CA $208 Cheap Flights from Chicago (ORD) to Cancun (CUN)

View CA $208 flight on Mon, Nov 2, 2026Opens in a new window

Popular airlines from Chicago O'Hare International Airport (ORD) to Cancun Intl. Airport (CUN)

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Cheap flights from Chicago (ORD) to Cancun (CUN)

Prices were available within the past 7 days and start at CA $208 for one-way flights and CA $433 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Arajet
Mon, Nov 2 - Fri, Nov 6
ORD
Chicago
CUN
Cancun
CA $433 Roundtrip, found 8 hours ago
CA $433
Roundtrip
found 8 hours ago
Select Arajet flight, departing Mon, Nov 2 from Chicago to Cancun, returning Fri, Nov 6, priced at CA $433 found 8 hours ago
Arajet
Mon, Nov 2 - Fri, Nov 6
ORD
Chicago
CUN
Cancun
CA $449 Roundtrip, found 8 hours ago
CA $449
Roundtrip
found 8 hours ago
Select Arajet flight, departing Mon, Nov 2 from Chicago to Cancun, returning Fri, Nov 6, priced at CA $449 found 8 hours ago
Arajet
Mon, Nov 2 - Wed, Nov 11
ORD
Chicago
CUN
Cancun
CA $462 Roundtrip, found 16 hours ago
CA $462
Roundtrip
found 16 hours ago
Select Arajet flight, departing Mon, Nov 2 from Chicago to Cancun, returning Wed, Nov 11, priced at CA $462 found 16 hours ago
Arajet
Mon, Nov 2 - Fri, Nov 6
ORD
Chicago
CUN
Cancun
CA $468 Roundtrip, found 8 hours ago
CA $468
Roundtrip
found 8 hours ago
Select Arajet flight, departing Mon, Nov 2 from Chicago to Cancun, returning Fri, Nov 6, priced at CA $468 found 8 hours ago
Volaris
Sat, Feb 6 - Sun, Feb 7
ORD
Chicago
CUN
Cancun
CA $484 Roundtrip, found 16 hours ago
CA $484
Roundtrip
found 16 hours ago
Select Volaris flight, departing Sat, Feb 6 from Chicago to Cancun, returning Sun, Feb 7, priced at CA $484 found 16 hours ago
Arajet
Mon, Nov 2 - Fri, Nov 6
ORD
Chicago
CUN
Cancun
CA $497 Roundtrip, found 8 hours ago
CA $497
Roundtrip
found 8 hours ago
Select Arajet flight, departing Mon, Nov 2 from Chicago to Cancun, returning Fri, Nov 6, priced at CA $497 found 8 hours ago
Arajet
Mon, Nov 2 - Fri, Nov 6
ORD
Chicago
CUN
Cancun
CA $500 Roundtrip, found 8 hours ago
CA $500
Roundtrip
found 8 hours ago
Select Arajet flight, departing Mon, Nov 2 from Chicago to Cancun, returning Fri, Nov 6, priced at CA $500 found 8 hours ago
Air Canada
Mon, Nov 2 - Fri, Nov 6
ORD
Chicago
CUN
Cancun
CA $519 Roundtrip, found 8 hours ago
CA $519
Roundtrip
found 8 hours ago
Select Air Canada flight, departing Mon, Nov 2 from Chicago to Cancun, returning Fri, Nov 6, priced at CA $519 found 8 hours ago
American Airlines
Tue, Dec 15 - Fri, Dec 18
ORD
Chicago
CUN
Cancun
CA $588 Roundtrip, found 4 hours ago
CA $588
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Dec 15 from Chicago to Cancun, returning Fri, Dec 18, priced at CA $588 found 4 hours ago
JetBlue Airways
Mon, Oct 26 - Fri, Nov 6
ORD
Chicago
CUN
Cancun
CA $652 Roundtrip, found 2 days ago
CA $652
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Oct 26 from Chicago to Cancun, returning Fri, Nov 6, priced at CA $652 found 2 days ago

Alternative airports near Cancun

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Cancun Intl. CUN. Cheapest and Closest option available. Average driving time to city centre is 18 minutes. Flights from CA $525
CUN
Cancun Intl.
CheapestClosest
Average driving time to city centre18 min
Flights from CA $525

Find the cheapest month to fly from Chicago (ORD) to Cancun (CUN)

September is typically the cheapest month to fly

From CA $459 - CA $537 per traveller.

Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) cost?
You can find cheap one-way flights from CA $208 and cheap return flights from CA $433 ORD to CUN with Expedia. Return flights often range between CA$600 and CA$3155. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when ORD to CUN ticket fares go up or down.
What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
September is typically the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.), with average return fares around CA$498. September sees lower prices because it falls outside of peak holiday and spring break seasons, when demand for Cancun travel is lower. Other cheap months to fly from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) include January and February.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
There are 5 airlines offering direct flights from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.). Here are some of the top carriers:
  • United operates 18 direct flights from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) every week.
  • American Airlines operates 14 direct flights from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) every week.
  • Frontier Airlines operates 7 direct flights from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) every week.
  • Southwest Airlines operates 7 direct flights from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) every week.
  • Spirit Airlines operates 7 direct flights from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) every week.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
The best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) will differ from traveler to traveler. If you like to fly early, Southwest Airlines offers early morning flights. If price is the most important factor, Frontier Airlines typically offers the lowest fares. Delta offers the most daily flights from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
The cheapest months to fly from Chicago O'Hare International Airport (ORD) to Cancun International Airport (CUN) are typically September and January, with average return flights around CA$498. However, the most popular months for this route are June and December, which means you'll find plenty of flight options during those times. If you're looking for the best balance between price and availability, you might consider travelling in the shoulder seasons around these popular times to get a good deal with still plenty of choice.
How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
You'll find approximately 6 nonstop flights per day from Chicago O'Hare International (ORD) to Cancun International (CUN). For even more choices, look at flights that include layovers, as there are around 150 connecting flights daily. Some common connection points include Dallas-Fort Worth International (DFW), George Bush Intercontinental (IAH), and Mexico City International (MEX).
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
The earliest flight from Chicago O'Hare International Airport (ORD) to Cancun International Airport (CUN) typically departs around 12:00 AM local time, operated by American Airlines. This is a seasonal service, active only in December. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
You'll find the most flights from Chicago O'Hare International Airport (ORD) to Cancun International Airport (CUN) on Thursdays, with around 99 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include American Airlines, United, and Delta. Flight schedules are fairly consistent throughout the week, with Thursdays offering only slightly more options than other days.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
The most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) are in the early morning, from 6am to 9am. Many major carriers, including American Airlines, Frontier Airlines and Delta, offer flights during this window. Many travelers prefer these times because it allows for an early start to their vacation in Cancun.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
A nonstop flight from Chicago O'Hare International Airport (ORD) to Cancun International Airport (CUN) typically takes around 4 hours. This route covers a distance of approximately 2,330 kilometres (1,448 miles). If you opt for a one-stop flight, your travel time will be significantly longer, usually around 18 hours. Flights with two or more stops can take even longer, often around 21 hours and 48 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
Yes, you can fly business class or first class between ORD and CUN. Airlines that offer business class service on this route include:
  • Aeromexico
  • Frontier Airlines
  • Air Canada
  • Avianca
  • Delta
  • United
  • American Airlines
First class cabins are available on Spirit Airlines and Alaska Airlines.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Cancun, Quintana Roo (CUN) from Chicago, IL (ORD)?
If you're planning to travel to Cancun from O'Hare Intl. (ORD), you can fly directly into Cancun Intl. (CUN). Some flights may connect through major hubs like Seattle - Tacoma Intl. (SEA), Portland Intl. (PDX), or San Diego Intl. (SAN) before reaching Cancun. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Cancun Intl.
Airlines serving
Aeromexico, Air Canada, American Airlines, Arajet, Delta, JetBlue Airways, United, Volaris
Roundtrip price
CA $432
Distance
2316 km
Average flight time
3 hours 42 mins

Book with confidence

Chicago to Cancun Flights

The easy way to book your flights from Chicago to Cancun 

With Expedia, it’s simple to find and book flights to Cancun from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Cancun Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Cancun today, tomorrow, or this week.  

 

Save dollars with cheap flights from O'Hare Intl., ORD to Cancun Intl., CUN 

Sort your search results by price to find great deals on your flight from Chicago to Cancun—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Cancun from Chicago currently is just CA $433 rising to CA $652.  

Here are more money-saving tips: 

  • Fly in November when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Cancun  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Cancun from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Cancun with Expedia today.

Chicago to Cancun Flights

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