HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Tulum

$107+ Cheap flights from Chicago (CHI) to Tulum, Mexico

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Jun 29 — Jul 61
Mon 6/29
Mon 7/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Tulum with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Chicago to Tulum are usually found in September or January, booked 87 days in advance, depart on a Tuesday or Sunday and return on a Thursday

Cheap flight deals from Chicago to Tulum

Cheapest flights from Chicago to Tulum
Explore the most affordable flight options available from Chicago to Tulum. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 30, 2026.

This Mytrip deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:35 am
ORD
-
CUN
1 stop13h 28m
Volaris
Thu 10/110:50 am
CUN
-
ORD
1 stop12h 57m
Volaris
Deal found 5/30$259
This Super.com deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:40 am
ORD
-
CUN
1 stop12h 48m
Volaris
Thu 9/2410:50 am
CUN
-
ORD
1 stop12h 57m
Volaris
Deal found 5/29$261
This Kiwi.com deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:24 am
ORD
-
CUN
1 stop8h 45m
Multiple Airlines
Fri 9/411:50 am
CUN
-
ORD
1 stop12h 09m
Multiple Airlines
Deal found 5/29$262
This Kiwi.com deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/281:40 am
ORD
-
CUN
1 stop8h 23m
Volaris
Tue 9/19:50 pm
CUN
-
ORD
1 stop8h 02m
Volaris
Deal found 5/29$264
This Kiwi.com deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:35 am
ORD
-
CUN
1 stop13h 28m
Volaris
Sun 9/63:20 pm
CUN
-
ORD
1 stop8h 27m
Volaris
Deal found 5/29$265
This Super.com deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:35 am
ORD
-
CUN
1 stop13h 28m
Volaris
Tue 9/13:20 pm
CUN
-
ORD
1 stop14h 32m
Volaris
Deal found 5/30$266
This Kiwi.com deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:24 am
ORD
-
CUN
1 stop8h 45m
Volaris
Wed 9/210:50 am
CUN
-
ORD
1 stop12h 57m
Volaris
Deal found 5/29$267
This Super.com deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:35 am
ORD
-
CUN
1 stop13h 28m
Volaris
Tue 9/1510:40 am
CUN
-
ORD
1 stop14h 15m
Volaris
Deal found 5/30$268
This Kiwi.com deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:35 am
ORD
-
CUN
1 stop13h 28m
Volaris
Wed 9/29:50 pm
CUN
-
ORD
1 stop8h 02m
Volaris
Deal found 5/29$269
This Kiwi.com deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/281:40 am
ORD
-
CUN
1 stop8h 23m
Volaris
Wed 9/29:50 pm
CUN
-
ORD
1 stop8h 02m
Volaris
Deal found 5/29$270
This Viva deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:30 am
ORD
-
CUN
1 stop21h 10m
Viva
Wed 11/119:40 am
CUN
-
ORD
1 stop14h 05m
Viva
Deal found 5/28$271
This Justfly.com deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/262:53 am
ORD
-
CUN
1 stop12h 35m
Volaris
Thu 9/310:50 am
CUN
-
ORD
1 stop12h 57m
Volaris
Deal found 5/26$272

Find flight deals from Chicago to Tulum

Keep the following information in mind while searching for Chicago to Tulum flight deals. Data was last updated May 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$259
(Mytrip)

One-way from

$107
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$449
Provider with most accurate pricing for Chicago (CHI)-Cancun flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Cancun flights.
Search Deals
From Chicago (CHI) to Tulum
Search Deals
One-way flight from Chicago (CHI) to Tulum
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Tulum that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 30, 2026.
Use the filters below to find and compare flights from Chicago to Tulum that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 7/4

