Cancún

$103+ Cheap flights from Chicago (CHI) to Cancún (CUN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Aug 12 — Aug 191
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Cancún with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago to Cancun are usually found in September or October, booked 75 days in advance, depart on a Monday or Tuesday and return on a Friday

Cheap flight deals from Chicago to Cancún

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Cancún (CUN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 7, 2025.

Round-trip from

$246
(Cheapflightsfares)

One-way from

$103
(Frontier)

Popular in

March

Cheapest in

September

Average price

$411

Good round-trip deal

$346 or less

Good one-way deal

$123 or less
From Chicago (CHI) to Cancun
One-way flight from Chicago (CHI) to Cancun
Highest demand for flights based on searches. 6% potential increase in price ($28 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in August 2025
Price to beat on a round-trip flight from Chicago (CHI) to Cancun.
Price to beat on a one-way flight from Chicago (CHI) to Cancun.

Find flight deals from Chicago to Cancún

Cheapest flights from Chicago to Cancún
Explore the most affordable flight options available from Chicago to Cancún. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/276:41 amORD - CUN
Nonstop3h 52mMultiple Airlines
Wed 10/89:16 amCUN - ORD
1 stop12h 42mMultiple Airlines
Deal found 8/7$245
This Cheapflightsfares deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/276:10 amORD - CUN
Nonstop3h 37mSpirit Airlines
Tue 9/309:16 amCUN - ORD
1 stop12h 42mSpirit Airlines
Deal found 8/6$246
This Cheapflightsfares deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:10 amORD - CUN
Nonstop3h 37mSpirit Airlines
Mon 9/222:07 pmCUN - ORD
1 stop8h 41mSpirit Airlines
Deal found 8/6$247
This Cheapflightsfares deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/205:16 pmORD - CUN
1 stop14h 53mSpirit Airlines
Thu 8/281:42 pmCUN - ORD
1 stop10h 17mSpirit Airlines
Deal found 8/7$248
This Cheapflightsfares deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/185:17 pmORD - CUN
1 stop14h 54mSpirit Airlines
Sat 10/2510:50 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 8/6$249
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/216:41 amORD - CUN
Nonstop3h 52mMultiple Airlines
Wed 10/89:16 amCUN - ORD
1 stop12h 42mMultiple Airlines
Deal found 8/7$250
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1412:45 pmORD - CUN
1 stop9h 04mVolaris
Thu 9/1811:34 amCUN - ORD
Nonstop4h 09mVolaris
Deal found 8/6$251
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/205:16 pmORD - CUN
1 stop14h 53mSpirit Airlines
Sat 8/2310:48 amCUN - ORD
1 stop8h 54mSpirit Airlines
Deal found 8/6$252
This Priceline deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/166:41 amORD - CUN
Nonstop3h 45mMultiple Airlines
Fri 11/2111:42 amCUN - ORD
Nonstop4h 08mMultiple Airlines
Deal found 8/6$253
This Cheapflightsfares deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/308:47 pmORD - CUN
1 stop12h 56mSpirit Airlines
Wed 9/39:14 amCUN - ORD
1 stop6h 56mSpirit Airlines
Deal found 8/6$254
This Cheapflightsfares deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/46:10 amORD - CUN
Nonstop3h 37mSpirit Airlines
Wed 10/81:38 pmCUN - ORD
1 stop10h 07mSpirit Airlines
Deal found 8/7$255
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/512:45 pmORD - CUN
1 stop9h 04mMultiple Airlines
Fri 9/122:07 pmCUN - ORD
1 stop8h 41mMultiple Airlines
Deal found 8/6$256

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Cancún that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 7, 2025.
Use the filters below to find and compare flights from Chicago to Cancún that are best for you.

Fly from

Chicago

Fly to

Cancún

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 9/27

6:41 am-10:33 am

Nonstop3h 52m

Cancun

Wed 10/8

9:16 am-9:58 pm

1 stop12h 42m

$245

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 9/27

6:10 am-9:47 am

Nonstop3h 37m

Cancun

Tue 9/30

9:16 am-9:58 pm

1 stop12h 42m

$246

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 10/25

6:30 am-9:55 am

Nonstop3h 25m

Cancun

Wed 10/29

9:16 am-4:12 pm

1 stop6h 56m

$247

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 8/20

5:16 pm-8:09 am

1 stop14h 53m

Cancun

Thu 8/28

1:42 pm-11:59 pm

1 stop10h 17m

$248

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 10/18

5:17 pm-8:11 am

1 stop14h 54m

Cancun

Sat 10/25

10:50 am-2:50 pm

Nonstop4h 00m

$249

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 9/21

6:41 am-10:33 am

Nonstop3h 52m

Cancun

Wed 10/8

9:16 am-9:58 pm

1 stop12h 42m

$250

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 9/14

12:45 pm-9:49 pm

1 stop9h 04m

Cancun

Thu 9/18

11:34 am-3:43 pm

Nonstop4h 09m

$251

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 8/20

5:16 pm-8:09 am

1 stop14h 53m

Cancun

Sat 8/23

10:48 am-7:42 pm

1 stop8h 54m

$252

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 9/18

7:25 am-9:03 pm

1 stop13h 38m

Cancun

Tue 9/23

9:16 am-9:58 pm

1 stop12h 42m

$253

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 9/14

6:41 am-10:33 am

Nonstop3h 52m

Cancun

Sun 9/21

11:34 am-3:43 pm

Nonstop4h 09m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/6

Showing 1-10 of 46 results
1
2
3
...
5

The best insider tips for Chicago to Cancún flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Cancún trip
Airlines
Spirit Airlines

Spirit's Big Front Seats offer wider seats with 11 inches more legroom.


