$95 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, Apr 5 - Thu, Apr 9
ORD
O'Hare Intl.
CUN
Cancun Intl.
$219 Roundtrip, just found
$219
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Apr 5 from O'Hare Intl. to Cancun Intl., returning Thu, Apr 9, priced at $219 just found
Sat, Apr 4 - Mon, Apr 6
MDW
Midway Intl.
CUN
Cancun Intl.
$313 Roundtrip, found 1 hour ago
$313
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Apr 4 from Midway Intl. to Cancun Intl., returning Mon, Apr 6, priced at $313 found 1 hour ago
Sat, Apr 4 - Tue, Apr 14
ORD
O'Hare Intl.
CZM
Cozumel Intl.
$515 Roundtrip, found 5 days ago
$515
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sat, Apr 4 from O'Hare Intl. to Cozumel Intl., returning Tue, Apr 14, priced at $515 found 5 days ago
Sun, Apr 5 - Mon, Apr 13
ORD
O'Hare Intl.
TQO
Tulum Intl. Airport
$564 Roundtrip, found 6 days ago
$564
Roundtrip
found 6 days ago
Select Volaris flight, departing Sun, Apr 5 from O'Hare Intl. to Tulum Intl. Airport, returning Mon, Apr 13, priced at $564 found 6 days ago

Airfares from $95 One Way, $203 Round Trip from Chicago to Tulum

Prices starting at $203 for return flights and $95 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.

Sun, Apr 19 - Tue, Apr 28
ORD
Chicago
CUN
Cancun
$203 Roundtrip, found 4 hours ago
$203
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sun, Apr 19 from Chicago to Cancun, returning Tue, Apr 28, priced at $203 found 4 hours ago
Wed, May 6 - Sun, May 10
ORD
Chicago
CUN
Cancun
$229 Roundtrip, found 1 hour ago
$229
Roundtrip
found 1 hour ago
Select Funjet Vacations flight, departing Wed, May 6 from Chicago to Cancun, returning Sun, May 10, priced at $229 found 1 hour ago
Sat, Apr 4 - Sat, May 2
MDW
Chicago
CUN
Cancun
$242 Roundtrip, found 3 days ago
$242
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Apr 4 from Chicago to Cancun, returning Sat, May 2, priced at $242 found 3 days ago
Sun, Apr 19 - Fri, Apr 24
ORD
Chicago
TQO
Tulum
$317 Roundtrip, found 4 hours ago
$317
Roundtrip
found 4 hours ago
Select United flight, departing Sun, Apr 19 from Chicago to Tulum, returning Fri, Apr 24, priced at $317 found 4 hours ago
Sun, Apr 19 - Thu, Apr 23
MDW
Chicago
TQO
Tulum
$367 Roundtrip, found 1 day ago
$367
Roundtrip
found 1 day ago
Select Aeromexico flight, departing Sun, Apr 19 from Chicago to Tulum, returning Thu, Apr 23, priced at $367 found 1 day ago

Tulum economy flight packages

Price found within the past 48 hours. Click for updated prices.
Ocean Dream Cancun by GuruHotel
3.0-star property

Ocean Dream Cancun by GuruHotel

7.6/10 Good! (1,026 reviews)

May 3 - May 7

4 night stay

Chicago (CHI) to Cancun (CUN)

American Airlines • Coach

Cancun (CUN) to Chicago (CHI)

Frontier Airlines • Coach
Price was $1,251, price is now $563 per person
$563
per person
found 1 day ago
Room service phone did not work, TVs are outdated and bathroom was clogged Other than that it was okay Loved that it’s very well located

Reviewed on Sep 16, 2025

Delek Holbox
4.0-star property

Delek Holbox

8.6/10 Excellent! (244 reviews)

May 21 - May 26

5 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Roundtrip • Coach
Price was $3,049, price is now $984 per person
$984
per person
found 14 hours ago
Amazing and beautiful property! Thank you!

