Cancún

$106+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Nov 29 — Dec 61
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 66 days in advance, depart on a Monday or Tuesday and return on a Friday

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 October 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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.
Tue 12/25:00 amORD - CUN
1 stop7h 35mSpirit Airlines
Wed 12/242:36 pmCUN - ORD
1 stop10h 54mSpirit Airlines
Deal found 10/30$241
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/27:25 amORD - CUN
Nonstop3h 53mMultiple Airlines
Fri 11/72:44 pmCUN - ORD
1 stop10h 43mMultiple Airlines
Deal found 10/30$243
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/59:14 pmORD - CUN
1 stop13h 22mMultiple Airlines
Wed 12/246:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 10/30$244
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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.
Fri 11/145:57 pmORD - CUN
1 stop16h 39mSpirit Airlines
Sat 11/2211:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 10/30$245
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 11/156:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Tue 11/182:44 pmCUN - ORD
1 stop10h 43mSpirit Airlines
Deal found 10/28$246
This Gotogate deal was found by Cheapflights users on 10/29. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/154:40 pmORD - CUN
1 stop27h 40mMultiple Airlines
Fri 11/216:30 pmCUN - ORD
Nonstop4h 01mMultiple Airlines
Deal found 10/29$247
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 11/86:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Sat 11/1511:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 10/29$248
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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.
Fri 11/145:57 pmORD - CUN
1 stop16h 39mSpirit Airlines
Sun 11/2311:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 10/29$249
This Travelocity deal was found by Cheapflights users on 10/29. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:57 pmORD - CUN
1 stop16h 39mSpirit Airlines
Fri 11/2111:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 10/29$250
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 12/66:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Sat 12/1311:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 10/28$251
This Expedia deal was found by Cheapflights users on 10/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/115:10 amORD - CUN
1 stop7h 25mSpirit Airlines
Tue 11/182:44 pmCUN - ORD
1 stop10h 43mSpirit Airlines
Deal found 10/29$252
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/59:14 pmORD - CUN
1 stop13h 22mMultiple Airlines
Mon 12/226:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 10/30$253

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 October 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$243
(Mytrip)

One-way from

$106
(CheapOair)

Popular in

March

Cheapest in

September

Average price

$397

Good round-trip deal

$270 or less

Good one-way deal

$150 or less
Provider with most accurate pricing for Chicago (CHI)-Cancun flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Cancun flights.
From Chicago (CHI) to Cancun
One-way flight from Chicago (CHI) to Cancun
Highest demand for flights based on searches. 5% potential increase in price ($26 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in October 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.

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 October 30, 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

Mon 1/12

7:35 am-3:59 pm

1 stop7h 24m

Cancun

Fri 1/16

4:47 pm-7:47 pm

Nonstop4h 00m

$261

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 11/9

8:43 am-1:33 pm

Nonstop3h 50m

Cancun

Fri 11/14

3:18 pm-6:09 pm

Nonstop3h 51m

$292

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 11/11

5:25 am-3:25 pm

1 stop9h 00m

Cancun

Sat 11/15

8:10 am-4:40 pm

1 stop9h 30m

$306

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 1/20

10:05 am-7:45 pm

2 stops8h 40m

Cancun

Thu 1/29

1:45 pm-4:30 pm

Nonstop3h 45m

$311

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 11/29

6:45 am-9:20 pm

1 stop13h 35m

Cancun

Tue 12/9

12:20 pm-10:41 pm

1 stop11h 21m

$316

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 1/17

8:00 am-9:11 pm

1 stop12h 11m

Cancun

Sun 1/25

6:06 am-12:40 pm

1 stop7h 34m

$316

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 1/13

5:33 am-8:00 pm

2 stops13h 27m

Cancun

Tue 1/20

6:06 am-12:40 pm

1 stop7h 34m

$316

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 1/18

8:50 am-4:25 pm

1 stop6h 35m

Cancun

Fri 1/23

11:20 am-11:00 pm

1 stop12h 40m

$316

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 12/5

1:20 pm-9:20 pm

1 stop7h 00m

Cancun

Wed 12/10

8:49 am-10:41 pm

1 stop14h 52m

$316

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 11/30

6:45 am-3:34 pm

1 stop7h 49m

Cancun

Fri 12/5

12:33 pm-10:41 pm

1 stop11h 08m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 42 results
1
2
3
...
5

Compare providers for flights from Chicago to Cancún

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Cancún in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
SmartFaresPrice Accuracy1 starTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Cancún flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Chicago-Cancún flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Chicago-Cancún flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Cancún flights, Cheapflights users trust Mytrip the most. Mytrip has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Cancún flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 October 24, 2025.

Booking 66 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 $130). Flying from Chicago to Cancún in July is currently the most expensive (average of $217). 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 October 30, 2025.

It’s optimal to fly from Chicago to Cancún at noon. By choosing this option you can save up to 47% on the cost of your flight, compared to a flight in the evening.

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 October 26, 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.

How much does it cost to fly round-trip from Chicago to Cancún?

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.

Monterrey (MTY) – chosen by Cheapflights users on 33% 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 11m.

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 48m.

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

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 October 30, 2025.
Peruse reviews from past customers who have flown with Southwest, United Airlines, and American Airlines 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

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 3 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.

  • How long is the flight from Chicago to Cancún?

    Departing from Chicago to Cancún will take you 7h 24m. There are 1447 mi between Chicago and Cancún. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Our cheapest airline available from Chicago to Cancún is Aeromexico. Our recent data shows that you can find tickets from as low as $145 on this airline. Additional options worth looking into are Spirit Airlines and United Airlines, starting at $151 and $161 round-trip. These flights start at 66% lower than the current average price 3 months from now.

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

    Consider Spirit Airlines (100%), Frontier (89%) or American Airlines (86%) 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 $641, our data indicates the cheapest price to be $114. The most popular route (Chicago O'Hare Intl - Cancun), is priced around $221.

  • 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 $130). Flying from Chicago to Cancún in July is currently the most expensive (average of $217). 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$145Average$446FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$151Average$341FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$515FlexibilityNo cancel feeOn-time69%
DeltaCheapest$168Average$516FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$175Average$464FlexibilityNo cancel feeOn-time62%
VolarisCheapest$179Average$621FlexibilityNo cancel feeOn-time79%
VivaCheapest$251Average$323FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$592FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$340Average$484FlexibilityNo 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.