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Tulum

$100+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
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 Friday

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 January 27, 2026.

This Orbitz deal was found by Cheapflights users on 1/24. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/48:37 pm
ORD
-
CUN
1 stop14h 23m
Spirit Airlines
Sat 2/711:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/24$227
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/16:05 am
ORD
-
CUN
Nonstop3h 49m
Spirit Airlines
Wed 2/411:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/25$229
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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.
Sun 2/225:15 am
ORD
-
CUN
1 stop6h 05m
Spirit Airlines
Thu 2/2611:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/27$230
This CheapOair deal was found by Cheapflights users on 1/26. 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.
Fri 2/68:43 pm
ORD
-
CUN
1 stop14h 33m
Spirit Airlines
Tue 2/1011:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/26$231
This Cheapflightsfares deal was found by Cheapflights users on 1/26. 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.
Wed 2/46:05 am
ORD
-
CUN
Nonstop3h 49m
Spirit Airlines
Wed 2/1110:13 am
CUN
-
ORD
1 stop10h 28m
Spirit Airlines
Deal found 1/26$232
This eDestinos deal was found by Cheapflights users on 1/25. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/46:05 am
ORD
-
CUN
Nonstop3h 49m
Spirit Airlines
Mon 2/911:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/25$233
This Orbitz deal was found by Cheapflights users on 1/25. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:05 am
ORD
-
CUN
Nonstop3h 49m
Spirit Airlines
Tue 3/311:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/25$235
This Expedia deal was found by Cheapflights users on 1/25. 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.
Sat 1/316:05 am
ORD
-
CUN
Nonstop3h 49m
Spirit Airlines
Wed 2/411:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/25$236
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/81:00 am
ORD
-
CUN
1 stop8h 25m
Multiple Airlines
Fri 2/131:25 pm
CUN
-
ORD
1 stop11h 22m
Multiple Airlines
Deal found 1/27$237
This Expedia deal was found by Cheapflights users on 1/25. 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.
Sat 1/316:05 am
ORD
-
CUN
Nonstop3h 49m
Spirit Airlines
Tue 2/311:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/25$238
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/311:59 pm
ORD
-
CUN
1 stop14h 29m
Multiple Airlines
Thu 2/1211:59 am
CUN
-
ORD
Nonstop3h 54m
Multiple Airlines
Deal found 1/27$239
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Mon 2/28:43 pm
ORD
-
CUN
1 stop14h 33m
Spirit Airlines
Wed 2/411:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/25$240

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$227
(Orbitz)

One-way from

$100
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$388
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 ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 27, 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

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 2/22

6:05 am-10:54 am

Nonstop3h 49m

Cancun

Fri 2/27

1:25 pm-7:11 pm

1 stop6h 46m

$244

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 3/6

12:15 pm-5:05 pm

Nonstop3h 50m

Cancun

Thu 3/12

5:05 pm-9:05 pm

Nonstop4h 00m

$296

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 1/30

8:43 am-1:33 pm

Nonstop3h 50m

Cancun

Mon 2/2

5:55 pm-12:28 am

1 stop7h 33m

$312

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 2/7

10:35 am-5:50 pm

1 stop6h 15m

Cancun

Mon 2/9

5:55 pm-12:28 am

1 stop7h 33m

$316

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 2/8

5:30 am-8:02 pm

2 stops13h 32m

Cancun

Thu 2/12

6:01 am-12:55 pm

1 stop7h 54m

$326

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 2/8

6:15 am-6:47 pm

2 stops11h 32m

Cancun

Wed 2/11

4:20 pm-11:00 pm

1 stop7h 40m

$326

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 2/8

9:15 am-1:55 pm

Nonstop3h 40m

Cancun

Thu 2/12

3:40 pm-6:20 pm

Nonstop3h 40m

$331

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 2/22

1:11 am-6:47 pm

1 stop16h 36m

Cancun

Wed 3/4

8:38 am-11:56 pm

2 stops16h 18m

$332

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 2/17

12:45 pm-9:11 pm

1 stop7h 26m

Cancun

Wed 3/4

8:00 am-5:45 pm

1 stop10h 45m

$336

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 2/24

6:40 pm-10:00 am

1 stop14h 20m

Cancun

Wed 3/4

6:01 am-10:31 pm

2 stops17h 30m

$336

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 44 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 January 23, 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, January is the cheapest month in which you can book a flight from Chicago to Tulum (average of $148). 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 January 27, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 24% 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 January 27, 2026.

The most flights from CHI to TU9 are scheduled on a Monday (12 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (10 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 January 27, 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
4,268 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
9,205 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
11,197 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
8,384 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
3,056 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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 $244, Spirit Airlines can have you in Tulum from Chicago in 3h 49m. There are 1447 mi between Chicago and Tulum. Most flights are nonstop.

  • 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 $87. Viva flights start at $88 while deals on Volaris start at $90 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 Spirit Airlines (77%), United Airlines (72%) or Emirates (68%) 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 $676 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 $208.

  • 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 $148). 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$126Average$403FlexibilityNo cancel feeOn-time79%
Spirit AirlinesCheapest$135Average$336FlexibilityNo cancel feeOn-time65%
AeromexicoCheapest$140Average$359FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$166Average$1,231FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$183Average$415FlexibilityNo cancel feeOn-time62%
VivaCheapest$220Average$302FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$250Average$425FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$265Average$517FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$266Average$522FlexibilityNo cancel feeOn-time63%
Air CanadaCheapest$279Average$387FlexibilityNo cancel feeOn-time67%

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