$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.

Fri, Aug 28 - Mon, Aug 31
ORD
O'Hare Intl.
TQO
Tulum Intl. Airport
$445 Roundtrip, found 15 hours ago
$445
Roundtrip
found 15 hours ago
Select Volaris flight, departing Fri, Aug 28 from O'Hare Intl. to Tulum Intl. Airport, returning Mon, Aug 31, priced at $445 found 15 hours ago
Sat, Aug 29 - Tue, Sep 1
ORD
O'Hare Intl.
CUN
Cancun Intl.
$460 Roundtrip, just found
$460
Roundtrip
just found
Select Air Canada flight, departing Sat, Aug 29 from O'Hare Intl. to Cancun Intl., returning Tue, Sep 1, priced at $460 just found
Sat, Aug 29 - Tue, Sep 1
MDW
Midway Intl.
CUN
Cancun Intl.
$557 Roundtrip, found 1 day ago
$557
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Aug 29 from Midway Intl. to Cancun Intl., returning Tue, Sep 1, priced at $557 found 1 day ago
Sat, Aug 29 - Tue, Sep 1
RFD
Greater Rockford
CUN
Cancun Intl.
$692 Roundtrip, found 1 day ago
$692
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 29 from Greater Rockford to Cancun Intl., returning Tue, Sep 1, priced at $692 found 1 day ago

Airfares from $147 One Way, $307 Round Trip from Chicago to Tulum

Prices starting at $307 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.

Mon, Nov 2 - Fri, Nov 6
ORD
Chicago
CUN
Cancun
$307 Roundtrip, found 10 hours ago
$307
Roundtrip
found 10 hours ago
Select Arajet flight, departing Mon, Nov 2 from Chicago to Cancun, returning Fri, Nov 6, priced at $307 found 10 hours ago
Tue, Oct 27 - Sat, Oct 31
ORD
Chicago
CUN
Cancun
$349 Roundtrip, found 10 hours ago
$349
Roundtrip
found 10 hours ago
Select Funjet Vacations flight, departing Tue, Oct 27 from Chicago to Cancun, returning Sat, Oct 31, priced at $349 found 10 hours ago
Mon, Jan 25 - Sun, Jan 31
ORD
Chicago
TQO
Tulum
$386 Roundtrip, found 3 days ago
$386
Roundtrip
found 3 days ago
Select Volaris flight, departing Mon, Jan 25 from Chicago to Tulum, returning Sun, Jan 31, priced at $386 found 3 days ago
Fri, Mar 5 - Sun, Mar 7
ORD
Chicago
CUN
Cancun
$388 Roundtrip, found 5 hours ago
$388
Roundtrip
found 5 hours ago
Select Viva flight, departing Fri, Mar 5 from Chicago to Cancun, returning Sun, Mar 7, priced at $388 found 5 hours ago
Sun, Sep 27 - Thu, Oct 1
MDW
Chicago
CUN
Cancun
$390 Roundtrip, just found
$390
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Sep 27 from Chicago to Cancun, returning Thu, Oct 1, priced at $390 just found

Tulum economy flight packages

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

Delek Tulum

9.2/10 Wonderful! (370 reviews)

Oct 3 - Oct 10

7 night stay

Chicago (CHI) to Cancun (CUN)

Aeromexico • Non-stop • Coach

Cancun (CUN) to Chicago (CHI)

Volaris • Non-stop • Coach
Price was $2,430, price is now $901 per person
$901
per person
found 1 day ago
Amazing experience: exactly what we needed in Tulum We moved to Delek Tulum after having a disappointing experience at Azulik, and the difference was incredible. From the moment we arrived, the staff was welcoming, friendly, and genuinely helpful. They made our group feel comfortable and immediately turned our trip around. The property was clean, well maintained, and everything worked exactly as it should. The A/C kept the rooms comfortable, the Wi-Fi worked perfectly, the amenities were clean and fully functional, and having a beautiful pool to enjoy was a huge plus. What stood out the most, however, was the staff and the service. Everyone we interacted with was attentive, kind, and happy to help. The atmosphere felt relaxed and welcoming, which is exactly what you want when vacationing in Tulum. After moving hotels, we were finally able to relax and enjoy the rest of our vacation. Our entire group of six was very happy with the decision to stay at Delek. We would absolutely stay here again and highly recommend Delek Tulum to anyone looking for a comfortable, clean, welcoming place with excellent service. Thank you to the entire Delek team for turning our trip around!

Reviewed on Aug 17, 2026

Palmaïa-The House of AïA: All Inclusive Wellness Resort
5.0-star property

Palmaïa-The House of AïA: All Inclusive Wellness Resort

9.8/10 Exceptional! (662 reviews)

Oct 12 - Oct 16

4 night stay

Chicago (CHI) to Cancun (CUN)

Roundtrip • Coach
Price was $4,034, price is now $1,953 per person
$1,953
per person
found 1 day ago
Wow! Easily the best resort we have stayed at. I am not Vegan but the best part of this trip was definitely the food. The all-inclusive is the best deal around by far. There are plenty of non-vegan options but honestly I mostly ate the vegan versions. Everything was top-shelf. Charlies Vegan Tacos were a highlight. And we actually lost some weight while we were there since its so healthy. The service was incredible. Everywhere we went we were greeted with smiles and hellos. We got to know by name many of the staff. The Pools are about the best I have seen and the beach (when there is not seaweed) is incredible. And they keep it cleaner than any other beach around. Every time we ventured out to try something different we came back to the hotel because it was just better. The free classes like Yoga were amazing as well. I feel this is a secret that will soon be out. But thank you to all the staff who were part of this experience.