Spirit's Wi-Fi is available for browsing and streaming at a cost.

Frontier

Frontier's UpFront Plus offers guaranteed empty middle seat for extra comfort.


Early morning flights have a better chance of being on time with Frontier.

Read more about Frontierby Marisa Garcia
Airports
ORD

For a quick departure from ORD, consider taking the 'L' train to avoid Chicago traffic delays.

Read more about ORDby Ramsey Qubein
CUN

Prearrange airport transfers to avoid taxi scams at CUN. Look for your hotel’s sign in the arrivals area.

Read more about CUNby Ramsey Qubein
Our travel experts
Daniel Scheffler

Daniel Scheffler

Expert on Spirit Airlines

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more
Marisa Garcia

Marisa Garcia

Expert on Frontier

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD and CUN

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Best time to book a flight from Chicago to Cancún

Have a flexible travel schedule? Discover the best time to fly to Cancún from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

How far ahead should I book a flight from Chicago to Cancún?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Cancún. Price data was last updated on August 1, 2025.

Booking 75 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Cancún. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Cancún?

Currently, January is the cheapest month in which you can book a flight from Chicago to Cancún (average of $360). Flying from Chicago to Cancún in March is currently the most expensive (average of $492). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to CUN?

Find hourly flight availability from Chicago to Cancún. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 7, 2025.

It’s optimal to fly from Chicago to Cancún in the evening. By choosing this option you can save up to 44% on the cost of your flight, compared to a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Cancún. Price data was last updated on August 3, 2025.

Travelers seeking maximum savings on their Chicago to Cancún flight should consider departing on Wednesday at noon when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Cancún

Explore weekly flight availability from Chicago to Cancún. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 7, 2025.

The most flights from CHI to CUN are scheduled on a Monday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).

What’s the top layover airport for flights from Chicago to Cancún?

Share of 1-stop round-trip flights from Chicago to Cancún chosen by Cheapflights users in the past 12 months, using the same layover each way.

Atlanta (ATL) – chosen by Cheapflights users on 57% of 1-stop itineraries from Chicago to Cancún on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Cancún?

Average round-trip fare for 1-stop flights from Chicago to Cancún, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Monterrey (MTY) is the most affordable 1-stop option, with an average round-trip price of $344.

What’s the fastest layover option from Chicago to Cancún?

Shortest average travel time for 1-stop one-way flights from Chicago to Cancún, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 6h 34m.

Which airport typically offers the quickest layover for flights from Chicago to Cancún?

Average layover duration for 1-stop one-way flights from Chicago to Cancún, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Mexico City (MEX) offer the fastest connection on this route, with an average layover time of 1h 34m.

Reviews of airlines servicing Cancún

Get insights into the airlines that provide service to Cancún. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cancún. Reviews last updated August 7, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and Aeromexico from Chicago to Cancún to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
8.0
Very good

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Cancún. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How busy are the airports in Chicago and Cancun?

    To fly to Cancun from Chicago, you can choose to board your flight at either Midway International Airport (MDW) or O’Hare International Airport (ORD). If you choose to take off to Cancun from Midway International Airport, you need not worry about encountering so many people as this airport isn’t always busy. If, however, you choose to board a flight to Cancun from Chicago at O’Hare International Airport, you can count on meeting loads of people, as this airport is one of the busiest airports in the country. At either, you can count on being assisted anytime you’re in need, as both these airports have superb airport officials. In Cancun, you’ll land at the popular Cancun International Airport (CUN). Situated nearby the heart of Cancun, this airport prides itself on processing travelers as quickly as possible. Once you land at this airport, you need not worry about being kept waiting for long as at this airport, you’ll be cleared for entry in a matter of two to three minutes.

  • Which airlines fly directly from Chicago to Cancun?

    Several airlines offer direct flights to Cancun from Chicago. Thus, if you want to fly nonstop to Cancun from Chicago, you need not worry about lacking an airline to travel with. The air travel companies that offer these nonstop flights include Spirit Airlines, American Airlines, and Southwest Airlines. Aboard a Spirit Airlines non-stop flight, you’ll reach Cancun after three hours and 30 minutes, while onboard a Southwest Airlines non-stop flight, you’ll reach Cancun after three hours and 40 minutes. If none of these two airlines have convenient flights for you, and you choose to board an American Airlines non-stop flight, you’ll land after three hours and 35 minutes.

  • What are the stopover options between Chicago to Cancun?

