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Tulum

$98+ 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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
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

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 December 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/3. 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 12/1411:43 amORD - CUN
Nonstop4h 09mFrontier
Wed 12/176:02 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 12/3$215
This Cheapflightsfares deal was found by Cheapflights users on 12/2. 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 12/109:14 pmORD - CUN
1 stop13h 22mSpirit Airlines
Sat 12/1311:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 12/2$216
This Cheapflightsfares deal was found by Cheapflights users on 12/2. 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 12/129:14 pmORD - CUN
1 stop13h 22mSpirit Airlines
Fri 12/1911:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 12/2$217
This Cheapflightsfares deal was found by Cheapflights users on 12/2. 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 12/109:14 pmORD - CUN
1 stop13h 22mSpirit Airlines
Thu 12/1811:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 12/2$218
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 12/511:43 amORD - CUN
Nonstop4h 09mFrontier
Sat 12/136:02 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 12/3$219
This Cheapflightsfares deal was found by Cheapflights users on 12/2. 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 12/2$220
This Super.com deal was found by Cheapflights users on 12/2. 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.
Sun 12/711:43 amORD - CUN
Nonstop4h 09mFrontier
Sat 12/136:02 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 12/2$221
This Flightnetwork deal was found by Cheapflights users on 12/3. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/611:43 amORD - CUN
Nonstop4h 09mFrontier
Sat 12/136:02 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 12/3$223
This Priceline deal was found by Cheapflights users on 12/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:00 amORD - CUN
1 stop7h 13mMultiple Airlines
Wed 12/176:02 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 12/3$225
This Mytrip deal was found by Cheapflights users on 12/2. 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.
Tue 12/911:43 amORD - CUN
Nonstop4h 09mMultiple Airlines
Sat 12/1311:50 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 12/2$226
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/511:43 amORD - CUN
Nonstop4h 09mFrontier
Wed 12/106:02 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 12/2$227
This SmartFares deal was found by Cheapflights users on 12/3. 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.
Mon 12/812:50 pmMDW - CUN
1 stop7h 30mAeromexico
Fri 12/121:33 pmCUN - MDW
1 stop11h 14mAeromexico
Deal found 12/3$302

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 December 4, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$214
(Super.com)

One-way from

$98
(Priceline)

Popular in

March

Cheapest in

September

Average price

$502
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. 5% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 4, 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

Sun 12/7

6:00 am-12:23 pm

1 stop5h 23m

Cancun

Wed 12/10

8:00 am-4:34 pm

1 stop9h 34m

$318

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 3/3

1:11 am-12:34 pm

1 stop10h 23m

Cancun

Fri 3/13

3:15 pm-11:59 pm

1 stop8h 44m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 3/2

1:11 am-11:54 am

1 stop9h 43m

Cancun

Wed 3/4

4:20 pm-11:00 pm

1 stop7h 40m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 3/1

1:11 am-12:34 pm

1 stop10h 23m

Cancun

Thu 3/5

3:10 pm-11:00 pm

1 stop8h 50m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 3/1

1:11 am-12:34 pm

1 stop10h 23m

Cancun

Tue 3/10

2:17 pm-11:59 pm

1 stop9h 42m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 2/6

5:30 am-8:02 pm

2 stops13h 32m

Cancun

Tue 2/10

6:01 am-12:55 pm

1 stop7h 54m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 2/3

7:05 am-8:00 pm

2 stops11h 55m

Cancun

Sat 2/7

6:01 am-12:55 pm

1 stop7h 54m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 2/22

6:15 am-6:47 pm

2 stops11h 32m

Cancun

Tue 3/3

12:42 pm-11:00 pm

1 stop11h 18m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 1/13

6:50 am-2:00 pm

1 stop6h 10m

Cancun

Fri 1/16

4:40 pm-11:59 pm

1 stop8h 19m

$326

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 12/8

6:00 am-12:23 pm

1 stop5h 23m

Cancun

Fri 12/12

4:34 pm-11:47 pm

1 stop8h 13m

$327

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

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 November 28, 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 $135). 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 December 4, 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 29, 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 December 4, 2025.

The most flights from CHI to TU9 are scheduled on a Monday (10 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 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 December 4, 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
4,251 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

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
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

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
9,066 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

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
11,047 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

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
8,160 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

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
5.8
Fair
3,091 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

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 $318, Delta can have you in Tulum from Chicago in 5h 23m. There are 1434 mi between Chicago and Tulum.

  • 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 $73. Viva flights start at $88 while deals on Spirit Airlines start at $91 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 (83%), American Airlines (79%) or Southwest (75%) 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 $625 for a flight from Chicago to Tulum. The cheapest flight overall is $91 while the most popular route, (Chicago O'Hare Intl - Cancun) is currently priced at $201.

  • 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 $135). 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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$145Average$411FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$161Average$514FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$165Average$346FlexibilityNo cancel feeOn-time65%
DeltaCheapest$168Average$494FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$178Average$468FlexibilityNo cancel feeOn-time62%
VolarisCheapest$179Average$550FlexibilityNo cancel feeOn-time79%
VivaCheapest$237Average$300FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$579FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$268Average$529FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$287Average$425FlexibilityNo cancel feeOn-time62%

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