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Tulum

$115+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
dic. 13 — dic. 201
sáb. 12/13
sáb. 12/20
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Tulum are usually found in September or July, 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 noviembre 13, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$224
(Frontier)

One-way from

$115
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$464
Provider with most accurate pricing for Chicago (CHI)-Cancun flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Cancun flights.
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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 ($25 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 November 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 noviembre 13, 2025.

This Frontier deal was found by Cheapflights users on 11/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/1611:43 amORD - CUN
Nonstop4h 09mFrontier
mié. 12/246:22 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/12$224
This CheapOair deal was found by Cheapflights users on 11/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/1311:43 amORD - CUN
Nonstop4h 09mFrontier
sáb. 12/206:22 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/13$225
This Super.com deal was found by Cheapflights users on 11/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1111:33 amORD - CUN
Nonstop4h 09mFrontier
vie. 12/196:22 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/12$226
This Super.com deal was found by Cheapflights users on 11/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/286:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
vie. 12/512:31 pmCUN - ORD
1 stop8h 38mSpirit Airlines
Deal found 11/11$227
This Super.com deal was found by Cheapflights users on 11/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/311:43 amORD - CUN
Nonstop4h 09mFrontier
mar. 12/96:02 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/12$228
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/311:43 amORD - CUN
Nonstop4h 09mMultiple Airlines
sáb. 12/62:36 pmCUN - ORD
1 stop10h 33mMultiple Airlines
Deal found 11/11$229
This Mytrip deal was found by Cheapflights users on 11/12. 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. 11/157:25 amORD - CUN
Nonstop3h 53mMultiple Airlines
jue. 11/202:44 pmCUN - ORD
1 stop9h 29mMultiple Airlines
Deal found 11/12$230
This CheapOair deal was found by Cheapflights users on 11/12. 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.
sáb. 11/157:25 amORD - CUN
Nonstop3h 53mFrontier
mié. 11/194:45 pmCUN - ORD
Nonstop4h 03mFrontier
Deal found 11/12$231
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
lun. 12/155:00 amORD - CUN
1 stop7h 13mMultiple Airlines
mié. 12/246:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 11/12$234
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
lun. 12/155:00 amORD - CUN
1 stop7h 13mMultiple Airlines
vie. 12/196:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 11/11$235
This SmartFares deal was found by Cheapflights users on 11/11. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/112:47 pmMDW - CUN
1 stop7h 33mAeromexico
sáb. 12/204:30 pmCUN - MDW
1 stop6h 52mAeromexico
Deal found 11/11$296
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
sáb. 12/136:00 amMDW - CUN
2 stops30h 13mMultiple Airlines
sáb. 12/202:50 pmCUN - MDW
1 stop8h 22mMultiple Airlines
Deal found 11/12$300

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 noviembre 13, 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

dom. 1/18

5:33 am-6:47 pm

2 stops12h 14m

Cancun

jue. 1/22

12:35 pm-11:00 pm

1 stop11h 25m

$317

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

vie. 1/23

7:05 am-8:00 pm

2 stops11h 55m

Cancun

mié. 1/28

11:18 am-11:00 pm

1 stop12h 42m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

vie. 1/16

7:05 am-9:11 pm

1 stop13h 06m

Cancun

jue. 1/22

2:12 pm-11:00 pm

1 stop9h 48m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

dom. 11/16

5:23 am-1:55 pm

1 stop7h 32m

Cancun

lun. 11/17

4:15 pm-8:30 am

1 stop17h 15m

$327

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb. 1/17

11:05 am-9:11 pm

2 stops9h 06m

Cancun

mié. 1/21

4:20 pm-11:00 pm

1 stop7h 40m

$328

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

jue. 1/8

12:34 am-1:47 pm

1 stop12h 13m

Cancun

jue. 1/15

12:15 pm-11:57 pm

1 stop12h 42m

$329

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mar. 1/20

12:59 am-1:47 pm

1 stop11h 48m

Cancun

mié. 1/28

1:28 pm-11:57 pm

2 stops11h 29m

$329

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

vie. 11/28

9:34 am-9:20 pm

2 stops10h 46m

Cancun

vie. 12/5

8:00 am-6:00 pm

2 stops11h 00m

$331

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

vie. 12/12

6:45 am-9:20 pm

2 stops13h 35m

Cancun

dom. 12/21

8:00 am-8:36 pm

2 stops13h 36m

$331

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

lun. 12/8

6:45 am-9:20 pm

2 stops13h 35m

Cancun

jue. 12/11

6:00 am-4:45 pm

2 stops11h 45m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 40 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 November 7, 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 $132). Flying from Chicago to Tulum in July is currently the most expensive (average of $217). 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 noviembre 13, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 41% on flights from Chicago to Tulum by exploring options for tickets at noon.

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 November 2, 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. Thursday mornings 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 noviembre 13, 2025.

The most flights from CHI to TU9 are scheduled on a Thursday (9 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (7 on average).

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 noviembre 13, 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

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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
9,017 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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
11,051 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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
8,139 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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
3,109 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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 $317, Delta can have you in Tulum from Chicago in 12h 14m. There are 1447 mi between Chicago and Tulum.

  • 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 (89%), Frontier (89%) or American Airlines (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 $571 for a flight from Chicago to Tulum. The cheapest flight overall is $93 while the most popular route, (Chicago O'Hare Intl - Cancun) is currently priced at $197.

  • 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 $132). Flying from Chicago to Tulum in July is currently the most expensive (average of $217). 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 noviembre 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$145Average$434FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$152Average$342FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$522FlexibilityNo cancel feeOn-time69%
DeltaCheapest$168Average$495FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$176Average$465FlexibilityNo cancel feeOn-time62%
VolarisCheapest$178Average$548FlexibilityNo cancel feeOn-time79%
VivaCheapest$237Average$292FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$585FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$268Average$496FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$279Average$492FlexibilityNo cancel feeOn-time67%

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