10:55 am-8:25 pm

1 stop9h 30m

Cancun

Wed 7/8

12:35 pm-10:15 pm

1 stop9h 40m

$408

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 8/13

12:46 pm-8:05 pm

1 stop7h 19m

Cancun

Mon 8/17

8:05 am-4:15 pm

1 stop8h 10m

$408

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 7/18

7:05 am-1:01 pm

1 stop5h 56m

Cancun

Wed 7/22

10:55 am-6:45 pm

1 stop7h 50m

$408

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 7/16

1:44 pm-8:23 pm

1 stop6h 39m

Cancun

Tue 7/21

12:35 pm-8:31 pm

1 stop7h 56m

$408

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 7/24

1:44 pm-8:23 pm

1 stop6h 39m

Cancun

Wed 7/29

8:00 am-6:29 pm

2 stops10h 29m

$413

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 7/3

11:30 am-8:25 pm

2 stops8h 55m

Cancun

Tue 7/7

8:00 am-6:45 pm

1 stop10h 45m

$413

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 8/25

5:28 am-6:39 pm

2 stops13h 11m

Cancun

Tue 9/1

6:04 am-2:16 pm

1 stop8h 12m

$422

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 6/29

6:30 am-6:32 pm

2 stops12h 02m

Cancun

Fri 7/3

7:03 am-9:36 pm

1 stop14h 33m

$428

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 6/7

6:58 pm-11:36 am

1 stop16h 38m

Cancun

Wed 6/17

8:00 am-4:16 pm

1 stop8h 16m

$438

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 6/6

6:23 am-8:16 pm

1 stop13h 53m

Cancun

Wed 6/17

8:00 am-4:16 pm

1 stop8h 16m

$438

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/30

Showing 1-10 of 46 resultsSorted by cheapest first
1
2
3
...
5

Best time to book a flight from Chicago to Tulum

Have a flexible travel schedule? Discover the best time to fly to Tulum from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Tulum

What is the cheapest time of day to fly from CHI to TU9?

Find hourly flight availability from Chicago to Tulum. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 30, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 25% on flights from Chicago to Tulum by exploring options for tickets in the afternoon.

Weekly flight availability from Chicago to Tulum

Explore weekly flight availability from Chicago to Tulum. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 30, 2026.

The most flights from CHI to TU9 are scheduled on a Saturday (13 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).

How much does it cost to fly round-trip from Chicago to Tulum?

Reviews of airlines servicing Tulum

Get insights into the airlines that provide service to Tulum. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Tulum. Reviews last updated May 30, 2026.
Read through reviews of airlines operating flights from Chicago to Tulum, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,262 reviews

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!
Southwest
8.0
Very good
4,262 reviews
Southwest
8.0
Very good
4,262 reviews

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!
United Airlines
7.4
Good
9,767 reviews
Southwest
8.0
Very good
4,262 reviews

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!
American Airlines
7.1
Good
11,640 reviews
Southwest
8.0
Very good
4,262 reviews

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!
Spirit Airlines
6.2
Okay
Southwest
8.0
Very good
4,262 reviews

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!
Frontier
5.6
Fair
2,929 reviews
Southwest
8.0
Very good
4,262 reviews

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!

Related info for your journey

Find useful and relevant information for your journey from Chicago to Tulum. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Tulum?

    For as low as $463, Viva can have you in Tulum from Chicago in 5h 55m. There are 1434 mi between Chicago and Tulum. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Chicago to Tulum one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $64. Frontier flights start at $87 while deals on Volaris start at $95 one-way.

  • What are the most reliable airlines from Chicago to Tulum?

    No one likes to see their flight delayed. When booking a flight from Chicago to Tulum consider choosing Spirit Airlines (79%), Emirates (76%) or United Airlines (69%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Tulum?

    On average you can expect to pay $663 for a flight from Chicago to Tulum. The cheapest flight overall is $136 while the most popular route, (Chicago O'Hare Intl - Cancun) is currently priced at $239.

  • Can I find deals for flights from Chicago to Tulum that include hotel bookings?

    Yes. In addition to deals on Chicago to Tulum flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Tulum?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Tulum.

  • Can I find deals for business class flights from Chicago to Tulum?

    Yes. Cheapflights offers flight deals from Chicago to Tulum by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 10 airlines flying from Chicago to Tulum

Discover the top 10 airlines that operate flights from Chicago to Tulum. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$112Average$317FlexibilityNo cancel feeOn-time79%
Spirit AirlinesCheapest$148Average$356FlexibilityNo cancel feeOn-time65%
DeltaCheapest$158Average$1,488FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$190Average$418FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$191Average$435FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$262Average$480FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$289Average$553FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$300Average$498FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$313Average$520FlexibilityNo cancel feeOn-time71%
VivaCheapest$317Average$514FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.