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Tulum

$107+ 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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
apr 9 — apr 161
mer 4/9
mer 4/16
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Tulum are usually found in September or October, booked 3 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 aprile 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$225
(Cheapflightsfares)

One-way from

$107
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$401
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. 7% potential increase in price ($33 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 April 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 aprile 4, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/4. 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.
lun 4/286:00 amORD - CUN
Nonstop3h 41mSpirit Airlines
mer 5/712:18 pmCUN - ORD
1 stop10h 46mSpirit Airlines
Deal found 4/4$225
This Southwest deal was found by Cheapflights users on 4/3. 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.
dom 6/295:25 pmMDW - CUN
Nonstop3h 35mSouthwest
mer 7/28:30 amCUN - MDW
Nonstop3h 35mSouthwest
Deal found 4/3$246
This American Airlines deal was found by Cheapflights users on 4/4. 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.
dom 5/118:40 amORD - CUN
Nonstop3h 45mAmerican Airlines
gio 5/151:25 pmCUN - ORD
Nonstop4h 00mAmerican Airlines
Deal found 4/4$256
This Kiwi.com deal was found by Cheapflights users on 4/4. 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.
ven 5/96:34 pmORD - CUN
1 stop27h 26mMultiple Airlines
ven 5/1610:52 amCUN - ORD
Nonstop3h 57mMultiple Airlines
Deal found 4/4$261
This United Airlines deal was found by Cheapflights users on 4/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sab 4/129:21 amORD - CUN
Nonstop3h 53mUnited Airlines
mar 4/1512:20 pmCUN - ORD
Nonstop4h 02mUnited Airlines
Deal found 4/4$268
This Trip.com deal was found by Cheapflights users on 4/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun 5/1212:48 pmMDW - CUN
1 stop7h 32mAeromexico
mar 5/138:00 amCUN - MDW
1 stop7h 30mAeromexico
Deal found 4/4$291
This Aeromexico deal was found by Cheapflights users on 4/4. 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.
gio 4/102:21 pmORD - CUN
1 stop10h 34mAeromexico
lun 4/1410:00 amCUN - ORD
1 stop10h 50mAeromexico
Deal found 4/4$316
This Delta deal was found by Cheapflights users on 4/4. 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.
sab 5/3111:05 amORD - CUN
1 stop9h 15mDelta
mar 6/38:00 amCUN - ORD
1 stop10h 48mDelta
Deal found 4/4$321
This Delta deal was found by Cheapflights users on 4/4. 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.
sab 5/109:16 amMDW - CUN
2 stops11h 04mDelta
sab 5/248:00 amCUN - MDW
1 stop7h 20mDelta
Deal found 4/4$325
This Kiwi.com deal was found by Cheapflights users on 4/4. 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.
lun 5/1212:48 pmMDW - CUN
1 stop7h 32mMultiple Airlines
ven 5/1612:39 pmCUN - MDW
1 stop9h 34mMultiple Airlines
Deal found 4/4$339
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
ven 4/184:36 pmMDW - CUN
1 stop16h 24mFrontier
gio 4/243:35 pmCUN - MDW
1 stop27h 31mFrontier
Deal found 4/3$395
This Booking.com deal was found by Cheapflights users on 4/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 8/148:39 pmMDW - CUN
1 stop14h 24mVolaris
mar 8/198:00 amCUN - MDW
1 stop11h 16mVolaris
Deal found 4/3$432

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 aprile 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

ORD - CUN

ORDCUN

Chicago O'Hare Intl

lun 4/28

6:00 am-9:41 am

Nonstop3h 41m

Cancun

mer 5/7

12:18 pm-11:04 pm

1 stop10h 46m

$225

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

dom 6/29

5:25 pm-9:00 pm

Nonstop3h 35m

Cancun

mer 7/2

8:30 am-12:05 pm

Nonstop3h 35m

$246

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

dom 5/11

8:40 am-12:25 pm

Nonstop3h 45m

Cancun

gio 5/15

2:59 pm-6:59 pm

Nonstop4h 00m

$256

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

ven 5/9

6:34 pm-10:00 pm

1 stop27h 26m

Cancun

mar 5/13

12:18 pm-11:04 pm

1 stop10h 46m

$259

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

lun 5/12

12:48 pm-8:20 pm

1 stop7h 32m

Cancun

mar 5/13

8:00 am-3:30 pm

1 stop7h 30m

$291

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

ven 8/15

4:29 pm-1:42 am

1 stop9h 13m

Cancun

lun 8/18

8:00 am-2:20 pm

1 stop6h 20m

$316

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

gio 5/15

12:48 pm-8:20 pm

1 stop7h 32m

Cancun

mar 5/20

8:31 am-9:27 pm

2 stops12h 56m

$321

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sab 5/31

11:05 am-8:20 pm

1 stop9h 15m

Cancun

mar 6/3

8:00 am-6:48 pm

1 stop10h 48m

$321

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

lun 5/12

12:48 pm-8:20 pm

1 stop7h 32m

Cancun

ven 5/16

12:39 pm-10:13 pm

1 stop9h 34m

$339

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

ven 4/18

4:36 pm-9:00 am

1 stop16h 24m

Cancun

gio 4/24

3:35 pm-7:06 pm

1 stop27h 31m

$395

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

Showing 1-10 of 28 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 April 4, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Tulum, you should look to book at least 3 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 aprile 4, 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 March 30, 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 aprile 4, 2025.

The most flights from CHI to TU9 are scheduled on a Friday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).

Rainfall in Tulum by month

Plan your trip to Tulum by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Tulum ranges from 1.1 - 11.1 inches per month. October is typically the wettest month, when rainfall can reach 11.1 in. April is typically the driest time to visit Tulum when rainfall is around 1.1 in.

Temperature in Tulum by month

Plan your trip to Tulum by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Tulum, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 86.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 75.2 F).

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 aprile 4, 2025.
Read reviews from past customers who have flown Southwest, Delta and Aeromexico from Chicago to Tulum. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,276 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,900 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Aeromexico
7.5
Good
1,701 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,618 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,920 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 Southwest, which is currently one of the cheapest options available, starting at $111. United Airlines flights start at $111 while deals on Spirit Airlines start at $112 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 (82%), Emirates (82%) or American Airlines (81%) 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 $572 for a flight from Chicago to Tulum. The cheapest flight overall is $94 while the most popular route, (Chicago O'Hare Intl - Cancun) is currently priced at $225.

  • 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 aprile 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$116Average$319FlexibilityNo cancel feeOn-time65%
FrontierCheapest$149Average$386FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$173Average$464FlexibilityNo cancel feeOn-time69%
VolarisCheapest$180Average$556FlexibilityNo cancel feeOn-time79%
VivaCheapest$237Average$292FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$257Average$516FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$263Average$508FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$279Average$955FlexibilityNo cancel feeOn-time67%
DeltaCheapest$286Average$516FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$340Average$695FlexibilityNo cancel feeOn-time63%

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