$91 Cheap flight deals from Chicago (CHI) to Cancun (CUN)

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This Weekend's Flight Deals from Chicago to Cancun

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 3 - Fri, May 9
ORD
O'Hare Intl.
CUN
Cancun Intl.
$206 Roundtrip, found 1 hour ago
$206
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, May 3 from O'Hare Intl. to Cancun Intl., returning Fri, May 9, priced at $206 found 1 hour ago
Sun, May 4 - Tue, May 13
ORD
O'Hare Intl.
TQO
Tulum Intl. Airport
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Select Aeromexico flight, departing Sun, May 4 from O'Hare Intl. to Tulum Intl. Airport, returning Tue, May 13, priced at $309 found 1 day ago
Fri, May 2 - Fri, May 9
MDW
Midway Intl.
CUN
Cancun Intl.
$321 Roundtrip, found 9 hours ago
$321
Roundtrip
found 9 hours ago
Select Aeromexico flight, departing Fri, May 2 from Midway Intl. to Cancun Intl., returning Fri, May 9, priced at $321 found 9 hours ago
Sun, May 4 - Wed, May 7
ORD
O'Hare Intl.
CZM
Cozumel Intl.
$535 Roundtrip, found 1 day ago
$535
Roundtrip
found 1 day ago
Select Volaris flight, departing Sun, May 4 from O'Hare Intl. to Cozumel Intl., returning Wed, May 7, priced at $535 found 1 day ago

Airfares from $91 One Way, $206 Round Trip from Chicago to Cancun

Prices starting at $206 for return flights and $91 for one-way flights to Cancun were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 3 - Fri, May 9
ORD
Chicago
CUN
Cancun
$206 Roundtrip, found 1 hour ago
$206
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, May 3 from Chicago to Cancun, returning Fri, May 9, priced at $206 found 1 hour ago
Sun, May 4 - Wed, May 7
ORD
Chicago
CUN
Cancun
$232 Roundtrip, just found
$232
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, May 4 from Chicago to Cancun, returning Wed, May 7, priced at $232 just found
Sun, Jun 15 - Wed, Jun 18
MDW
Chicago
CUN
Cancun
$246 Roundtrip, found 13 hours ago
$246
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Sun, Jun 15 from Chicago to Cancun, returning Wed, Jun 18, priced at $246 found 13 hours ago
Wed, Jul 16 - Sun, Jul 20
ORD
Chicago
CUN
Cancun
$249 Roundtrip, just found
$249
Roundtrip
just found
Select Funjet Vacations flight, departing Wed, Jul 16 from Chicago to Cancun, returning Sun, Jul 20, priced at $249 just found
Mon, May 12 - Thu, May 15
ORD
Chicago
CUN
Cancun
$286 Roundtrip, found 12 hours ago
$286
Roundtrip
found 12 hours ago
Select United flight, departing Mon, May 12 from Chicago to Cancun, returning Thu, May 15, priced at $286 found 12 hours ago

Cancun economy flight packages

Price found within the past 48 hours. Click for updated prices.
Tago Tulum by G Hotels
3.5-star property

Tago Tulum by G Hotels

9.2/10 Wonderful! (318 reviews)

May 29 - Jun 2

4 night stay

Chicago (CHI) to Tulum Intl. Airport (TQO)

United • Non-stop • Coach

Tulum Intl. Airport (TQO) to Chicago (CHI)

Viva Aerobus • Non-stop • Coach
per person
found 1 day ago
Its all about the Staff here in addition to the splendid property and food!

Reviewed on Jun 23, 2024

Ventus at Marina El Cid Spa & Beach Resort - All Inclusive
4.0-star property

Ventus at Marina El Cid Spa & Beach Resort - All Inclusive

8.6/10 Excellent! (1,357 reviews)

Jun 9 - Jun 16

7 night stay

Chicago (CHI) to Cancun (CUN)

Southwest Airlines • Coach

Cancun (CUN) to Chicago (CHI)

Spirit Airlines • Coach
per person
found 1 day ago
It’s just big enough that it had plenty of options

Reviewed on Mar 4, 2025

El Dorado Maroma, Catamarán, Cenote & More Inclusive
4.5-star property

El Dorado Maroma, Catamarán, Cenote & More Inclusive

9.6/10 Exceptional! (99 reviews)

Jun 9 - Jun 16

7 night stay

Chicago (CHI) to Cancun (CUN)

Southwest Airlines • Coach

Cancun (CUN) to Chicago (CHI)

Spirit Airlines • Coach
per person
found 1 day ago
We enjoyed our stay. We had a junior suite and loved it. The beach was beautiful, and the staff were all so kind and helpful.

