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Tulum

$99+ 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Tulum are usually found in September or October, booked 66 days in advance, depart on a Monday or Tuesday and return on a Friday

Cheap flight deals from Chicago to Tulum

Keep the following information in mind while searching for Chicago to Tulum flight deals. Data was last updated agosto 14, 2025.

Round-trip from

$241
(Cheapflightsfares)

One-way from

$99
(Frontier)

Popular in

March

Cheapest in

September

Average price

$413
From Chicago (CHI) to Tulum
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One-way flight from Chicago (CHI) to Tulum
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Highest demand for flights based on searches. 6% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 agosto 14, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/206:10 amORD - CUN
Nonstop3h 37mSpirit Airlines
mié. 9/242:07 pmCUN - ORD
1 stop8h 41mSpirit Airlines
Deal found 8/13$241
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/235:05 amORD - CUN
1 stop7h 32mSpirit Airlines
mar. 8/269:14 amCUN - ORD
1 stop13h 08mSpirit Airlines
Deal found 8/12$242
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
vie. 8/226:10 amORD - CUN
Nonstop3h 29mSpirit Airlines
vie. 8/2910:34 amCUN - ORD
Nonstop4h 15mSpirit Airlines
Deal found 8/12$243
This Booking.com deal was found by Cheapflights users on 8/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/1912:25 pmORD - CUN
1 stop8h 30mMultiple Airlines
mar. 9/2311:34 amCUN - ORD
Nonstop4h 09mMultiple Airlines
Deal found 8/12$244
This CheapOair deal was found by Cheapflights users on 8/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/16:10 amORD - CUN
Nonstop3h 29mMultiple Airlines
mar. 9/911:34 amCUN - ORD
Nonstop4h 09mMultiple Airlines
Deal found 8/12$245
This Mytrip deal was found by Cheapflights users on 8/12. 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.
sáb. 9/208:56 pmORD - CUN
1 stop12h 19mSpirit Airlines
sáb. 9/272:07 pmCUN - ORD
1 stop8h 41mSpirit Airlines
Deal found 8/12$246
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/186:10 amORD - CUN
Nonstop3h 29mSpirit Airlines
vie. 8/229:14 amCUN - ORD
1 stop13h 08mSpirit Airlines
Deal found 8/14$247
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
sáb. 10/181:40 amORD - CUN
1 stop13h 18mMultiple Airlines
dom. 10/2611:25 amCUN - ORD
Nonstop3h 55mMultiple Airlines
Deal found 8/14$248
This Frontier deal was found by Cheapflights users on 8/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/196:30 amORD - CUN
Nonstop3h 45mFrontier
dom. 10/2611:25 amCUN - ORD
Nonstop3h 55mFrontier
Deal found 8/13$249
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
dom. 9/286:41 amORD - CUN
Nonstop3h 52mMultiple Airlines
mié. 10/19:16 amCUN - ORD
1 stop6h 56mMultiple Airlines
Deal found 8/11$250
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
dom. 10/512:45 pmORD - CUN
1 stop9h 04mMultiple Airlines
jue. 10/912:08 pmCUN - ORD
1 stop9h 16mMultiple Airlines
Deal found 8/12$251
This Gotogate deal was found by Cheapflights users on 8/12. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/2712:25 pmORD - CUN
1 stop9h 10mMultiple Airlines
sáb. 10/410:20 amCUN - ORD
1 stop9h 30mMultiple Airlines
Deal found 8/12$252

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 agosto 14, 2025.
Use the filters below to find and compare flights from Chicago to Tulum that are best for you.

Fly from

Chicago

Fly to

Tulum

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb. 11/8

6:41 am-11:26 am

Nonstop3h 45m

Cancun

sáb. 11/15

11:50 am-8:09 pm

1 stop9h 19m

$248

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

vie. 10/24

12:25 pm-8:55 pm

1 stop8h 30m

Cancun

dom. 10/26

11:25 am-3:20 pm

Nonstop3h 55m

$251

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

dom. 9/14

12:25 pm-12:20 am

1 stop11h 55m

Cancun

jue. 9/18

2:07 pm-10:48 pm

1 stop8h 41m

$258

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb. 10/18

12:25 pm-8:55 pm

1 stop8h 30m

Cancun

mié. 10/22

1:49 pm-11:45 pm

1 stop9h 56m

$258

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mar. 8/19

6:45 am-10:36 am

Nonstop3h 51m

Cancun

mar. 8/26

11:51 am-3:52 pm

Nonstop4h 01m

$260

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

jue. 9/11

5:05 am-12:59 pm

1 stop7h 54m

Cancun

dom. 9/14

11:34 am-3:43 pm

Nonstop4h 09m

$260

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb. 10/4

5:17 pm-8:11 am

1 stop14h 54m

Cancun

sáb. 10/11

1:38 pm-11:45 pm

1 stop10h 07m

$262

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb. 11/8

3:40 pm-8:25 pm

Nonstop3h 45m

Cancun

mié. 11/12

1:45 pm-4:30 pm

Nonstop3h 45m

$271

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb. 11/8

3:40 pm-8:25 pm

Nonstop3h 45m

Cancun

sáb. 11/15

3:10 pm-5:55 pm

Nonstop3h 45m

$271

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb. 10/25

9:40 am-1:15 pm

Nonstop3h 35m

Cancun

sáb. 11/1

2:00 pm-5:45 pm

Nonstop3h 45m

$271

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 37 results
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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

How far ahead should I book a flight from Chicago to Tulum?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Tulum. Price data was last updated on August 8, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Tulum, you should look to book at least 66 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Tulum?

Currently, January is the cheapest month in which you can book a flight from Chicago to Tulum (average of $360). Flying from Chicago to Tulum in March is currently the most expensive (average of $492). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 agosto 14, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Tulum as you normally would.

What is the cheapest day to fly from Chicago to Tulum?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Tulum. Price data was last updated on August 10, 2025.

Travelers seeking maximum savings on their Chicago to Tulum flight should consider departing on Wednesday at noon when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 agosto 14, 2025.

The most flights from CHI to TU9 are scheduled on a Monday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 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 agosto 14, 2025.
Read through reviews of airlines operating flights from Chicago to Tulum, such as Southwest, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,045 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,219 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $99. Spirit Airlines flights start at $100 while deals on Southwest start at $125 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 United Airlines (87%), Emirates (86%) or Frontier (80%) 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 $698 for a flight from Chicago to Tulum. The cheapest flight overall is $89 while the most popular route, (Chicago O'Hare Intl - Cancun) is currently priced at $223.

  • 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.

  • What is the cheapest month to book a flight from Chicago to Tulum?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Tulum (average of $360). Flying from Chicago to Tulum in March is currently the most expensive (average of $492). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$125Average$326FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$513FlexibilityNo cancel feeOn-time69%
DeltaCheapest$168Average$513FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$170Average$459FlexibilityNo cancel feeOn-time62%
VolarisCheapest$180Average$544FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$191Average$475FlexibilityNo cancel feeOn-timeN/A
VivaCheapest$250Average$294FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$638FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$269Average$510FlexibilityNo cancel feeOn-time71%
AviancaCheapest$552Average$896FlexibilityNo cancel feeOn-time71%

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