    The stopover options between Chicago and Cancun are quite numerous. Of these many stopover options, Charlotte, Dallas, and Atlanta are the most popular. If you board a flight with a stopover in Charlotte, you’ll land at Charlotte’s exclusive Charlotte Douglas International Airport, whereas if you choose a flight with a stopover in Atlanta, you’ll land at Hartsfield Jackson International Airport. If none of these stopover options appeal to you, and you board a flight with a stopover in Dallas, you’ll land at the Dallas-Fort Worth International Airport. At any of these airports, you’ll have a good rest, tasty meals, and a fun shopping experience, as they’ve all got comfy lounges, world-class restaurants, and well-stocked shops.

  • Do I need a passport or visa to fly from Chicago to Cancun?

    If you’d like to fly to Cancun from Chicago, there are several documents you can use to pass airport security. If you’re Mexican, you can use your national ID to pass airport security, while if you’re an American or Canadian, you only need to present your passport and correctly filled entry forms to be allowed entry into the country once you land. If you’re not from any of the mentioned countries, you must have a visa to be granted entry. Mexican authorities are renowned for being strict enforcers of the law. Thus, to avoid any issues with them, when flying to Cancun from Chicago, you should have the required documents in order.

  • What airport do you fly into for flights to Cancún from Chicago?

    Cancun (CUN) is the airport you will fly into if you book a flight from Chicago to Cancún. You should not have trouble finding flights to Cancun from Chicago; the airport handles an average of 6 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 11 airlines have flights to the Cancún airport from Chicago. It is only a 8.9 mi journey from Cancun (CUN) to Cancún’s city center.

  • What are the cheapest airlines flying from Chicago to Cancún round-trip?

    Our cheapest airline available from Chicago to Cancún is Spirit Airlines. Our recent data shows that you can find tickets from as low as $246 on this airline. An additional option worth looking into is Southwest, starting at $271. These flights start at 42% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Chicago to Cancún one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $103. Users have also found prices from $105 and $125 on Viva and Southwest, respectively.

  • What are the most reliable airlines from Chicago to Cancún?

    Consider United Airlines (87%), Emirates (86%) or Frontier (80%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Cancún.

  • What are the cheapest flights from Chicago to Cancún?

    Looking for the cheapest flight from Chicago to Cancún? While on average our users pay $665, our data indicates the cheapest price to be $107. The most popular route (Chicago O'Hare Intl - Cancun), is priced around $216.

  • Can I find deals for flights from Chicago to Cancún that include hotel bookings?

    Yes. In addition to deals on Chicago to Cancún flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Cancún?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Cancún.

  • Can I find deals for business class flights from Chicago to Cancún?

    Yes. Cheapflights offers flight deals from Chicago to Cancún by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Cancún?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Cancún (average of $360). Flying from Chicago to Cancún in March is currently the most expensive (average of $492). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

  • What are the most eco-friendly airlines from Chicago to Cancun?

    Plenty of airlines offer flights to Cancun from Chicago. Of these airlines, Air Canada, JetBlue Airlines, and Delta Airlines are the most eco-friendly. To reduce its carbon footprint, Air Canada has made many eco-friendly decisions. These decisions include investing in sustainable aviation fuel research and purchasing several energy-saving aircraft. Delta Airlines has also made several eco-friendly decisions. They include cutting down its use of single-use plastics, increasing its use of recyclable products, and reducing its emissions through carbon offsets. JetBlue Airlines, just like Air Canada and Delta Airlines, has also taken several steps to minimize its carbon footprint. Some of the steps it has taken include partnering with sustainable aviation fuel companies such as World Energy and World Fuel and reducing its operational waste.

  • How can I fly more sustainably from Chicago to Cancun?

    There are many ways you can fly sustainably to Cancun from Chicago. The said ways include flying during the day, packing light luggage, and traveling on board a direct flight. If you travel during the day, you'll achieve your goal of traveling sustainably because flights during the night often lead to the founding of clouds that hinder radiation produced by the earth from escaping. If you pack light luggage, you'll also achieve your goal of traveling sustainably because flights with light luggage usually combust less fuel than flights with heavy luggage. You'll achieve sustainable travel by traveling on board a direct flight because direct flights normally consume less fuel and emit fewer carbon gases than flights with stopovers. Everyone has the moral responsibility of protecting the environment. By practicing the tips mentioned above, it's fair to say that you'll be travelling responsibly.

See more FAQs

Traveling to a place near Cancún?

Book flights to Cancún if you plan to visit one of these locations
Puerto Aventuras
Holbox
Punta Sam

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 10 airlines flying from Chicago to Cancún

Discover the top 10 airlines that operate flights from Chicago to Cancún. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$125Average$326FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$482FlexibilityNo cancel feeOn-time69%
DeltaCheapest$168Average$556FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$170Average$458FlexibilityNo cancel feeOn-time62%
VolarisCheapest$181Average$618FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$191Average$496FlexibilityNo cancel feeOn-timeN/A
VivaCheapest$251Average$321FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$630FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$331Average$534FlexibilityNo cancel feeOn-time71%
AviancaCheapest$552Average$896FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.