Cancún

$98+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Jan 30 — Feb 61
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Find cheap flights from Chicago to Cancún with Cheapflights

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Cheapflights Tip: The best prices from Chicago to Cancun are usually found in September or January, booked 66 days in advance, depart on a Monday or Tuesday and return on a Friday

Cheap 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 December 31, 2025.

This Aeromexico deal was found by Cheapflights users on 12/28. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:46 amORD - CUN
1 stop9h 34mAeromexico
Sat 1/318:00 amCUN - ORD
1 stop6h 49mAeromexico
Deal found 12/28$327
This Expedia deal was found by Cheapflights users on 12/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:55 pmORD - CUN
1 stop17h 55mMultiple Airlines
Sat 1/3111:59 amCUN - ORD
Nonstop3h 54mMultiple Airlines
Deal found 12/28$330
This Kiwi.com deal was found by Cheapflights users on 12/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:37 amORD - CUN
Nonstop4h 11mMultiple Airlines
Thu 1/810:13 amCUN - ORD
1 stop10h 28mMultiple Airlines
Deal found 12/29$338
This Kiwi.com deal was found by Cheapflights users on 12/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:37 amORD - CUN
Nonstop4h 11mMultiple Airlines
Mon 1/1211:59 amCUN - ORD
Nonstop3h 54mMultiple Airlines
Deal found 12/29$339
This Kiwi.com deal was found by Cheapflights users on 12/30. 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.
Wed 12/3110:37 amORD - CUN
Nonstop4h 11mMultiple Airlines
Fri 1/91:21 pmCUN - ORD
1 stop8h 42mMultiple Airlines
Deal found 12/30$349
This Frontier deal was found by Cheapflights users on 12/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:37 amORD - CUN
Nonstop4h 11mFrontier
Mon 1/123:24 pmCUN - ORD
1 stop8h 15mFrontier
Deal found 12/29$373
This Aeromexico deal was found by Cheapflights users on 12/30. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:30 amORD - CUN
1 stop10h 07mAeromexico
Sat 1/31:37 pmCUN - ORD
1 stop9h 34mAeromexico
Deal found 12/30$379
This CheapOair deal was found by Cheapflights users on 12/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:37 amORD - CUN
Nonstop4h 11mFrontier
Wed 1/72:04 pmCUN - ORD
1 stop25h 18mFrontier
Deal found 12/30$391
This Aeromexico deal was found by Cheapflights users on 12/29. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amMDW - CUN
1 stop6h 46mAeromexico
Wed 1/74:40 pmCUN - MDW
1 stop6h 27mAeromexico
Deal found 12/29$394
This Delta deal was found by Cheapflights users on 12/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:00 amORD - CUN
1 stop8h 05mDelta
Thu 1/15:05 pmCUN - ORD
1 stop16h 56mDelta
Deal found 12/29$394
This Delta deal was found by Cheapflights users on 12/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:59 pmMDW - CUN
1 stop17h 11mDelta
Thu 1/84:40 pmCUN - MDW
1 stop6h 27mDelta
Deal found 12/29$404
This Gotogate deal was found by Cheapflights users on 12/29. 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.
Wed 12/316:54 pmMDW - CUN
1 stop13h 54mMultiple Airlines
Wed 1/73:14 pmCUN - MDW
1 stop8h 03mMultiple Airlines
Deal found 12/29$434

Find 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 December 31, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$214
(Cheapflightsfares)

One-way from

$98
(Super.com)

Popular in

March

Cheapest in

September

Average price

$513

Good round-trip deal

$309 or less

Good one-way deal

$136 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 ($24 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 December 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 December 31, 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

Wed 1/21

5:40 am-3:59 pm

1 stop9h 19m

Cancun

Wed 1/28

4:47 pm-7:47 pm

Nonstop4h 00m

$293

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 2/15

1:11 am-8:02 pm

1 stop17h 51m

Cancun

Wed 2/18

6:01 am-12:55 pm

1 stop7h 54m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 2/6

7:05 am-8:02 pm

2 stops11h 57m

Cancun

Sat 2/14

6:01 am-12:55 pm

1 stop7h 54m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 2/8

6:15 am-6:47 pm

2 stops11h 32m

Cancun

Wed 2/11

11:18 am-11:00 pm

1 stop12h 42m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 2/8

5:30 am-6:47 pm

2 stops12h 17m

Cancun

Fri 2/13

1:33 pm-11:00 pm

1 stop10h 27m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 2/17

5:25 am-8:02 pm

2 stops13h 37m

Cancun

Wed 2/25

1:33 pm-11:00 pm

1 stop10h 27m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 2/7

7:05 am-8:02 pm

2 stops11h 57m

Cancun

Sat 2/14

3:35 pm-11:00 pm

1 stop8h 25m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 2/9

7:05 am-8:02 pm

2 stops11h 57m

Cancun

Sat 2/14

4:20 pm-11:00 pm

1 stop7h 40m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 3/7

10:35 am-9:11 pm

2 stops9h 36m

Cancun

Wed 3/11

11:22 am-12:13 am

1 stop12h 51m

$328

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 2/22

6:30 am-4:45 pm

2 stops9h 15m

Cancun

Thu 2/26

11:18 am-11:00 pm

1 stop12h 42m

$328

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/30

Showing 1-10 of 44 results
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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 December.
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
JustAirTicketPrice Accuracy-Trust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars

*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 December 26, 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 $138). Flying from Chicago to Cancún in July is currently the most expensive (average of $218). 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 December 31, 2025.

It’s optimal to fly from Chicago to Cancún in the morning. By choosing this option you can save up to 26% on the cost of your flight, compared to a flight at noon.

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 December 31, 2025.

The most flights from CHI to CUN are scheduled on a Monday (15 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (13 on average).

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.

Atlanta (ATL) – chosen by Cheapflights users on 50% 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 $345.

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 48m.

How often are flights from Chicago to Cancún delayed?

About 13% of weekly flights between Chicago and Cancún have experienced delays in the past year, with the average delay time being 143 minutes.

What is the most punctual flight time for Chicago to Cancún flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Cancún flights?

Over the last year, Spirit Airlines have had the lowest number of delays on this route, with just 11% of flights being delayed.

The best insider tips for Chicago to Cancún flights

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

Airports
ORD

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

CUN

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

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 December 31, 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.

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 13 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 9h 19m. 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 Spirit Airlines. Our recent data shows that you can find tickets from as low as $125 on this airline. Additional options worth looking into are Volaris and Aeromexico, starting at $137 and $140 round-trip. These flights start at 71% 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 $83. Users have also found prices from $88 and $91 on Viva and Spirit Airlines, respectively.

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

    Consider Emirates (78%), United Airlines (78%) or American Airlines (77%) 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 $697, our data indicates the cheapest price to be $92. The most popular route (Chicago O'Hare Intl - Cancun), is priced around $203.

  • 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 $138). Flying from Chicago to Cancún in July is currently the most expensive (average of $218). 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.

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Traveling to a place near Cancún?

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

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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 December 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$145Average$388FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$161Average$474FlexibilityNo cancel feeOn-time69%
DeltaCheapest$168Average$2,010FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$170Average$359FlexibilityNo cancel feeOn-time79%
Spirit AirlinesCheapest$171Average$349FlexibilityNo cancel feeOn-time65%
FrontierCheapest$188Average$446FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$250Average$417FlexibilityNo cancel feeOn-time62%
VivaCheapest$255Average$331FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$549FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$339Average$545FlexibilityNo cancel feeOn-time71%

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