Reviewed on Dec 14, 2024

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Cancun business class flight packages

Price found within the past 48 hours. Click for updated prices.
Beachscape Kin ha Villas & Suites
3.5-star property

Beachscape Kin ha Villas & Suites

8.6/10 Excellent! (1,630 reviews)

Jun 3 - Jun 10

7 night stay

Chicago (ORD) to Cancun (CUN)

American Airlines • Non-stop roundtrip • BusinessClass
per person
found 14 hours ago
very laid back, relaxed attitude by staff

Reviewed on Dec 26, 2024

Grand Residences Riviera Cancún All Inclusive
5.0-star property

Grand Residences Riviera Cancún All Inclusive

9.4/10 Exceptional! (993 reviews)

Jun 3 - Jun 10

7 night stay

Chicago (ORD) to Cancun (CUN)

American Airlines • Non-stop roundtrip • BusinessClass
per person
found 14 hours ago
This is a very quiet and elegant place. It VERY small, so if you’re wanting variety for your day or view… this is not the place to go. Just 1 big pool and a small beach and One main restaurant. But everything was awesome if that’s what you’re wanting.

Reviewed on Mar 22, 2025

Ventus Ha at Marina El Cid Spa & Beach Resort
4.0-star property

Ventus Ha at Marina El Cid Spa & Beach Resort

9/10 Wonderful! (813 reviews)

Jun 3 - Jun 10

7 night stay

Chicago (ORD) to Cancun (CUN)

American Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
per person
found 14 hours ago
Everything is good, excellent, only beach is not that great.

Reviewed on Dec 16, 2024

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Cancun first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Royal Cancun All Villas Resort - All Inclusive
4.0-star property

The Royal Cancun All Villas Resort - All Inclusive

8.6/10 Excellent! (1,004 reviews)

Jun 3 - Jun 10

7 night stay

Chicago (ORD) to Cancun (CUN)

Aeromexico • Non-stop • FirstClass

Cancun (CUN) to Chicago (ORD)

American Airlines • Non-stop • FirstClass
Save 100% on your flight
per person
found 14 hours ago
The property is beautiful. They seem to pay A lot of attention to small details with flowers and plants carefully placed throughout the property. The property is also very quiet. I am not sure if they just didn't have a lot of guests or if most guests chose to leave the property during the day. The drinks were also top notch. The cleaning staff was very friendly and Francesca our cleaning lady was very friendly and did a great job. Other than that the staff was not extremely friendly. They did a good job but it seemed like they really didn't care to be there. The Italian restaurant at Royal Cancun was great. We went twice, but the options were somewhat limited. The buffet and other food tasted mostly bland. The exception was some of the fruit(Mango, pineapple, Honey dew melon, grapes). We did get room service twice and the food actually tasted a little better that way. It was nice to be able to go to Royal Sands and enjoy some of the shows and food(although most of the food at Sands was pretty bland as well). We did finally get some enthusiastic service from Ricardo at Bistro. He was extremely helpful and friendly and it made a huge difference. The weather was not great so we never got to use the Kayaks, which was amazing extremely disappointong. Even on days when the water looked like glass. Scheduling around transportation and when restaurants were open was not very clear . Transportation was not available on Saturday which was a surprise not listed anywhere

Reviewed on Apr 12, 2025

Temptation Cancun Resort All Inclusive - Adults Only
4.5-star property

Temptation Cancun Resort All Inclusive - Adults Only

8.8/10 Excellent! (3,642 reviews)

Jun 3 - Jun 10

7 night stay

Chicago (ORD) to Cancun (CUN)

Aeromexico • Non-stop • FirstClass

Cancun (CUN) to Chicago (ORD)

American Airlines • Non-stop • FirstClass
per person
found 14 hours ago
The food was good, the people in the hotel were very friendly, dinner was great and the show was very entertaining and it was fun to watch it….

Reviewed on Feb 18, 2025

Finest Playa Mujeres by The Excellence Collection - All Inclusive
5.0-star property

Finest Playa Mujeres by The Excellence Collection - All Inclusive

9/10 Wonderful! (1,107 reviews)

Jun 3 - Jun 10

7 night stay

Chicago (ORD) to Cancun (CUN)

Aeromexico • Non-stop • FirstClass

Cancun (CUN) to Chicago (ORD)

American Airlines • Non-stop • FirstClass
Save 100% on your flight
per person
found 14 hours ago
Excellent hotel matched with superb service and delicious food! We are a family of hour and traveled for 5 days and had the two story room with the rooftop pool. We wished the room was larger and it really should not be sold as sleep able for four. It’s very small for that. But overall the hotel was lovely and the service was excellent and we really enjoyed the food. Great place and would go back again.

