$183 Cheap flight deals from Chicago (CHI) to Tulum (TUY)

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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.

Sat, Oct 31 - Wed, Nov 4
ORD
O'Hare Intl.
CUN
Cancun Intl.
$454 Roundtrip, found 5 hours ago
$454
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Oct 31 from O'Hare Intl. to Cancun Intl., returning Wed, Nov 4, priced at $454 found 5 hours ago
Sun, Nov 1 - Thu, Nov 5
MDW
Midway Intl.
CUN
Cancun Intl.
$496 Roundtrip, found 8 hours ago
$496
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sun, Nov 1 from Midway Intl. to Cancun Intl., returning Thu, Nov 5, priced at $496 found 8 hours ago
Sat, Oct 31 - Sun, Nov 8
ORD
O'Hare Intl.
TQO
Tulum Intl. Airport
$508 Roundtrip, found 8 hours ago
$508
Roundtrip
found 8 hours ago
Select Air Canada flight, departing Sat, Oct 31 from O'Hare Intl. to Tulum Intl. Airport, returning Sun, Nov 8, priced at $508 found 8 hours ago
Sat, Oct 31 - Sat, Nov 7
ORD
O'Hare Intl.
CZM
Cozumel Intl.
$622 Roundtrip, found 2 days ago
$622
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sat, Oct 31 from O'Hare Intl. to Cozumel Intl., returning Sat, Nov 7, priced at $622 found 2 days ago

Airfares from $183 One Way, $299 Round Trip from Chicago to Tulum

Prices starting at $299 for return flights and $183 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
$299 Roundtrip, found 7 hours ago
$299
Roundtrip
found 7 hours ago
Select Funjet Vacations flight, departing Mon, Nov 2 from Chicago to Cancun, returning Thu, Nov 12, priced at $299 found 7 hours ago
Wed, Dec 9 - Sat, Dec 19
ORD
Chicago
CUN
Cancun
$356 Roundtrip, found 4 days ago
$356
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Chicago to Cancun, returning Sat, Dec 19, priced at $356 found 4 days ago
Tue, May 4 - Tue, May 11
ORD
Chicago
CUN
Cancun
$370 Roundtrip, found 12 hours ago
$370
Roundtrip
found 12 hours ago
Select Viva flight, departing Tue, May 4 from Chicago to Cancun, returning Tue, May 11, priced at $370 found 12 hours ago
Mon, Nov 16 - Thu, Nov 19
MDW
Chicago
CUN
Cancun
$408 Roundtrip, found 4 hours ago
$408
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, Nov 16 from Chicago to Cancun, returning Thu, Nov 19, priced at $408 found 4 hours ago
Wed, Jan 27 - Wed, Feb 3
ORD
Chicago
CUN
Cancun
$417 Roundtrip, found 10 hours ago
$417
Roundtrip
found 10 hours ago
Select Volaris flight, departing Wed, Jan 27 from Chicago to Cancun, returning Wed, Feb 3, priced at $417 found 10 hours ago

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! (381 reviews)

Dec 12 - Dec 19

7 night stay

Chicago (CHI) to Cancun (CUN)

Delta • Non-stop roundtrip • Coach
Price was $3,860, price is now $1,553 per person
$1,553
per person
found 1 day ago

Hotel Riu Palace Peninsula - All Inclusive
4.0-star property

Hotel Riu Palace Peninsula - All Inclusive

9/10 Wonderful! (4,733 reviews)

Nov 28 - Dec 5

7 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Coach

Cancun (CUN) to Chicago (CHI)

Viva Aerobus • Coach
Price was $3,687, price is now $1,630 per person
$1,630
per person
found 1 day ago

Hotel Riu Palace Las Americas - Adults Only- All Inclusive
4.0-star property

Hotel Riu Palace Las Americas - Adults Only- All Inclusive

9.2/10 Wonderful! (5,769 reviews)

Nov 28 - Dec 5

7 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Coach

Cancun (CUN) to Chicago (CHI)

Viva Aerobus • Coach
Price was $3,649, price is now $1,694 per person
$1,694
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.
Wyndham Grand Cancun All Inclusive Resort & Villas
4.0-star property

Wyndham Grand Cancun All Inclusive Resort & Villas

8.4/10 Very Good! (3,506 reviews)

Nov 27 - Dec 4

7 night stay

Chicago (ORD) to Cancun (CUN)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $3,333, price is now $1,681 per person
$1,681
per person
found 11 hours ago

Hotel Riu Palace Peninsula - All Inclusive
4.0-star property

Hotel Riu Palace Peninsula - All Inclusive

9/10 Wonderful! (4,733 reviews)

Nov 27 - Dec 4

7 night stay

Chicago (ORD) to Cancun (CUN)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $4,757, price is now $2,160 per person
$2,160
per person
found 11 hours ago

