$95 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, Nov 1 - Tue, Nov 4
ORD
O'Hare Intl.
CUN
Cancun Intl.
$271 Roundtrip, just found
$271
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Nov 1 from O'Hare Intl. to Cancun Intl., returning Tue, Nov 4, priced at $271 just found
Sun, Nov 2 - Sat, Nov 8
MDW
Midway Intl.
CUN
Cancun Intl.
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sun, Nov 2 from Midway Intl. to Cancun Intl., returning Sat, Nov 8, priced at $297 found 1 day ago
Sat, Nov 1 - Sat, Nov 8
ORD
O'Hare Intl.
TQO
Tulum Intl. Airport
$385 Roundtrip, found 13 hours ago
$385
Roundtrip
found 13 hours ago
Select Air Canada flight, departing Sat, Nov 1 from O'Hare Intl. to Tulum Intl. Airport, returning Sat, Nov 8, priced at $385 found 13 hours ago
Fri, Oct 31 - Wed, Nov 12
MDW
Midway Intl.
TQO
Tulum Intl. Airport
$407 Roundtrip, found 17 hours ago
$407
Roundtrip
found 17 hours ago
Select Aeromexico flight, departing Fri, Oct 31 from Midway Intl. to Tulum Intl. Airport, returning Wed, Nov 12, priced at $407 found 17 hours ago

Airfares from $95 One Way, $204 Round Trip from Chicago to Cancun

Prices starting at $204 for return flights and $95 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.

Sun, Feb 1 - Thu, Feb 5
ORD
Chicago
CUN
Cancun
$204 Roundtrip, found 2 days ago
$204
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Feb 1 from Chicago to Cancun, returning Thu, Feb 5, priced at $204 found 2 days ago
Sat, Jan 10 - Thu, Jan 29
ORD
Chicago
CUN
Cancun
$205 Roundtrip, found 3 days ago
$205
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Jan 10 from Chicago to Cancun, returning Thu, Jan 29, priced at $205 found 3 days ago
Mon, Mar 2 - Thu, Mar 5
MDW
Chicago
CUN
Cancun
$252 Roundtrip, found 4 days ago
$252
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Mon, Mar 2 from Chicago to Cancun, returning Thu, Mar 5, priced at $252 found 4 days ago
Mon, Oct 27 - Thu, Nov 13
ORD
Chicago
TQO
Tulum
$295 Roundtrip, found 18 hours ago
$295
Roundtrip
found 18 hours ago
Select United flight, departing Mon, Oct 27 from Chicago to Tulum, returning Thu, Nov 13, priced at $295 found 18 hours ago
Tue, Jan 13 - Fri, Jan 16
MDW
Chicago
TQO
Tulum
$314 Roundtrip, found 5 days ago
$314
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jan 13 from Chicago to Tulum, returning Fri, Jan 16, priced at $314 found 5 days ago

Cancun economy flight packages

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

Maya Tulum by G Hotels

7.8/10 Good! (398 reviews)

Dec 3 - Dec 9

6 night stay

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

United • Non-stop roundtrip • Coach
Price was $1,843, price is now $667 per person
$667
per person
found 1 day ago
Pros: We stayed in one of the beachfront bungalows and had our own private beach access, lounge chairs, even hammocks. THUMP THUMP THUMP My spouse is AFAB non-binary, post-chest surgery and was able to lie in the sun without a top -- something hard to do in a lot of beach spaces. The room looked nice and the bed was comfortable; toilet was separate from sinks and shower, which always helps with 2 people. THUMP THUMP THUMP Cons: The hotel next door plays really loud music from mid-afternoon until midnight or 2am, depending on the night. It's not Maya's fault, but the sound carries over the beach. We chose to go to Tulum because we heard it was quieter than Cancun, but this is unfortunately in the party district. THUMP THUMP THUMP I was able to tune out the music with ear plugs, but this meant that there was no falling asleep to the sound of the waves. My spouse had a harder time with it and had to take sleep aids because the THUMP THUMP THUMP was driving them insane. The lighting in the room is very ambient and relaxing at night, but there is almost no light by the bathroom mirror. THUMP THUMP THUMP If you want to put on makeup or shave, leave the room and find one of the random mirrors gracing the grounds around the hotel. At night, forget it. The restaurant turned us away at 5pm when they close at 6, told us to come back at 8. When we got food at 9 it was cold and underwhelming. If the THUMP THUMP THUMP in this review drives you nuts, look for a different hotel.

Reviewed on Feb 15, 2024

Tago Tulum by G Hotels
3.5-star property

Tago Tulum by G Hotels

9.2/10 Wonderful! (357 reviews)

Dec 3 - Dec 9

6 night stay

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

United • Non-stop roundtrip • Coach
Price was $3,859, price is now $1,118 per person
$1,118
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

The Sens Cancun By Oasis
4.0-star property

The Sens Cancun By Oasis

7.4/10 Good! (560 reviews)

Dec 7 - Dec 12

5 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Roundtrip • Coach
Price was $1,708, price is now $716 per person
$716
per person
found 1 day ago
Very nice small resort..! You have everything you need.

