$179 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, Oct 18 - Fri, Oct 23
ORD
O'Hare Intl.
TQO
Tulum Intl. Airport
$498 Roundtrip, found 1 day ago
$498
Roundtrip
found 1 day ago
Select United flight, departing Sun, Oct 18 from O'Hare Intl. to Tulum Intl. Airport, returning Fri, Oct 23, priced at $498 found 1 day ago
Sun, Oct 18 - Sat, Oct 24
MDW
Midway Intl.
CUN
Cancun Intl.
$510 Roundtrip, found 21 hours ago
$510
Roundtrip
found 21 hours ago
Select Delta flight, departing Sun, Oct 18 from Midway Intl. to Cancun Intl., returning Sat, Oct 24, priced at $510 found 21 hours ago
Sat, Oct 17 - Mon, Oct 19
ORD
O'Hare Intl.
CUN
Cancun Intl.
$512 Roundtrip, found 4 hours ago
$512
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, Oct 17 from O'Hare Intl. to Cancun Intl., returning Mon, Oct 19, priced at $512 found 4 hours ago
Sun, Oct 18 - Thu, Oct 22
ORD
O'Hare Intl.
CZM
Cozumel Intl.
$563 Roundtrip, found 1 day ago
$563
Roundtrip
found 1 day ago
Select Volaris flight, departing Sun, Oct 18 from O'Hare Intl. to Cozumel Intl., returning Thu, Oct 22, priced at $563 found 1 day ago

Airfares from $179 One Way, $249 Round Trip from Chicago to Tulum

Prices starting at $249 for return flights and $179 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 - Thu, Nov 12
ORD
Chicago
CUN
Cancun
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Funjet Vacations flight, departing Mon, Nov 2 from Chicago to Cancun, returning Thu, Nov 12, priced at $249 found 1 day ago
Wed, Jan 20 - Thu, Jan 28
ORD
Chicago
CUN
Cancun
$292 Roundtrip, found 1 day ago
$292
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Jan 20 from Chicago to Cancun, returning Thu, Jan 28, priced at $292 found 1 day ago
Sun, Jan 17 - Sat, Jan 23
ORD
Chicago
CUN
Cancun
$370 Roundtrip, found 4 hours ago
$370
Roundtrip
found 4 hours ago
Select Viva flight, departing Sun, Jan 17 from Chicago to Cancun, returning Sat, Jan 23, priced at $370 found 4 hours ago
Mon, Nov 16 - Fri, Nov 20
MDW
Chicago
CUN
Cancun
$418 Roundtrip, found 21 hours ago
$418
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Mon, Nov 16 from Chicago to Cancun, returning Fri, Nov 20, priced at $418 found 21 hours ago
Sun, Jan 17 - Sat, Jan 23
ORD
Chicago
CZM
Cozumel
$422 Roundtrip, found 4 days ago
$422
Roundtrip
found 4 days ago
Select Volaris flight, departing Sun, Jan 17 from Chicago to Cozumel, returning Sat, Jan 23, priced at $422 found 4 days ago

Tulum economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Marina El Cid Spa & Beach Resort All Inclusive
5.0-star property

Hotel Marina El Cid Spa & Beach Resort All Inclusive

8.6/10 Excellent! (2,122 reviews)

Nov 13 - Nov 19

6 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Roundtrip • Coach
Price was $2,019, price is now $888 per person
$888
per person
found 1 day ago
We visited the resort as a family of 5 and absolutely loved our stay! The food was delicious, the resort was beautiful, and we loved seeing all the different animals and the lush greenery throughout the property.The staff were friendly, and check-in was smooth and easy. Overall, we had a wonderful family vacation and would definitely love to check out another one of their resorts in the future!

Reviewed on Oct 10, 2026

Delek Tulum
4.0-star property

Delek Tulum

9.2/10 Wonderful! (381 reviews)

Nov 15 - Nov 21

6 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Roundtrip • Coach
Price was $3,667, price is now $1,494 per person
$1,494
per person
found 1 day ago

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! (1,459 reviews)

Nov 13 - Nov 19

6 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Roundtrip • Coach
Price was $2,104, price is now $913 per person
$913
per person
found 1 day ago
We got an ocean view and it was seaweed season so yes there was an unpleasant smell from the balcony. However, it wasn’t enough to bother us. Plenty of pool and food options. Courteous staff. I liked the ability to visit all 3 resorts.

Reviewed on Oct 6, 2026

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Tulum business 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

9/10 Wonderful! (4,733 reviews)

Nov 15 - Nov 22

7 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $3,430, price is now $1,815 per person
$1,815
per person
found 1 day ago

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

Hotel Mousai Cancun Adults Only - All Inclusive

9.8/10 Exceptional! (139 reviews)

Nov 15 - Nov 22

7 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $6,218, price is now $3,071 per person
$3,071
per person
found 1 day ago

Wyndham Grand Cancun All Inclusive Resort & Villas
4.0-star property

Wyndham Grand Cancun All Inclusive Resort & Villas

8.4/10 Very Good! (3,512 reviews)

Nov 15 - Nov 22

7 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $3,689, price is now $1,843 per person
$1,843
per person
found 1 day ago
Our room was beautiful! We were very disappointed with the restaurants that need a reservation. You can only book a reservation at 9am and they must limit the amount. And when we finally got a reservation the restaurant was empty although it said it was booked. The food in the reserved restaurant was poor. Also, on the second to the last day, they stopped stocking our beverage refrigerator. The activities are not listed on a handout or on the TV guide. So you are left guessing. The food in the buffet was delicious and the staff was incredible!! And the staff outside was also amazing. We would return if they made changes.

Reviewed on Oct 9, 2026

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Tulum first class flight packages

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

Wyndham Grand Cancun All Inclusive Resort & Villas

8.4/10 Very Good! (3,512 reviews)

Dec 1 - Dec 8

7 night stay

Chicago (CHI) to Cancun (CUN)

American Airlines • Non-stop roundtrip • FirstClass
Price was $5,486, price is now $2,504 per person
$2,504
per person
found 1 day ago
Our room was beautiful! We were very disappointed with the restaurants that need a reservation. You can only book a reservation at 9am and they must limit the amount. And when we finally got a reservation the restaurant was empty although it said it was booked. The food in the reserved restaurant was poor. Also, on the second to the last day, they stopped stocking our beverage refrigerator. The activities are not listed on a handout or on the TV guide. So you are left guessing. The food in the buffet was delicious and the staff was incredible!! And the staff outside was also amazing. We would return if they made changes.

Reviewed on Oct 9, 2026

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

Hotel Mousai Cancun Adults Only - All Inclusive

9.8/10 Exceptional! (139 reviews)

Dec 1 - Dec 8

7 night stay

Chicago (CHI) to Cancun (CUN)

American Airlines • Non-stop roundtrip • FirstClass
Price was $7,126, price is now $3,462 per person
$3,462
per person
found 1 day ago

Family Villas By Wyndham Grand Cancún All Inclusive
4.0-star property

Family Villas By Wyndham Grand Cancún All Inclusive

7.6/10 Good! (51 reviews)

Dec 1 - Dec 8

7 night stay

Chicago (CHI) to Cancun (CUN)

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $6,131, price is now $3,277 per person
$3,277
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

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Guaranteed low prices for Chicago to Tulum flights makes Orbitz the perfect online budget travel source.

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.