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Tulum

$106+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$240
(Kiwi.com)

One-way from

$106
(CheapOair)

Popular in

March

Cheapest in

September

Average price

$397
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 ($26 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 October 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 October 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/25:00 amORD - CUN
1 stop7h 35mSpirit Airlines
Wed 12/242:36 pmCUN - ORD
1 stop10h 54mSpirit Airlines
Deal found 10/30$241
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/27:25 amORD - CUN
Nonstop3h 53mMultiple Airlines
Fri 11/72:44 pmCUN - ORD
1 stop10h 43mMultiple Airlines
Deal found 10/30$243
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/59:14 pmORD - CUN
1 stop13h 22mMultiple Airlines
Wed 12/246:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 10/30$244
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:57 pmORD - CUN
1 stop16h 39mSpirit Airlines
Sat 11/2211:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 10/30$245
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Tue 11/182:44 pmCUN - ORD
1 stop10h 43mSpirit Airlines
Deal found 10/28$246
This Gotogate deal was found by Cheapflights users on 10/29. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/154:40 pmORD - CUN
1 stop27h 40mMultiple Airlines
Fri 11/216:30 pmCUN - ORD
Nonstop4h 01mMultiple Airlines
Deal found 10/29$247
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Sat 11/1511:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 10/29$248
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:57 pmORD - CUN
1 stop16h 39mSpirit Airlines
Sun 11/2311:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 10/29$249
This Travelocity deal was found by Cheapflights users on 10/29. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:57 pmORD - CUN
1 stop16h 39mSpirit Airlines
Fri 11/2111:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 10/29$250
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Sat 12/1311:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 10/28$251
This Expedia deal was found by Cheapflights users on 10/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/115:10 amORD - CUN
1 stop7h 25mSpirit Airlines
Tue 11/182:44 pmCUN - ORD
1 stop10h 43mSpirit Airlines
Deal found 10/29$252
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/59:14 pmORD - CUN
1 stop13h 22mMultiple Airlines
Mon 12/226:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 10/30$253

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 October 30, 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

Mon 1/12

7:35 am-3:59 pm

1 stop7h 24m

Cancun

Fri 1/16

4:47 pm-7:47 pm

Nonstop4h 00m

$261

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 11/9

8:43 am-1:33 pm

Nonstop3h 50m

Cancun

Fri 11/14

3:18 pm-6:09 pm

Nonstop3h 51m

$292

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 11/11

5:25 am-3:25 pm

1 stop9h 00m

Cancun

Sat 11/15

8:10 am-4:40 pm

1 stop9h 30m

$306

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 1/20

10:05 am-7:45 pm

2 stops8h 40m

Cancun

Thu 1/29

1:45 pm-4:30 pm

Nonstop3h 45m

$311

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 11/29

6:45 am-9:20 pm

1 stop13h 35m

Cancun

Tue 12/9

12:20 pm-10:41 pm

1 stop11h 21m

$316

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 1/17

8:00 am-9:11 pm

1 stop12h 11m

Cancun

Sun 1/25

6:06 am-12:40 pm

1 stop7h 34m

$316

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 1/13

5:33 am-8:00 pm

2 stops13h 27m

Cancun

Tue 1/20

6:06 am-12:40 pm

1 stop7h 34m

$316

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 1/18

8:50 am-4:25 pm

1 stop6h 35m

Cancun

Fri 1/23

11:20 am-11:00 pm

1 stop12h 40m

$316

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 12/5

1:20 pm-9:20 pm

1 stop7h 00m

Cancun

Wed 12/10

8:49 am-10:41 pm

1 stop14h 52m

$316

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 11/30

6:45 am-3:34 pm

1 stop7h 49m

Cancun

Fri 12/5

12:33 pm-10:41 pm

1 stop11h 08m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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 October 24, 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 $130). 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 October 30, 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 October 26, 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.

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 October 30, 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
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
8,116 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
3,122 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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 $261, United Airlines can have you in Tulum from Chicago in 7h 24m. There are 1447 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 (89%) or American Airlines (86%) 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 $641 for a flight from Chicago to Tulum. The cheapest flight overall is $114 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 $130). 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

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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$145Average$434FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$151Average$341FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$523FlexibilityNo cancel feeOn-time69%
DeltaCheapest$168Average$495FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$175Average$464FlexibilityNo cancel feeOn-time62%
VolarisCheapest$179Average$548FlexibilityNo cancel feeOn-time79%
VivaCheapest$237Average$292FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$592FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$268Average$497FlexibilityNo cancel feeOn-time71%
AviancaCheapest$552Average$896FlexibilityNo cancel feeOn-time71%

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