Reviewed on Jul 21, 2025

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Cancun business class flight packages

Price found within the past 48 hours. Click for updated prices.
Chablé Maroma
5.0-star property

Chablé Maroma

9.4/10 Exceptional! (154 reviews)

Dec 18 - Dec 21

3 night stay

Chicago (ORD) to Cancun (CUN)

American Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $3,341, price is now $1,955 per person
$1,955
per person
found 23 hours ago
Everything was amazing! The daily breakfast that was included was absolutely delicious! We highly recommend the French fries and guacamole pool side as well. Luis, our pool side attendant and Aram, our concierge, were top notch, along with everyone else that works there! Our only challenge was we weren’t aware it was a cashless resort, so we weren’t able to break our big bills for individual tips. We recommend you bring small bills ($1’s and $5’s) for tipping purposes!

Reviewed on Jul 24, 2022

Family 3 Bedroom Ocean Villa By Wyndham Grand Cancun
4.0-star property

Family 3 Bedroom Ocean Villa By Wyndham Grand Cancun

7.6/10 Good! (49 reviews)

Dec 19 - Dec 24

5 night stay

Chicago (CHI) to Cancun (CUN)

American Airlines • Non-stop roundtrip • BusinessClass
Price was $7,218, price is now $3,652 per person
$3,652
per person
found 4 hours ago
This property is not equipped to handle the amount of people staying here. Peope are running to the pool and beach at 7 a.m. to get lounge chairs bc there are not enough on the property. The dining facilities are not large enough. My party was turned away a few times bc the various reataurants were full or at capacity (only one restaurant takes a reservation which is a scramble to get at 8 a.m. each morning).The room was outdated and needs renovating and new decor. It was hard to get anyone to help with anything. Once, I did connect with someone he/she was nice, polite, and helpful. The hotel is understaffed and needs more lounge chairs and umbrellas.

Reviewed on Apr 11, 2022

The Royal Cancun All Villas Resort - All Inclusive
4.0-star property

The Royal Cancun All Villas Resort - All Inclusive

8.8/10 Excellent! (1,160 reviews)

Dec 19 - Dec 24

5 night stay

Chicago (CHI) to Cancun (CUN)

American Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $4,062, price is now $2,321 per person
$2,321
per person
found 4 hours ago
Everything was great. Only complaint would be better variety for breakfast.

Reviewed on Oct 22, 2025

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Cancun first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Pyramid Cancun By Oasis - All Inclusive
4.0-star property

The Pyramid Cancun By Oasis - All Inclusive

7.2/10 Good! (1,513 reviews)

Nov 29 - Dec 2

3 night stay

Chicago (ORD) to Cancun (CUN)

American Airlines • Roundtrip • FirstClass
Price was $1,569, price is now $989 per person
$989
per person
found 1 day ago
No mentioned anywhere that I saw, property in under renovations . Staff is friendly with exemptions, frozen smiles

Reviewed on Jul 17, 2025

Excellence Riviera Cancun - Adults Only All Inclusive
5.0-star property

Excellence Riviera Cancun - Adults Only All Inclusive

9.4/10 Exceptional! (1,874 reviews)

Nov 29 - Dec 2

3 night stay

Chicago (CHI) to Cancun (CUN)

United • FirstClass

Cancun (CUN) to Chicago (CHI)

American Airlines • FirstClass
Save 100% on your flight
Price was $2,294, price is now $1,410 per person
$1,410
per person
found 1 hour ago
This was the best all inclusive repeat I’ve ever visited. The food was phenomenal for all inclusive. The scuba diving was on site and PADI certified charters. The DJ situation needed a little improvement but nonetheless satisfactory. The staff was friendly and fun. This is now my flagship resort and I can’t find better for the price

Reviewed on Sep 27, 2025

Hard Rock Hotel Cancun - All Inclusive
4.5-star property

Hard Rock Hotel Cancun - All Inclusive

7.8/10 Good! (1,307 reviews)

Nov 29 - Dec 2

3 night stay

Chicago (ORD) to Cancun (CUN)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,044, price is now $1,277 per person
$1,277
per person
found 1 day ago
Clean room but given a balcony that literally was the view of the snack bar…. Probably worse view possible at the hotel and they told me no other rooms were available for my stay. Room 476 to be specific try to avoid if you want to actually sit in your balcony. Only one elevator was working in the side of the hotel I was on. Had to take the stairs if I didn’t want to wait 5 minutes. Everything else was perfect other than you have to pay 35% service fee if you try to use your resort credits so skip out on the resort credits if you decide you just want to relax

Reviewed on Sep 30, 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.

More Destinations

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.