$147 Cheap flight deals from Chicago (CHI) to Tulum (CUN)

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This Weekend's Flight Deals from Chicago to Tulum

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.

Sun, Jun 28 - Sun, Jul 5
ORD
O'Hare Intl.
CUN
Cancun Intl.
$532 Roundtrip, found 1 hour ago
$532
Roundtrip
found 1 hour ago
Select Volaris flight, departing Sun, Jun 28 from O'Hare Intl. to Cancun Intl., returning Sun, Jul 5, priced at $532 found 1 hour ago
Sun, Jun 28 - Sat, Jul 4
ORD
O'Hare Intl.
CZM
Cozumel Intl.
$545 Roundtrip, found 5 hours ago
$545
Roundtrip
found 5 hours ago
Select Volaris flight, departing Sun, Jun 28 from O'Hare Intl. to Cozumel Intl., returning Sat, Jul 4, priced at $545 found 5 hours ago
Sat, Jun 27 - Wed, Jul 1
MDW
Midway Intl.
CUN
Cancun Intl.
$573 Roundtrip, found 8 hours ago
$573
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Sat, Jun 27 from Midway Intl. to Cancun Intl., returning Wed, Jul 1, priced at $573 found 8 hours ago
Sat, Jun 27 - Fri, Jul 3
ORD
O'Hare Intl.
TQO
Tulum Intl. Airport
$577 Roundtrip, found 5 hours ago
$577
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Jun 27 from O'Hare Intl. to Tulum Intl. Airport, returning Fri, Jul 3, priced at $577 found 5 hours ago

Airfares from $147 One Way, $336 Round Trip from Chicago to Tulum

Prices starting at $336 for return flights and $147 for one-way flights to Tulum were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Sep 11 - Thu, Sep 17
ORD
Chicago
CUN
Cancun
$336 Roundtrip, found 5 hours ago
$336
Roundtrip
found 5 hours ago
Select Arajet flight, departing Fri, Sep 11 from Chicago to Cancun, returning Thu, Sep 17, priced at $336 found 5 hours ago
Sun, Jul 12 - Wed, Jul 15
ORD
Chicago
CUN
Cancun
$349 Roundtrip, found 1 hour ago
$349
Roundtrip
found 1 hour ago
Select Funjet Vacations flight, departing Sun, Jul 12 from Chicago to Cancun, returning Wed, Jul 15, priced at $349 found 1 hour ago
Sat, Jan 23 - Sat, Feb 6
ORD
Chicago
CZM
Cozumel
$377 Roundtrip, found 9 hours ago
$377
Roundtrip
found 9 hours ago
Select Volaris flight, departing Sat, Jan 23 from Chicago to Cozumel, returning Sat, Feb 6, priced at $377 found 9 hours ago
Fri, Feb 5 - Mon, Feb 8
ORD
Chicago
TQO
Tulum
$411 Roundtrip, found 3 days ago
$411
Roundtrip
found 3 days ago
Select Volaris flight, departing Fri, Feb 5 from Chicago to Tulum, returning Mon, Feb 8, priced at $411 found 3 days ago
Tue, Aug 11 - Thu, Aug 20
MDW
Chicago
CUN
Cancun
$429 Roundtrip, found 5 hours ago
$429
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Chicago to Cancun, returning Thu, Aug 20, priced at $429 found 5 hours ago

Tulum economy flight packages

Price found within the past 48 hours. Click for updated prices.
Azucar Hotel Tulum
4.0-star property

Azucar Hotel Tulum

9.6/10 Exceptional! (5 reviews)

Jul 23 - Jul 28

5 night stay

Chicago (MDW) to Cancun (CUN)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $2,093, price is now $928 per person
$928
per person
found 9 hours ago
Palmar del Sol
2.0-star property

Palmar del Sol

No reviews

Aug 13 - Aug 17

4 night stay

Chicago (ORD) to Cancun (CUN)

Volaris • Non-stop • Coach

Cancun (CUN) to Chicago (ORD)

American Airlines • Non-stop • Coach
Price was $4,959, price is now $2,166 per person
$2,166
per person
found 1 day ago
Tago Tulum by G Hotels
3.5-star property

Tago Tulum by G Hotels

9.2/10 Wonderful! (422 reviews)

Aug 4 - Aug 9

5 night stay

Chicago (CHI) to Cancun (CUN)

Southwest Airlines • Coach

Cancun (CUN) to Chicago (CHI)

Frontier Airlines • Coach
Price was $2,786, price is now $1,293 per person
$1,293
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

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Tulum business class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Palace Kukulkan - Adults Only - All Inclusive
4.5-star property

Hotel Riu Palace Kukulkan - Adults Only - All Inclusive

9.2/10 Wonderful! (5,020 reviews)

Jul 30 - Aug 3

4 night stay

Chicago (CHI) to Cancun (CUN)

United • Roundtrip • BusinessClass
Save 100% on your flight
Price was $2,438, price is now $1,484 per person
$1,484
per person
found 12 hours ago
Our stay was very elegant and so relaxing! The food was good each night, and the best part is that you could choose which restaurant you wanted to dine in and not just buffet. They have some type of entertainment ever night. An there pool area is great. There are several nights where they have parties away from your location to one of their other Riu resorts to have fun!!!!