Reviewed on Mar 24, 2025

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More About Flying To Cancun from Chicago

Route Information for Flights from Chicago to Cancun

Origin Airport IATA Code
CHI
Destination Airport IATA Code
CUN
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Travel from Chicago to Cancun

Flights from Chicago to Cancun are popular among travelers. Cancun offers a variety of sandy beaches, an exciting nightlife and a wide selection of things to see and do. Orbitz.com can assist individuals in locating bargain travel deals and can help locate flight tickets from Chicago to Cancun.

Chicago, Illinois

The Chicago O'Hare International Airport is located 17 miles from downtown Chicago. It is the main airport serving the Chicago area. Several airlines offer flights from Chicago to Cancun, including Delta, American Airlines and US Airways.

There are several parking options available at the airport. The chief parking garage is located near the main terminal, and an economy lot is available for extended parking. Arrangements must be made in advance for vehicles parked longer than 30 days, and oversized vehicles are prohibited from parking at any of the on-site lots. There are a number of ways for travelers to get to and from the airport. The Chicago Transit Authority is located approximately 30 minutes from the airport. The mass transit rail line is accessible by bus or shuttle service. Car rentals are offered in the city, and taxis are available at metered rates.

For travelers who arrive at the airport with time to eat, there are a variety of options available. Starbucks coffee is available in several locations in the airport, and McDonald's offers a selection of breakfast menu items.

Cancun, Mexico

Cancun is a city located along the southeastern border of Mexico, on the Yucatan Peninsula. It is a popular tourist destination with white-sand beaches and a variety of luxury accommodations. Millions of individuals travel to Cancun each year for both business and pleasure.

Experience Cancun

The Cancun International Airport is located approximately 10 miles from downtown Cancun. It is one of the busiest airports in the Caribbean. Travelers arriving in Cancun from Chicago will arrive at the Cancun International Airport. Local city buses offer inexpensive transportation from the airport to various spots around the city. Hotel shuttles offer complementary rides to their guests both to and from the airport. Car rental agencies are located at the airport, and taxis offer rides to anywhere in the area.

Cancun has a tropical climate, which offers warm temperatures all year. The warmest months are July and August, when temperatures are around 85 degrees Fahrenheit. The coolest month of the year is January, when temperatures are in the upper 70s.

There are plenty of things to do while visiting Cancun. The Coba Ruins is an isolated Indian ruins, which features one of the largest Mayan Cities. Tour the grounds and climb to the top of the pyramids. The Playa Delfines is an undeveloped beach located just 5 miles from the city center. Visitors can lie in the sun and get a great view of the area resorts. The Ultramar is a passenger ferry that connects Cancun to Cozumel and Isla Mujeres. The boats feature bathrooms and air conditioning.

Planning Your Trip to Cancun

With dozens of daily flights available, planning a trip from Chicago to Cancun has never been easier. Orbitz.com can help find and schedule travel plans to the various resorts in Cancun and locate the best bargains on flights from Chicago to Cancun.

Frequently asked questions

Are there non-stop flights from Chicago to Cancun?
There definitely are, so you’ll only need to worry about one flight number. Pick from 4 carriers that have nonstop services from Chicago, IL (ORD-O’Hare Intl.) to CUN, including:

  • United Airlines
  • American Airlines
  • Spirit Airlines
  • Frontier Airlines

What is the shortest flight from Chicago to Cancun?
With the journey from Chicago to Cancun taking a minimum of 4 hours and 6 minutes, you’ll have plenty of time to relax and enjoy the ride. Ask for a glass of wine and sink into your seat with an absorbing movie or novel.
What airlines fly from Chicago to Cancun most frequently?
Below are the airlines offering frequent services between O’Hare Airport to Cancun, Quintana Roo (CUN-Cancun Intl.). Whatever you look for in a carrier, you’re sure to find one that suits your travel needs among these: United Airlines - (UA) with 60 flights every month American Airlines - (AA) with 60 flights every month Spirit Airlines - (NK) with 34 flights every month Frontier Airlines - (F9) with 17 flights every month
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.