$182 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, Sep 13 - Thu, Sep 17
ORD
O'Hare Intl.
CUN
Cancun Intl.
$463 Roundtrip, found 7 hours ago
$463
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Sun, Sep 13 from O'Hare Intl. to Cancun Intl., returning Thu, Sep 17, priced at $463 found 7 hours ago
Sun, Sep 13 - Thu, Sep 17
MDW
Midway Intl.
CUN
Cancun Intl.
$466 Roundtrip, found 1 day ago
$466
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Sep 13 from Midway Intl. to Cancun Intl., returning Thu, Sep 17, priced at $466 found 1 day ago
Sun, Sep 13 - Thu, Sep 17
ORD
O'Hare Intl.
TQO
Tulum Intl. Airport
$548 Roundtrip, found 1 day ago
$548
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Sep 13 from O'Hare Intl. to Tulum Intl. Airport, returning Thu, Sep 17, priced at $548 found 1 day ago
Fri, Sep 11 - Fri, Sep 25
ORD
O'Hare Intl.
CZM
Cozumel Intl.
$713 Roundtrip, found 1 day ago
$713
Roundtrip
found 1 day ago
Select Volaris flight, departing Fri, Sep 11 from O'Hare Intl. to Cozumel Intl., returning Fri, Sep 25, priced at $713 found 1 day ago

Airfares from $182 One Way, $299 Round Trip from Chicago to Tulum

Prices starting at $299 for return flights and $182 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, Jan 22 - Wed, Jan 27
ORD
Chicago
CUN
Cancun
$299 Roundtrip, found 17 hours ago
$299
Roundtrip
found 17 hours ago
Select Funjet Vacations flight, departing Fri, Jan 22 from Chicago to Cancun, returning Wed, Jan 27, priced at $299 found 17 hours ago
Wed, Feb 24 - Sun, Feb 28
ORD
Chicago
TQO
Tulum
$352 Roundtrip, found 1 hour ago
$352
Roundtrip
found 1 hour ago
Select Volaris flight, departing Wed, Feb 24 from Chicago to Tulum, returning Sun, Feb 28, priced at $352 found 1 hour ago
Mon, Oct 26 - Fri, Oct 30
ORD
Chicago
CUN
Cancun
$360 Roundtrip, found 1 day ago
$360
Roundtrip
found 1 day ago
Select Arajet flight, departing Mon, Oct 26 from Chicago to Cancun, returning Fri, Oct 30, priced at $360 found 1 day ago
Mon, Nov 2 - Fri, Nov 6
MDW
Chicago
CUN
Cancun
$389 Roundtrip, found 22 hours ago
$389
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Mon, Nov 2 from Chicago to Cancun, returning Fri, Nov 6, priced at $389 found 22 hours ago
Fri, Nov 20 - Fri, Nov 27
ORD
Chicago
TQO
Tulum
$394 Roundtrip, found 3 days ago
$394
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri, Nov 20 from Chicago to Tulum, returning Fri, Nov 27, priced at $394 found 3 days ago

Tulum economy flight packages

Price found within the past 48 hours. Click for updated prices.
El Dorado Royale, All & More Inclusive Adults Only
5.0-star property

El Dorado Royale, All & More Inclusive Adults Only

8.6/10 Excellent! (667 reviews)

Oct 11 - Oct 17

6 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Non-stop • Coach

Cancun (CUN) to Chicago (CHI)

American Airlines • Non-stop • Coach
Price was $2,533, price is now $1,156 per person
$1,156
per person
found 1 day ago
This place is amazing. We went twice in one year. They really treat you like family.

Reviewed on Aug 31, 2026

Hotel Riu Palace Peninsula - All Inclusive
4.0-star property

Hotel Riu Palace Peninsula - All Inclusive

8.8/10 Excellent! (4,790 reviews)

Oct 17 - Oct 23

6 night stay

Chicago (CHI) to Cancun (CUN)

Frontier Airlines • Roundtrip • Coach
Price was $2,554, price is now $1,157 per person
$1,157
per person
found 1 day ago
I’ve stayed at the Riu in Cancun four times, and unfortunately, each visit seems to get worse. This most recent stay will definitely be my last. The food was extremely disappointing. The Sports Bar food was so salty that it was almost impossible to eat. I mentioned it multiple times, but no one seemed to care or make any effort to improve it. The buffet and other restaurants were also nowhere near the quality I would expect from a resort like this. The service was another major problem. Many staff members seemed willing to help only when they expected a good tip. Otherwise, some were rude and dismissive. What made it even worse was hearing staff members make negative comments about guests in Spanish, apparently assuming we couldn’t understand them. I do understand Spanish, and that was extremely unprofessional and disrespectful. The property itself also had several maintenance issues, including leaks around the resort and even near restaurant and buffet areas. For the amount of money guests pay to stay here, the overall condition, food quality, and level of service are unacceptable. I kept returning because I had good experiences here in the past, but the quality has continued to decline every time I visit. This stay was by far the worst. I will not be returning, and based on my experience, I cannot recommend this hotel.

Reviewed on Sep 7, 2026

Garza Blanca Resort & Spa Cancun - All Inclusive
5.0-star property

Garza Blanca Resort & Spa Cancun - All Inclusive

9/10 Wonderful! (1,049 reviews)

Oct 17 - Oct 23

6 night stay

Chicago (CHI) to Cancun (CUN)

American Airlines • Coach

Cancun (CUN) to Chicago (CHI)

Frontier Airlines • Coach
Price was $4,714, price is now $2,254 per person
$2,254
per person
found 1 day ago

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Tulum first class flight packages

Price found within the past 48 hours. Click for updated prices.
Secrets Moxché Playa del Carmen - Adults Only - All Inclusive
5.0-star property

Secrets Moxché Playa del Carmen - Adults Only - All Inclusive

9.2/10 Wonderful! (1,005 reviews)

Oct 7 - Oct 14

7 night stay

Chicago (CHI) to Cancun (CUN)

United • Non-stop roundtrip • FirstClass
Price was $4,438, price is now $3,300 per person
$3,300
per person
found 1 day ago
Very nice place with beautiful views. The staff was extremely helpful and we had no problems that were not immediately handled. Highly recommend the experience.

Reviewed on Sep 4, 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)

Oct 7 - Oct 14

7 night stay

Chicago (CHI) to Cancun (CUN)

United • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $5,899, price is now $3,338 per person
$3,338
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! (2,156 reviews)

Oct 7 - Oct 14

7 night stay

Chicago (CHI) to Cancun (CUN)

United • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $8,303, price is now $5,646 per person
$5,646
per person
found 1 day ago
The room is old and not in very good condition. All of the pools are quite small, and there are not many activities or things to do at the hotel. Considering the expensive price, I expected much better service, especially compared with other hotels in the same price range. Overall, the hotel did not feel worth the price, and I would rather choose a different place next time.

Reviewed on Sep 7, 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.