Reviewed on Jun 19, 2026

Hotel Mousai Cancun Adults Only - All Inclusive
5.0-star property

Hotel Mousai Cancun Adults Only - All Inclusive

9.6/10 Exceptional! (117 reviews)

Jul 30 - Aug 3

4 night stay

Chicago (CHI) to Cancun (CUN)

United • Roundtrip • BusinessClass
Save 100% on your flight
Price was $3,888, price is now $2,226 per person
$2,226
per person
found 12 hours ago
Hotel Riu Palace Peninsula - All Inclusive
4.0-star property

Hotel Riu Palace Peninsula - All Inclusive

8.8/10 Excellent! (5,027 reviews)

Jul 30 - Aug 3

4 night stay

Chicago (CHI) to Cancun (CUN)

United • Roundtrip • BusinessClass
Save 100% on your flight
Price was $2,594, price is now $1,546 per person
$1,546
per person
found 12 hours ago
The property had a raw smell when they wipe it. However they addressed it. Called for an iron and it took 45mins to an hour to get one and then I had to rush to catch dinner. Over all the property was ok.

Reviewed on Apr 4, 2026

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Tulum first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Riviera Maya EDITION At Kanai
4.5-star property

The Riviera Maya EDITION At Kanai

9.8/10 Exceptional! (106 reviews)

Aug 6 - Aug 10

4 night stay

Chicago (ORD) to Cancun (CUN)

United • Roundtrip • FirstClass
Price was $2,136, price is now $1,836 per person
$1,836
per person
found 1 day ago
Had a fabulous trip to Edition Kanai with my husband, mom and brother to celebrate my husband’s 50th birthday. The service was excellent, so many places in Mexico say they are 5 star and are not. This one is. Edgardo (manager) was helpful with reservations and checked in on us frequently, Jassel (guest exp) arranged for decorations and an amazing cake in our room upon arrival, Ricardo at the bar was so sweet and made excellent cocktails, and Ramon at the pool made sure we were never without shade, food and drinks. The housekeeping, other bar/restaurant/pool/beach and room service staff were amazing too. The staff overall were so thoughtful and kind, which is what makes great stays unforgettable and unique. The property and rooms were beautiful and modern, with potted plants everywhere and everything was impeccably well-kept and clean. There was plenty of space at either pools and the beach and they had a service cleaning sargassum on the beach the entire time (which is a big issue at other properties in the area this time of year). The food was GREAT. You are invited to visit the neighboring St. Regis and Auberge restaurants as well, which is nice, but the food on property was especially well-thought of and prepared with fresh ingredients. Even room service food was outstanding, which is hit or miss even at the nicest hotels. My husband and I are already planning our next trip out, but will remember this one for a long time.

Reviewed on Jun 6, 2026

Royalton CHIC Cancun, An Autograph Collection All-Inclusive Resort - Adults Only
4.5-star property

Royalton CHIC Cancun, An Autograph Collection All-Inclusive Resort - Adults Only

8.4/10 Very Good! (2,675 reviews)

Aug 6 - Aug 10

4 night stay

Chicago (ORD) to Cancun (CUN)

United • Roundtrip • FirstClass
Price was $2,187, price is now $1,889 per person
$1,889
per person
found 1 day ago
We upgraded to the diamond club which was amazing! Iran our personal helper was amazing with helping set up our dinner reservations!

Reviewed on May 16, 2026

Royalton Splash Riviera Cancun, An Autograph Collection All-Inclusive Resort
5.0-star property

Royalton Splash Riviera Cancun, An Autograph Collection All-Inclusive Resort

8/10 Very Good! (2,843 reviews)

Aug 6 - Aug 10

4 night stay

Chicago (ORD) to Cancun (CUN)

United • Roundtrip • FirstClass
Price was $2,136, price is now $1,851 per person
$1,851
per person
found 1 day ago
The resort is amazing. The beach was great other than a little sour gum grass. The entertainment and activities for families were awesome. Most restaurants were very good and the buffet was good. Sports bar resteraunt was the exception, poor service and food when we visited on 4-16- 26. I had an amazing time.

Reviewed on Mar 19, 2026

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More About Flying To Tulum from Chicago

Route Information for Flights from Chicago to Tulum

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

Chicago to Tulum

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Frequently asked questions

Are there non-stop flights from Chicago to Tulum?
There are no less than 4 airlines that offer direct services from Chicago, IL (ORD-O'Hare Intl.) to Cancun Airport. You won't have to worry about running to catch a connecting flight on this route! These are a few of the carriers you can book with:

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

What is the shortest flight from Chicago to Tulum?
Getting from Midway Intl. Airport (MDW) to Cancun Intl. Airport (CUN) will take a minimum of 4 hours and 6 minutes. Enjoy a tipple and watch a flick or two — it's the perfect opportunity to just relax.
What airlines fly from Chicago to Tulum most frequently?
Here are the airlines offering frequent services between Chicago, IL (ORD-O'Hare Intl.) to Cancun, Quintana Roo (CUN-Cancun Intl.). No matter what you're looking for in a carrier, you'll find one that suits your travel plans 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.

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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.