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Yucatan

$104+ Cheap flights from Chicago (CHI) to Yucatan

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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MID
dic. 3 — dic. 101
mié. 12/3
mié. 12/10
1 adult, Economy
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Find flight deals from Chicago to Yucatan

Cheapest flights from Chicago to Yucatan
Explore the most affordable flight options available from Chicago to Yucatan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
sáb. 12/139:14 pmORD - CUN
1 stop13h 22mSpirit Airlines
jue. 12/1811:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 11/3$237
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
dom. 11/165:10 amORD - CUN
1 stop7h 25mSpirit Airlines
sáb. 11/2211:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 11/3$238
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
lun. 12/110:32 amORD - CUN
Nonstop4h 03mMultiple Airlines
jue. 12/412:31 pmCUN - ORD
1 stop8h 38mMultiple Airlines
Deal found 11/3$239
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
lun. 12/16:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
mié. 12/311:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 11/3$240
This Cheapflightsfares deal was found by Cheapflights users on 11/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/79:14 pmORD - CUN
1 stop13h 22mSpirit Airlines
vie. 12/1212:31 pmCUN - ORD
1 stop8h 38mSpirit Airlines
Deal found 11/3$241
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
mar. 12/26:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
vie. 12/1212:31 pmCUN - ORD
1 stop8h 38mSpirit Airlines
Deal found 11/3$242
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
mié. 12/36:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
sáb. 12/1311:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 11/3$243
This Kiwi.com deal was found by Cheapflights users on 11/1. 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.
mié. 12/3110:37 amORD - CUN
Nonstop4h 11mMultiple Airlines
sáb. 1/1011:42 amCUN - ORD
Nonstop4h 08mMultiple Airlines
Deal found 11/1$244
This Cheapflightsfares deal was found by Cheapflights users on 11/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/145:57 pmORD - CUN
1 stop16h 39mSpirit Airlines
vie. 11/2111:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 11/3$245
This CheapOair deal was found by Cheapflights users on 11/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/185:10 amORD - CUN
1 stop7h 25mSpirit Airlines
dom. 11/232:44 pmCUN - ORD
1 stop9h 29mSpirit Airlines
Deal found 11/3$246
This Expedia deal was found by Cheapflights users on 10/31. 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.
sáb. 12/136:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
dom. 12/2111:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 10/31$247
This Cheapflightsfares deal was found by Cheapflights users on 11/2. 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.
vie. 11/286:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
vie. 12/512:31 pmCUN - ORD
1 stop8h 38mSpirit Airlines
Deal found 11/2$248

Cheap flight deals from Chicago to Yucatan

Keep the following information in mind while searching for Chicago to Yucatan flight deals. Data was last updated noviembre 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$237
(Kiwi.com)

One-way from

$104
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$514
Provider with most accurate pricing for Chicago (CHI)-Mérida Rejon flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Mérida Rejon flights.
Search Deals
From Chicago (CHI) to Yucatan
Search Deals
One-way flight from Chicago (CHI) to Yucatan
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Yucatan 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 noviembre 3, 2025.
Use the filters below to find and compare flights from Chicago to Yucatan that are best for you.

Fly from

Chicago

Fly to

Yucatan

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mar. 12/2

7:34 am-12:30 pm

Nonstop3h 56m

Cancun

vie. 12/5

3:18 pm-6:09 pm

Nonstop3h 51m

$262

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mié. 12/10

7:35 am-5:50 pm

1 stop9h 15m

Cancun

mié. 12/17

1:27 pm-4:27 pm

Nonstop4h 00m

$302

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

lun. 12/15

8:43 am-1:33 pm

Nonstop3h 50m

Cancun

mar. 1/13

4:20 pm-11:59 pm

1 stop8h 39m

$307

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mié. 3/11

6:00 am-12:05 pm

1 stop6h 05m

Cancun

mar. 3/17

5:05 pm-9:05 pm

Nonstop4h 00m

$312

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

dom. 11/30

8:45 am-1:30 pm

Nonstop3h 45m

Cancun

mar. 12/2

9:40 am-4:55 pm

1 stop8h 15m

$315

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

vie. 1/23

5:33 am-8:00 pm

2 stops13h 27m

Cancun

mié. 1/28

12:35 pm-11:00 pm

1 stop11h 25m

$317

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mié. 2/18

5:25 am-8:00 pm

2 stops13h 35m

Cancun

jue. 2/26

3:15 pm-11:00 pm

1 stop8h 45m

$317

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mar. 2/17

6:45 am-8:00 pm

2 stops12h 15m

Cancun

mié. 2/25

12:27 pm-11:00 pm

1 stop11h 33m

$317

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

lun. 12/29

7:59 pm-10:15 am

1 stop13h 16m

Cancun

sáb. 1/31

6:01 am-12:40 pm

1 stop7h 39m

$317

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb. 11/8

3:40 pm-8:25 pm

Nonstop3h 45m

Cancun

sáb. 11/15

11:55 am-2:45 pm

Nonstop3h 50m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Yucatan

Have a flexible travel schedule? Discover the best time to fly to Yucatan 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 Yucatan

What is the cheapest month to book a flight from Chicago to Yucatan?

Currently, January is the cheapest month in which you can book a flight from Chicago to Yucatan (average of $234). Flying from Chicago to Yucatan in July is currently the most expensive (average of $434). 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 YU?

Find hourly flight availability from Chicago to Yucatan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 3, 2025.

One of the essential ways to save on airfare from Chicago to Yucatan is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 45% on airfare.

How much does it cost to fly round-trip from Chicago to Yucatan?

Reviews of airlines servicing Yucatan

Get insights into the airlines that provide service to Yucatan. 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 Yucatan. Reviews last updated noviembre 3, 2025.
Read through reviews of airlines operating flights from Chicago to Yucatan, such as Delta, United Airlines, and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,001 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
8,996 reviews
Delta
7.9
Good
8,001 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,033 reviews
Delta
7.9
Good
8,001 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Viva
7.0
Good
789 reviews
Delta
7.9
Good
8,001 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Volaris
6.7
Okay
1,151 reviews
Delta
7.9
Good
8,001 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Yucatan. 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 Yucatan?

    Airlines like United Airlines, Southwest, and Delta fly from Chicago to Yucatan in about 3h 56m. The time it takes to get you to your destination can typically vary by up to 9h 31m. The distance between Chicago and Yucatan is about 1447 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Chicago to Yucatan?

    When deciding which route to take from Chicago to Yucatan consider Chicago O'Hare Intl - Cancun, Chicago Midway - Cancun or Chicago O'Hare Intl - Mérida Rejon as they are the most popular.

  • Can I find deals for flights from Chicago to Yucatan that include hotel bookings?

    Yes. In addition to deals on Chicago to Yucatan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Yucatan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Yucatan.

  • Can I find deals for business class flights from Chicago to Yucatan?

    Yes. Cheapflights offers flight deals from Chicago to Yucatan 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 Yucatan?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Yucatan (average of $234). Flying from Chicago to Yucatan in July is currently the most expensive (average of $434). 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

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Alternative routes for Chicago to Yucatan

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Chicago to Yucatan

Discover the top 6 airlines that operate flights from Chicago to Yucatan. 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 noviembre 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$260Average$356FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$280Average$362FlexibilityNo cancel feeOn-time79%
DeltaCheapest$472Average$529FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$473Average$561FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$475Average$564FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$481Average$705FlexibilityNo cancel feeOn-time69%

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