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Tulum

$92+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
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 septiembre 17, 2025.

Round-trip from

$232
(Cheapflightsfares)

One-way from

$92
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$347
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. 5% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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. 9/275:17 pmORD - CUN
1 stop14h 54mSpirit Airlines
sáb. 10/410:20 amCUN - ORD
1 stop9h 30mSpirit Airlines
Deal found 9/17$232
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
mar. 12/95:05 amORD - CUN
1 stop6h 22mMultiple Airlines
vie. 12/1211:38 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 9/16$233
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
dom. 10/196:30 amORD - CUN
Nonstop3h 45mMultiple Airlines
mié. 10/291:49 pmCUN - ORD
1 stop11h 14mMultiple Airlines
Deal found 9/14$234
This Expedia deal was found by Cheapflights users on 9/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/186:58 pmORD - CUN
1 stop13h 06mSpirit Airlines
jue. 10/2312:11 pmCUN - ORD
1 stop10h 15mSpirit Airlines
Deal found 9/15$235
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
sáb. 11/15:28 pmORD - CUN
1 stop15h 36mSpirit Airlines
sáb. 11/811:42 amCUN - ORD
Nonstop4h 08mSpirit Airlines
Deal found 9/14$236
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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. 11/15:28 pmORD - CUN
1 stop15h 36mSpirit Airlines
mar. 11/42:50 pmCUN - ORD
1 stop11h 13mSpirit Airlines
Deal found 9/15$238
This Kiwi.com deal was found by Cheapflights users on 9/17. 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. 11/156:00 amORD - CUN
Nonstop3h 37mSpirit Airlines
mié. 11/1911:42 amCUN - ORD
Nonstop4h 08mSpirit Airlines
Deal found 9/17$239
This Kiwi.com deal was found by Cheapflights users on 9/16. 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. 12/56:00 amORD - CUN
Nonstop3h 37mMultiple Airlines
sáb. 12/1311:38 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 9/16$240
This Frontier deal was found by Cheapflights users on 9/16. 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.
mar. 10/288:25 amORD - CUN
Nonstop3h 53mFrontier
jue. 11/61:28 pmCUN - ORD
Nonstop4h 08mFrontier
Deal found 9/16$241
This Kiwi.com deal was found by Cheapflights users on 9/16. 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. 10/46:10 amORD - CUN
Nonstop3h 37mSpirit Airlines
lun. 10/61:49 pmCUN - ORD
1 stop9h 56mSpirit Airlines
Deal found 9/16$242
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
mar. 11/187:25 amORD - CUN
Nonstop3h 53mMultiple Airlines
mié. 11/2611:42 amCUN - ORD
Nonstop4h 08mMultiple Airlines
Deal found 9/17$243
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/1610:40 amMDW - CUN
Nonstop3h 45mSouthwest
mié. 11/191:45 pmCUN - MDW
Nonstop3h 45mSouthwest
Deal found 9/15$261

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 septiembre 17, 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

MDW - CUN

MDWCUN

Chicago Midway

dom. 11/16

10:40 am-3:25 pm

Nonstop3h 45m

Cancun

jue. 11/20

1:45 pm-4:30 pm

Nonstop3h 45m

$266

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb. 11/15

5:05 am-2:00 pm

1 stop7h 55m

Cancun

jue. 11/20

1:45 pm-4:30 pm

Nonstop3h 45m

$285

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb. 10/4

9:00 am-7:20 pm

1 stop10h 20m

Cancun

mar. 10/7

3:38 pm-7:36 pm

Nonstop3h 58m

$307

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb. 10/18

6:30 am-1:40 pm

1 stop7h 10m

Cancun

sáb. 11/1

11:55 am-8:20 pm

2 stops8h 25m

$310

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

vie. 11/28

6:45 am-3:34 pm

1 stop7h 49m

Cancun

mar. 12/2

6:00 am-1:12 pm

1 stop8h 12m

$315

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb. 11/15

1:04 pm-9:20 pm

1 stop7h 16m

Cancun

mié. 11/19

12:25 pm-10:41 pm

1 stop11h 16m

$315

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

vie. 11/28

6:45 am-9:20 pm

1 stop13h 35m

Cancun

vie. 12/5

6:00 am-1:12 pm

1 stop8h 12m

$315

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 12/9

12:55 pm-8:25 pm

1 stop6h 30m

Cancun

sáb. 12/13

11:55 am-2:45 pm

Nonstop3h 50m

$315

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

lun. 11/17

8:40 am-1:25 pm

Nonstop3h 45m

Cancun

vie. 11/21

6:55 pm-12:10 am

1 stop6h 15m

$316

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 11/11

6:20 am-5:00 pm

2 stops9h 40m

Cancun

sáb. 11/15

1:50 pm-7:05 pm

1 stop6h 15m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 42 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 September 12, 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 septiembre 17, 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 September 14, 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 at noon 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 septiembre 17, 2025.

The most flights from CHI to TU9 are scheduled on a Thursday (7 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (5 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 septiembre 17, 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
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,173 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $266, Southwest can have you in Tulum from Chicago in 3h 45m. 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 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 (100%), Frontier (80%) or Emirates (76%) 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 $513 for a flight from Chicago to Tulum. The cheapest flight overall is $90 while the most popular route, (Chicago O'Hare Intl - Cancun) is currently priced at $221.

  • 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$132Average$332FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$520FlexibilityNo cancel feeOn-time69%
DeltaCheapest$168Average$504FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$172Average$457FlexibilityNo cancel feeOn-time62%
VolarisCheapest$180Average$546FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$191Average$441FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$205Average$685FlexibilityNo cancel feeOn-time67%
VivaCheapest$237Average$297FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$608FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$269Average$507FlexibilityNo cancel feeOn-time71%

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