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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
ene. 28 — feb. 41
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The best prices from Chicago to Cancun are usually found in September or May, booked 2 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 enero 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$212
(Cheapflightsfares)

One-way from

$98
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$363

Good round-trip deal

$293 or less

Good one-way deal

$144 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. 2% potential increase in price ($8 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in January 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 enero 23, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/23. 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.
lun. 3/36:00 amORD - CUN
Nonstop4h 06mFrontier
jue. 3/1310:40 amCUN - ORD
Nonstop4h 03mFrontier
Deal found 1/23$212
This Cheapflightsfares deal was found by Cheapflights users on 1/23. 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.
mar. 1/286:00 amORD - CUN
Nonstop4h 19mMultiple Airlines
vie. 1/3111:45 amCUN - ORD
Nonstop4h 02mMultiple Airlines
Deal found 1/23$220
This Viva deal was found by Cheapflights users on 1/23. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 1/273:50 pmORD - CUN
1 stop18h 50mViva
mié. 1/297:05 amCUN - ORD
1 stop8h 15mViva
Deal found 1/23$249
This Cheapflightsfares deal was found by Cheapflights users on 1/23. 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.
lun. 1/276:00 amORD - CUN
Nonstop3h 50mSpirit Airlines
vie. 1/3111:45 amCUN - ORD
Nonstop4h 02mSpirit Airlines
Deal found 1/23$254
This Southwest deal was found by Cheapflights users on 1/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/74:30 pmMDW - CUN
Nonstop3h 55mSouthwest
mar. 4/152:25 pmCUN - MDW
1 stop6h 45mSouthwest
Deal found 1/22$314
This Expedia deal was found by Cheapflights users on 1/23. 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.
jue. 2/612:44 pmMDW - CUN
1 stop7h 21mMultiple Airlines
mié. 2/123:49 pmCUN - MDW
1 stop9h 28mMultiple Airlines
Deal found 1/23$318
This Kiwi.com deal was found by Cheapflights users on 1/23. 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.
lun. 2/248:44 pmMDW - CUN
2 stops16h 11mFrontier
jue. 2/2710:31 amCUN - MDW
1 stop11h 58mFrontier
Deal found 1/23$319
This American Airlines deal was found by Cheapflights users on 1/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/16:30 pmORD - CUN
1 stop15h 08mAmerican Airlines
mar. 2/43:10 pmCUN - ORD
1 stop10h 17mAmerican Airlines
Deal found 1/22$321
This Cheapflightsfares deal was found by Cheapflights users on 1/22. 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.
sáb. 2/226:23 amORD - CUN
1 stop13h 39mVolaris
sáb. 3/810:41 pmCUN - ORD
1 stop7h 46mVolaris
Deal found 1/22$323
This United Airlines deal was found by Cheapflights users on 1/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/119:13 amORD - CUN
Nonstop3h 57mUnited Airlines
mié. 3/122:18 pmCUN - ORD
Nonstop3h 52mUnited Airlines
Deal found 1/22$337
This eDestinos deal was found by Cheapflights users on 1/23. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/512:44 pmMDW - CUN
1 stop7h 21mAeromexico
mié. 3/126:04 amCUN - MDW
2 stops16h 19mAeromexico
Deal found 1/23$368
This Delta deal was found by Cheapflights users on 1/23. 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.
dom. 3/309:54 amMDW - CUN
1 stop10h 06mDelta
mié. 4/28:00 amCUN - MDW
1 stop8h 14mDelta
Deal found 1/23$391

Find flights from Chicago to Cancún within your budget

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 enero 23, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

vie. 4/25

7:05 am-11:07 am

Nonstop4h 02m

Cancun

mié. 4/30

10:43 am-2:51 pm

Nonstop4h 08m

$212

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mar. 2/4

6:00 am-11:06 am

Nonstop4h 06m

Cancun

mié. 2/12

1:16 pm-10:03 pm

1 stop9h 47m

$222

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mié. 2/26

5:00 am-12:11 pm

1 stop6h 11m

Cancun

lun. 3/3

1:16 pm-10:40 am

1 stop22h 24m

$273

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb. 2/15

3:50 pm-1:25 pm

1 stop20h 35m

Cancun

mar. 2/18

2:30 pm-2:20 pm

1 stop24h 50m

$278

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

dom. 4/6

4:30 pm-8:25 pm

Nonstop3h 55m

Cancun

mié. 4/9

1:50 pm-9:35 pm

1 stop7h 45m

$314

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

jue. 2/6

12:44 pm-9:05 pm

1 stop7h 21m

Cancun

mié. 2/12

3:49 pm-12:17 am

1 stop9h 28m

$318

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb. 3/8

6:23 am-9:02 pm

1 stop13h 39m

Cancun

sáb. 3/15

10:06 am-12:31 am

1 stop14h 25m

$321

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

lun. 3/3

6:40 am-1:55 pm

1 stop30h 15m

Cancun

lun. 3/10

10:11 am-1:59 pm

1 stop27h 48m

$332

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mié. 3/5

12:44 pm-9:05 pm

1 stop7h 21m

Cancun

mié. 3/12

6:04 am-10:23 pm

2 stops16h 19m

$365

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mié. 1/29

9:34 am-9:05 pm

2 stops10h 31m

Cancun

sáb. 2/1

8:00 am-4:12 pm

2 stops9h 12m

$396

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 26 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star
CheapOairPrice Accuracy2 starsTrust Score*2 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars
FareScanPrice Accuracy3 starsTrust Score*1 star
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
MytripPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Cancún flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.

