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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 7/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Tulum are usually found in September or October, booked 75 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 July 3, 2025.

Round-trip from

$242
(Cheapflightsfares)

One-way from

$98
(FlightHub)

Popular in

March

Cheapest in

September

Average price

$387
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. 6% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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.
Mon 9/16:10 amORD - CUN
Nonstop3h 29mSpirit Airlines
Sat 9/612:38 pmCUN - ORD
1 stop10h 10mSpirit Airlines
Deal found 7/1$242
This Booking.com deal was found by Cheapflights users on 7/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1312:25 pmORD - CUN
1 stop9h 50mMultiple Airlines
Sat 8/161:42 pmCUN - ORD
1 stop10h 17mMultiple Airlines
Deal found 7/2$247
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Sun 7/67:35 amORD - CUN
Nonstop3h 55mVolaris
Thu 7/1011:05 amCUN - ORD
Nonstop4h 01mVolaris
Deal found 7/2$269
This Southwest deal was found by Cheapflights users on 7/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/135:25 pmMDW - CUN
Nonstop3h 35mSouthwest
Thu 7/178:15 amCUN - MDW
Nonstop3h 35mSouthwest
Deal found 7/3$270
This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/148:40 amORD - CUN
Nonstop3h 40mAmerican Airlines
Wed 7/162:50 pmCUN - ORD
Nonstop4h 10mAmerican Airlines
Deal found 7/1$270
This Priceline deal was found by Cheapflights users on 6/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/305:01 amORD - CUN
1 stop7h 26mFrontier
Sat 8/23:05 pmCUN - ORD
1 stop9h 27mFrontier
Deal found 6/30$291
This Priceline deal was found by Cheapflights users on 6/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/114:01 pmMDW - CUN
1 stop22h 11mFrontier
Wed 8/133:25 pmCUN - MDW
1 stop29h 29mFrontier
Deal found 6/30$318
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2711:00 amMDW - CUN
1 stop9h 15mDelta
Wed 10/18:10 amCUN - MDW
2 stops13h 26mDelta
Deal found 6/30$323
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/186:00 amMDW - CUN
1 stop26h 59mMultiple Airlines
Thu 8/219:54 amCUN - MDW
1 stop11h 57mMultiple Airlines
Deal found 7/1$328
This Aeromexico deal was found by Cheapflights users on 7/3. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/116:04 amMDW - CUN
1 stop8h 06mAeromexico
Fri 8/228:00 amCUN - MDW
1 stop13h 44mAeromexico
Deal found 7/3$367

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 July 3, 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 9/1

6:10 am-9:39 am

Nonstop3h 29m

Cancun

Sat 9/6

12:38 pm-10:48 pm

1 stop10h 10m

$242

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 8/13

12:25 pm-10:15 pm

1 stop9h 50m

Cancun

Sat 8/16

1:42 pm-11:59 pm

1 stop10h 17m

$247

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 7/13

5:25 pm-9:00 pm

Nonstop3h 35m

Cancun

Thu 7/17

8:15 am-11:50 am

Nonstop3h 35m

$270

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 7/14

8:40 am-12:20 pm

Nonstop3h 40m

Cancun

Wed 7/16

2:50 pm-7:00 pm

Nonstop4h 10m

$270

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 8/29

1:40 am-10:03 am

1 stop8h 23m

Cancun

Thu 9/4

11:34 am-3:43 pm

Nonstop4h 09m

$283

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 7/30

5:01 am-12:27 pm

1 stop7h 26m

Cancun

Sat 8/2

3:05 pm-12:32 am

1 stop9h 27m

$291

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 8/11

4:01 pm-2:12 pm

1 stop22h 11m

Cancun

Wed 8/13

3:25 pm-8:54 pm

1 stop29h 29m

$318

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 9/27

11:00 am-8:15 pm

1 stop9h 15m

Cancun

Wed 10/1

8:10 am-9:36 pm

2 stops13h 26m

$323

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 8/18

6:00 am-8:59 am

1 stop26h 59m

Cancun

Thu 8/21

9:54 am-9:51 pm

1 stop11h 57m

$328

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 8/11

6:04 am-2:10 pm

1 stop8h 06m

Cancun

Fri 8/22

8:00 am-9:44 pm

1 stop13h 44m

$367

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 23 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 June 27, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Tulum, you should look to book at least 75 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 $360). Flying from Chicago to Tulum in March is currently the most expensive (average of $492). 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 July 3, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Tulum as you normally would.

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 June 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. Saturday afternoons 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 July 3, 2025.

The most flights from CHI to TU9 are scheduled on a Wednesday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 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 July 3, 2025.
Read through reviews of airlines operating flights from Chicago to Tulum, such as Southwest, Delta, and Aeromexico. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Aeromexico
7.5
Good
1,718 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • 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 $98. Volaris flights start at $104 while deals on Viva start at $105 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 (90%), Emirates (89%) or American Airlines (88%) 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 $779 for a flight from Chicago to Tulum. The cheapest flight overall is $96 while the most popular route, (Chicago O'Hare Intl - Cancun) is currently priced at $234.

  • 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 $360). Flying from Chicago to Tulum in March is currently the most expensive (average of $492). 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$121Average$327FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$500FlexibilityNo cancel feeOn-time69%
FrontierCheapest$166Average$453FlexibilityNo cancel feeOn-time62%
DeltaCheapest$168Average$519FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$184Average$548FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$191Average$486FlexibilityNo cancel feeOn-timeN/A
VivaCheapest$250Average$294FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$639FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$268Average$514FlexibilityNo cancel feeOn-time71%
AviancaCheapest$621Average$896FlexibilityNo cancel feeOn-time71%

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