Reviewed on Sep 3, 2024

Tago Tulum by G Hotels
3.5-star property

Tago Tulum by G Hotels

9.2/10 Wonderful! (389 reviews)

May 21 - May 25

4 night stay

Chicago (CHI) to Cancun (CUN)

Volaris • Non-stop roundtrip • Coach
Price was $2,366, price is now $1,078 per person
$1,078
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.
Ocean Dream Cancun by GuruHotel
3.0-star property

Ocean Dream Cancun by GuruHotel

7.6/10 Good! (1,026 reviews)

May 12 - May 19

7 night stay

Chicago (ORD) to Cancun (CUN)

United • Roundtrip • BusinessClass
Save 100% on your flight
Price was $2,356, price is now $1,126 per person
$1,126
per person
found 1 day ago
Room service phone did not work, TVs are outdated and bathroom was clogged Other than that it was okay Loved that it’s very well located

Reviewed on Sep 16, 2025

Fiesta Americana Cancun Villas
4.0-star property

Fiesta Americana Cancun Villas

8.4/10 Very Good! (1,106 reviews)

May 12 - May 19

7 night stay

Chicago (ORD) to Cancun (CUN)

United • Roundtrip • BusinessClass
Save 100% on your flight
Price was $3,170, price is now $1,665 per person
$1,665
per person
found 1 day ago
The staff were always very helpful and kind. The breakfast buffet may seem expensive, but it's worth $30 for the variety of traditional Mexican foods and attentive service while enjoying a great view of the ocean. The property is well kept though a bit dated and rooms are spacious. You can access the ocean right in front of the resort by walking down concrete steps, but we walked a few minutes to the beach on either side of the property to enjoy a more traditional beachfront. It's an easy walk to many good restaurants and a grocery store. We cooked at least one meal a day in our little kitchen. One area that could be improved is pool cleanliness. The water looked stagnant in some areas in the mornings and our toddler kept on getting dirty streaks on his swimsuit, which I finally figured out was from some film on the side of the pool.

Reviewed on Mar 19, 2025

The Sens Cancun By Oasis
4.0-star property

The Sens Cancun By Oasis

7.4/10 Good! (623 reviews)

May 12 - May 19

7 night stay

Chicago (ORD) to Cancun (CUN)

United • Roundtrip • BusinessClass
Save 100% on your flight
Price was $2,875, price is now $1,556 per person
$1,556
per person
found 1 day ago
Very nice small resort..! You have everything you need.

Reviewed on Jul 21, 2025

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Tulum first class flight packages

Price found within the past 48 hours. Click for updated prices.
Temptation Cancun Resort All Inclusive - Adults Only
4.5-star property

Temptation Cancun Resort All Inclusive - Adults Only

9/10 Wonderful! (4,697 reviews)

May 15 - May 17

2 night stay

Chicago (ORD) to Cancun (CUN)

United • FirstClass

Cancun (CUN) to Chicago (ORD)

American Airlines • FirstClass
Price was $1,937, price is now $1,431 per person
$1,431
per person
found 22 hours ago
Clean property, good water pressure , nice views , great food options , would like the pool to be open much later , I think 6 pm is too early

Reviewed on Dec 12, 2025

Moon Palace The Grand Cancun - All-inclusive
5.0-star property

Moon Palace The Grand Cancun - All-inclusive

8.6/10 Excellent! (1,911 reviews)

May 15 - May 17

2 night stay

Chicago (ORD) to Cancun (CUN)

United • Roundtrip • FirstClass
Price was $3,351, price is now $2,396 per person
$2,396
per person
found 24 hours ago
Wonderful place for families

Reviewed on Dec 10, 2025

Waldorf Astoria Riviera Maya
5.0-star property

Waldorf Astoria Riviera Maya

9.4/10 Exceptional! (190 reviews)

May 15 - May 17

2 night stay

Chicago (ORD) to Cancun (CUN)

United • FirstClass

Cancun (CUN) to Chicago (ORD)

American Airlines • FirstClass
Price was $2,624, price is now $1,968 per person
$1,968
per person
found 22 hours ago
Can’t wait to go back

Reviewed on Mar 26, 2025

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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.