The best insider tips for Chicago to Cancún flights

Find out what our experts recommend to make the most of your Chicago to Cancún trip
Airlines
United Airlines

United's Polaris Class offers lie-flat seats and Saks Fifth Avenue bedding.


United's Premium Plus offers extra legroom, upgraded meals, and priority check-in.

Spirit Airlines

Spirit's Big Front Seats offer 11 inches extra legroom, ideal for added comfort.


Spirit's Saver$ Club offers discounts on luggage and seats, maximizing savings.

American Airlines

American's Flagship Business offers lie-flat beds and direct aisle access.


American's Premium Economy offers 18.5” seats with 8” recline and leg rests.

Frontier

Frontier's UpFront Plus guarantees an empty middle seat for extra comfort.


Frontier's Premium Seats offer 35” seat separation, ideal for extra legroom.

Read more about Frontierby Marisa Garcia
Airports
ORD

Prepare for long walks at ORD. Terminals are not all connected, so know your departure terminal to avoid unnecessary travel.

Read more about ORDby Ramsey Qubein
MDW

Use the Orange Line train for a quick, cost-effective trip to MDW. It operates almost 24 hours and takes less than 30 minutes to the city center.

Read more about MDWby Ramsey Qubein
CUN

Arrange transportation in advance to avoid the frenzy of taxi drivers at CUN. Pre-booked transfers are the safest and most reliable option.

Read more about CUNby Ramsey Qubein
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
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 American Airlines and 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, MDW 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

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.

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.

Travel insights for flights from Chicago to Cancún

Get recent, data-driven insights about flights from Chicago to Cancún including ideal travel times, pricing trends, and more.

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 January 17, 2025.

Booking 2 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 enero 23, 2025.

It’s optimal to fly from Chicago to Cancún in the morning. By choosing this option you can save up to 71% 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 January 21, 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 at noon 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 enero 23, 2025.

The most flights from CHI to CUN are scheduled on a Monday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 on average).

Rainfall in Cancún by month

Plan your trip to Cancún by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Cancún ranges from 1.1 - 11.1 inches per month. October is typically the wettest month, when rainfall can reach 11.1 in. April is typically the driest time to visit Cancún when rainfall is around 1.1 in.

Temperature in Cancún by month

Plan your trip to Cancún by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Cancún, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 86.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 75.2 F).

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 enero 23, 2025.
Get a feel of what it's like to fly with Southwest, American Airlines and Aeromexico from Chicago to Cancún by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,647 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,647 reviews
8.1
Very good
4,647 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,508 reviews
8.1
Very good
4,647 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.5
Good
1,847 reviews
8.1
Very good
4,647 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
8,970 reviews
8.1
Very good
4,647 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
10,000 reviews
8.1
Very good
4,647 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 10 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 12 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 Frontier. Our recent data shows that you can find tickets from as low as $212 on this airline. Additional options worth looking into are Spirit Airlines and Viva, starting at $248 and $249 round-trip. These flights start at 45% 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 American Airlines. According to our data, you can fly for as low as $98. Users have also found prices from $100 and $101 on Viva and Frontier, respectively.

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

    Consider Spirit Airlines (81%), American Airlines (77%) or Frontier (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 $749, our data indicates the cheapest price to be $73. The most popular route (Chicago O'Hare Intl - Cancun), is priced around $233.

  • Where are the most common layover locations when flying from Chicago to Cancún?

  • What are some popular things to do or see while on a layover in Mexico City?

    Most Mexico City visitors opt to spend their time experiencing El Ángel de la Independencia, Plaza de la Constitucion, and Basílica de Santa María de Guadalupe. El Ángel de la Independencia, Plaza de la Constitucion, and Basílica de Santa María de Guadalupe are located about 6.3 mi, 4.0 mi, and 4.5 mi, respectively from Mexico City Benito Juarez. Travelers can book a car rental at Mexico City Benito Juarez for about $26 per day to make their sightseeing more efficient.

  • What are some popular points of interest to see during a layover in Dallas?

    Most Dallas visitors opt to spend their time at American Airlines Center, Dos Equis Pavilion, and Majestic Theatre. Travelers on a layover in Dallas can visit American Airlines Center, Dos Equis Pavilion, and Majestic Theatre, by traveling 15.0 mi, 18.3 mi, and 16.1 mi, respectively after landing at Dallas/Fort Worth. Those on a layover in Dallas in need of a rental car can book one at Dallas/Fort Worth for about $51.

  • Where are the least popular layover locations for Chicago to Cancún flights?

  • 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.

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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 enero 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$28Average$278FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$121Average$352FlexibilityNo cancel feeOn-time65%
VolarisCheapest$175Average$622FlexibilityNo cancel feeOn-time79%
United AirlinesCheapest$179Average$428FlexibilityNo cancel feeOn-time69%
VivaCheapest$251Average$327FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$285Average$488FlexibilityNo cancel feeOn-time71%
AeromexicoCheapest$286Average$498FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$340Average$682FlexibilityNo cancel feeOn-time63%
DeltaCheapest$376Average$547FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$592Average$1,074FlexibilityNo cancel feeOn-time67%
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