Hotel Riu Palace Las Americas - Adults Only- All Inclusive
4.0-star property

Hotel Riu Palace Las Americas - Adults Only- All Inclusive

9.2/10 Wonderful! (5,769 reviews)

Nov 27 - Dec 4

7 night stay

Chicago (ORD) to Cancun (CUN)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $3,784, price is now $1,842 per person
$1,842
per person
found 11 hours ago

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Tulum business class flight packages

Price found within the past 48 hours. Click for updated prices.
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 27 - Dec 4

7 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Roundtrip • BusinessClass
Save 100% on your flight
Price was $2,955, price is now $1,593 per person
$1,593
per person
found 1 day ago
Our check in experience was worst.. We paid an upgrade then they send us to platinum club.. Repeat everything same told to me at check in.. calls in a collegue who explains about investment and to book an appointment. Guest coming after travel should not be welcomed like this.. no drinks were offered not even water.. Spa is redicolous my wife and daugther went for nails aftwr 10-15 mins we were told none service is available( for nails and hairs).. Our buttlwr assigned Celine and Alberto were good they were in touch if anything needed.. Best restaurant is Hacinta (Mexican cuisine). Best servers Margarito and Alexandar.. Bar service can be improved with adding more servers depending on crowd.. At pool and bar table wait was too long if you need service at table.

Reviewed on Oct 24, 2026

Hotel Riu Palace Kukulkan - Adults Only - All Inclusive
4.5-star property

Hotel Riu Palace Kukulkan - Adults Only - All Inclusive

9.2/10 Wonderful! (5,642 reviews)

Nov 27 - Dec 4

7 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Roundtrip • BusinessClass
Save 100% on your flight
Price was $4,792, price is now $2,550 per person
$2,550
per person
found 1 day ago
I love the property this was my second time visiting however the food wasn’t too good this time but it won’t stop me from returning .

Reviewed on Oct 26, 2026

The Fives Beach Hotel - Á la Carte All Inclusive
4.5-star property

The Fives Beach Hotel - Á la Carte All Inclusive

8.2/10 Very Good! (1,005 reviews)

Dec 18 - Dec 23

5 night stay

Chicago (CHI) to Cancun (CUN)

American Airlines • Non-stop roundtrip • BusinessClass
Price was $3,023, price is now $1,648 per person
$1,648
per person
found 1 hour ago

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Tulum first class flight packages

Price found within the past 48 hours. Click for updated prices.
Haven Riviera Cancun - All Inclusive - Adults Only
5.0-star property

Haven Riviera Cancun - All Inclusive - Adults Only

9.4/10 Exceptional! (5,061 reviews)

Dec 3 - Dec 7

4 night stay

Chicago (CHI) to Cancun (CUN)

United • FirstClass

Cancun (CUN) to Chicago (CHI)

American Airlines • FirstClass
Price was $3,434, price is now $2,334 per person
$2,334
per person
found 1 day ago
We had an amazing anniversary getaway here! Amazing service, food and drinks. Pools were perfect. Only downside is this area of cancun although quieter the ocean water is overflowing with smelly seaweed. But we were at the pools the most so it was not a big deal for us. The shows were fantastic as well. Loved the spa hydrotherapy and massage. Would definitely stay here again!

Reviewed on Oct 25, 2026

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 3 - Dec 7

4 night stay

Chicago (CHI) to Cancun (CUN)

United • FirstClass

Cancun (CUN) to Chicago (CHI)

American Airlines • FirstClass
Price was $4,010, price is now $2,588 per person
$2,588
per person
found 1 day ago

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

Moon Palace The Grand Cancun - All-inclusive

8.6/10 Excellent! (2,184 reviews)

Dec 3 - Dec 7

4 night stay

Chicago (CHI) to Cancun (CUN)

United • FirstClass

Cancun (CUN) to Chicago (CHI)

American Airlines • FirstClass
Price was $5,491, price is now $3,798 per person
$3,798
per person
found 1 day ago
Beautiful resort that has more than enough to keep the kids entertained and then some. Everything is easily accessible but spread out enough that you aren’t fighting to save lounge chairs or waiting in crazy lines for the water park. The app makes making dinner reservations and accessing necessary information super easy, you can make your dinner reservations up to 3 days in advance too which is great. Tavola (Italian) and Habibi (middle eastern) were both incredible. The Grand Buffet has a ton of variety for kids and adults and if you get the chance, request Saul as your server. He was the absolute best! We will definitely return.

Reviewed on Oct 26, 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
TUY
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Tulum

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Your Perfect TulumVacation Package

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Low Price Guarantee

With the best deals and easy searching options, Orbitz make it easy and fun to find cheap Chicago to Tulum flights, a great hotel, or a full vacation package. With Orbitz’s low price guarantee, you always get great discounts on air ticket prices.

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.