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Tulum

$96+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Tulum are usually found in September or January, booked 66 days in advance, depart on a Monday or Tuesday 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 February 11, 2026.

This Gotogate deal was found by Cheapflights users on 2/10. 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.
Mon 2/236:23 am
ORD
-
CUN
1 stop14h 03m
Multiple Airlines
Wed 3/47:19 pm
CUN
-
ORD
Nonstop4h 09m
Multiple Airlines
Deal found 2/10$237
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/2411:59 pm
ORD
-
CUN
1 stop14h 29m
Multiple Airlines
Thu 2/261:25 pm
CUN
-
ORD
1 stop6h 46m
Multiple Airlines
Deal found 2/10$238
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 2/2411:59 pm
ORD
-
CUN
1 stop8h 49m
Multiple Airlines
Fri 2/271:25 pm
CUN
-
ORD
1 stop6h 46m
Multiple Airlines
Deal found 2/9$239
This Mytrip deal was found by Cheapflights users on 2/7. 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 2/81:20 am
ORD
-
CUN
1 stop21h 30m
Multiple Airlines
Wed 2/1111:59 am
CUN
-
ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/7$240
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Sat 2/2111:59 pm
ORD
-
CUN
1 stop14h 29m
Multiple Airlines
Wed 2/257:19 pm
CUN
-
ORD
Nonstop4h 09m
Multiple Airlines
Deal found 2/10$242
This FlightHub deal was found by Cheapflights users on 2/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:16 pm
ORD
-
CUN
1 stop15h 04m
Spirit Airlines
Wed 3/411:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 2/11$243
This Super.com deal was found by Cheapflights users on 2/8. 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.
Sat 3/79:00 am
MDW
-
CUN
Nonstop4h 02m
Frontier
Sat 3/143:07 pm
CUN
-
MDW
Nonstop4h 06m
Frontier
Deal found 2/8$245
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 3/18:16 pm
ORD
-
CUN
1 stop15h 04m
Multiple Airlines
Wed 3/47:19 pm
CUN
-
ORD
Nonstop4h 09m
Multiple Airlines
Deal found 2/10$245
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 2/256:23 am
ORD
-
CUN
1 stop14h 03m
Multiple Airlines
Wed 3/41:25 pm
CUN
-
ORD
1 stop6h 46m
Multiple Airlines
Deal found 2/9$246
This Frontier deal was found by Cheapflights users on 2/10. 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.
Sun 3/16:10 am
ORD
-
CUN
Nonstop4h 04m
Frontier
Wed 3/47:19 pm
CUN
-
ORD
Nonstop4h 09m
Frontier
Deal found 2/10$247
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 3/35:15 am
ORD
-
CUN
1 stop6h 05m
Multiple Airlines
Tue 3/1010:40 am
CUN
-
ORD
Nonstop4h 08m
Multiple Airlines
Deal found 2/10$248
This Gotogate deal was found by Cheapflights users on 2/10. 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.
Tue 3/36:54 pm
MDW
-
CUN
1 stop13h 54m
Multiple Airlines
Sat 3/73:07 pm
CUN
-
MDW
Nonstop4h 06m
Multiple Airlines
Deal found 2/10$258

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 February 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$237
(Gotogate)

One-way from

$96
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$427
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. 4% potential increase in price ($20 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 February 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 February 11, 2026.
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

Sat 3/7

1:25 pm-6:00 pm

Nonstop3h 35m

Cancun

Tue 3/10

8:30 am-12:10 pm

Nonstop3h 40m

$298

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 3/2

7:34 am-12:30 pm

Nonstop3h 56m

Cancun

Wed 3/11

3:45 pm-7:45 pm

Nonstop4h 00m

$303

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 3/7

7:00 am-3:50 pm

1 stop7h 50m

Cancun

Thu 3/12

2:18 pm-6:09 pm

Nonstop3h 51m

$307

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 2/16

5:45 am-12:54 pm

1 stop6h 09m

Cancun

Wed 2/18

5:55 pm-12:26 am

1 stop7h 31m

$318

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 3/4

5:25 am-9:11 pm

1 stop14h 46m

Cancun

Wed 3/11

8:40 am-12:13 am

1 stop15h 33m

$327

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 3/10

8:05 am-11:50 am

Nonstop3h 45m

Cancun

Tue 3/17

8:30 am-12:10 pm

Nonstop3h 40m

$337

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Fri 2/27

6:00 am-4:45 pm

1 stop9h 45m

Cancun

Tue 3/3

12:15 pm-10:33 pm

1 stop11h 18m

$338

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 2/25

11:18 am-9:11 pm

1 stop8h 53m

Cancun

Sat 2/28

8:00 am-7:19 pm

1 stop12h 19m

$338

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 2/26

5:25 am-9:11 pm

1 stop14h 46m

Cancun

Wed 3/4

8:00 am-1:34 pm

1 stop6h 34m

$338

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 3/4

5:25 am-6:47 pm

2 stops12h 22m

Cancun

Sun 3/8

4:45 pm-11:54 pm

1 stop7h 09m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 41 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 February 6, 2026.

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, April is the cheapest month in which you can book a flight from Chicago to Tulum (average of $156). Flying from Chicago to Tulum in August is currently the most expensive (average of $215). 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 February 11, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 28% 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 February 11, 2026.

The most flights from CHI to TU9 are scheduled on a Tuesday (11 on average). You will have fewer flight options on Thursday, 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 February 11, 2026.
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
4,280 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,273 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,265 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,444 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.7
Fair
3,052 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 $298, Southwest can have you in Tulum from Chicago in 3h 35m. 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 $86. Frontier flights start at $88 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 United Airlines (68%), Spirit Airlines (67%) or American Airlines (64%) 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 $573 for a flight from Chicago to Tulum. The cheapest flight overall is $87 while the most popular route, (Chicago O'Hare Intl - Cancun) is currently priced at $248.

  • 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, April is the cheapest month in which you can book a flight from Chicago to Tulum (average of $156). Flying from Chicago to Tulum in August is currently the most expensive (average of $215). 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 February 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$118Average$399FlexibilityNo cancel feeOn-time79%
Spirit AirlinesCheapest$133Average$338FlexibilityNo cancel feeOn-time65%
AeromexicoCheapest$140Average$354FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$166Average$1,223FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$185Average$399FlexibilityNo cancel feeOn-time62%
VivaCheapest$193Average$313FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$250Average$480FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$272Average$525FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$279Average$387FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$291Average$520FlexibilityNo cancel feeOn-time63%

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