Reviewed on Aug 8, 2026

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

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

8.8/10 Excellent! (1,468 reviews)

Oct 3 - Oct 10

7 night stay

Chicago (CHI) to Cancun (CUN)

Aeromexico • Non-stop • Coach

Cancun (CUN) to Chicago (CHI)

Volaris • Non-stop • Coach
Save 100% on your flight
Price was $2,110, price is now $1,028 per person
$1,028
per person
found 1 day ago

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Tulum packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Majestic Mirage Costa Mujeres, All Suite Resort - All Inclusive
5.0-star property

Majestic Mirage Costa Mujeres, All Suite Resort - All Inclusive

9/10 Wonderful! (372 reviews)

Sep 25 - Sep 28

3 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,780, price is now $1,125 per person
$1,125
per person
found 1 day ago

Hotel Mousai Cancun Ocean Front Adults Only
5.0-star property

Hotel Mousai Cancun Ocean Front Adults Only

8.4/10 Very Good! (17 reviews)

Sep 25 - Sep 28

3 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,831, price is now $1,593 per person
$1,593
per person
found 17 hours ago
I really liked this hotel and the comfort it provides is unmatched. Every one of the staff members is really attentive and nice. The only reason I’m giving it 4 starts instead of 5 is the food. Out of all the restaurants around this hotel, just one met my expectations.

Reviewed on Jun 1, 2026

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

Hotel Mousai Cancun Adults Only - All Inclusive

9.6/10 Exceptional! (124 reviews)

Sep 25 - Sep 28

3 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,830, price is now $1,593 per person
$1,593
per person
found 1 day ago
Everyone at this resort goes above and beyond. Definitely 5 stars

Reviewed on Aug 17, 2026

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Tulum business class flight packages

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

Hotel Riu Cancun - Adults Only - All Inclusive

8.4/10 Very Good! (4,194 reviews)

Oct 3 - Oct 10

7 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $2,618, price is now $1,690 per person
$1,690
per person
found 11 hours ago
N/a

Reviewed on Aug 24, 2026

Ocean Allure Costa Mujeres - Adults Only - All Inclusive
5.0-star property

Ocean Allure Costa Mujeres - Adults Only - All Inclusive

9/10 Wonderful! (610 reviews)

Oct 3 - Oct 10

7 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $3,900, price is now $2,006 per person
$2,006
per person
found 11 hours ago
Beautiful hotel

Reviewed on Aug 24, 2026

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

Haven Riviera Cancun - All Inclusive - Adults Only

9.4/10 Exceptional! (5,060 reviews)

Oct 3 - Oct 10

7 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $3,586, price is now $1,972 per person
$1,972
per person
found 11 hours ago
Very kind and helpful staff, fun all inclusive vibes

Reviewed on Aug 23, 2026

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Tulum first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Palace Peninsula - All Inclusive
4.0-star property

Hotel Riu Palace Peninsula - All Inclusive

8.8/10 Excellent! (4,815 reviews)

Sep 27 - Oct 3

6 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Non-stop • FirstClass

Cancun (CUN) to Chicago (CHI)

American Airlines • Non-stop • FirstClass
Save 100% on your flight
Price was $2,842, price is now $1,582 per person
$1,582
per person
found 1 day ago
Hotel Riu Penninsula was clean, every employee was friendly and helpful !! The entertainment team needs some assistance making the shows better!

Reviewed on Aug 24, 2026

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

Hotel Mousai Cancun Adults Only - All Inclusive

9.6/10 Exceptional! (124 reviews)

Sep 27 - Oct 3

6 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Non-stop • FirstClass

Cancun (CUN) to Chicago (CHI)

American Airlines • Non-stop • FirstClass
Price was $6,837, price is now $3,254 per person
$3,254
per person
found 1 day ago
Everyone at this resort goes above and beyond. Definitely 5 stars

Reviewed on Aug 17, 2026

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! (50 reviews)

Sep 27 - Oct 3

6 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Non-stop • FirstClass

Cancun (CUN) to Chicago (CHI)

American Airlines • Non-stop • FirstClass
Save 100% on your flight
Price was $4,786, price is now $2,633 per person
$2,633
per person
found 1 day ago

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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

Orbitz combines guaranteed low prices with cutting-edge mobile tools for travel from Chicago to Tulum to give you a travel experience that is second to none.

Bargain Travel at Your Fingertips

Orbitz provides the cheapest fares from Chicago to Tulum. When reserving your flight you can mix and match a range of low cost airlines for you departing and returning domestic or international flights. This way you can travel on a budget while selecting the flights that suit your schedule.

Modern Tools for Fast-Paced Travel

Orbitz makes use of the latest technology to ensure that you are always kept up-to-date on the status of your Chicago to Tulum flights. Through easy-to-use mobile Android and iPhone apps you can book low cost flights from Chicago to Tulum and choose a range of cheap hotels to stay in.

Enjoy Stress-Free Travel with Flight Alerts

Once you have booked your flights from Chicago to Tulum on Orbitz you will always be kept informed of any changes to your flight. When you opt into Orbitz’s free email and SMS alerts on your Chicago to Tulum flights you can ask Orbitz to send the flight details to up to 6 other contacts, so keeping your family and business team informed is a cinch.

Frequent Flyer Program

For loyal Orbitz customers who fly from Chicago to Tulum the chance to join our frequent flyer program is an added bonus. Simply log-on to your online account and input your frequent flyer number for future flights.

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.