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Yucatan

$106+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MID
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Super.com deal was found by Cheapflights users on 12/17. 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.
Wed 12/316:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Wed 1/141:21 pmCUN - ORD
1 stop8h 42mSpirit Airlines
Deal found 12/17$225
This Cheapflightsfares deal was found by Cheapflights users on 12/18. 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 12/316:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Thu 1/81:21 pmCUN - ORD
1 stop8h 42mSpirit Airlines
Deal found 12/18$241
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/3110:37 amORD - CUN
Nonstop4h 11mMultiple Airlines
Sat 1/311:21 pmCUN - ORD
1 stop8h 42mMultiple Airlines
Deal found 12/16$254
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/306:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Sat 1/3111:59 amCUN - ORD
Nonstop3h 54mSpirit Airlines
Deal found 12/16$266
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Wed 12/3110:37 amORD - CUN
Nonstop4h 11mFrontier
Thu 1/83:14 pmCUN - ORD
1 stop8h 25mFrontier
Deal found 12/17$270
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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 12/216:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Tue 12/2311:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 12/17$273
This Frontier deal was found by Cheapflights users on 12/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1611:43 amORD - CUN
Nonstop4h 09mFrontier
Wed 12/242:50 pmCUN - ORD
1 stop8h 34mFrontier
Deal found 12/16$274
This Cheapflightsfares deal was found by Cheapflights users on 12/18. 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.
Tue 12/306:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Wed 1/712:46 pmCUN - ORD
1 stop8h 18mSpirit Airlines
Deal found 12/18$276
This FlightHub deal was found by Cheapflights users on 12/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Tue 12/3011:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 12/18$278
This Aeromexico deal was found by Cheapflights users on 12/16. 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.
Fri 12/1910:49 amMDW - CUN
1 stop9h 31mAeromexico
Wed 12/248:00 amCUN - MDW
1 stop7h 44mAeromexico
Deal found 12/16$327
This Delta deal was found by Cheapflights users on 12/16. 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.
Mon 12/296:08 pmMDW - CUN
1 stop16h 07mDelta
Sat 1/317:00 amCUN - MDW
2 stops16h 22mDelta
Deal found 12/16$337
This Delta deal was found by Cheapflights users on 12/16. 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.
Wed 12/313:29 pmMDW - CUN
2 stops19h 34mDelta
Sat 1/317:00 amCUN - MDW
2 stops16h 22mDelta
Deal found 12/16$348

Find flight deals from Chicago to Yucatan

Keep the following information in mind while searching for Chicago to Yucatan flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$211
(Booking.com)

One-way from

$106
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$629
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
High demand for flights, 2% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 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 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 December 18, 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

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Sun 2/15

1:20 am-4:05 pm

1 stop14h 45m

Mérida Rejon

Mon 2/23

4:50 pm-11:50 pm

1 stop7h 00m

$213

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Sun 2/15

11:58 pm-7:46 am

1 stop7h 48m

Mérida Rejon

Sat 2/21

9:29 am-10:29 pm

1 stop13h 00m

$310

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Fri 2/6

11:58 pm-4:05 pm

2 stops16h 07m

Mérida Rejon

Sun 2/15

5:45 am-11:50 pm

1 stop18h 05m

$311

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 3/1

1:11 am-11:54 am

1 stop9h 43m

Cancun

Sat 3/7

6:01 am-12:55 pm

1 stop7h 54m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 3/25

4:21 pm-11:39 am

1 stop19h 18m

Cancun

Mon 3/30

6:03 am-11:53 pm

1 stop17h 50m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 1/18

12:59 am-8:00 pm

1 stop18h 01m

Cancun

Fri 1/23

6:01 am-12:40 pm

1 stop7h 39m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 2/26

1:11 am-1:47 pm

1 stop11h 36m

Cancun

Wed 3/4

1:33 pm-11:00 pm

1 stop10h 27m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 3/14

4:21 pm-11:42 am

1 stop19h 21m

Cancun

Fri 3/20

6:06 am-1:40 pm

1 stop7h 34m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 2/25

1:11 am-11:54 am

1 stop9h 43m

Cancun

Fri 3/6

4:20 pm-11:00 pm

1 stop7h 40m

$319

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Thu 4/9

7:40 am-3:40 pm

1 stop9h 00m

Mérida Rejon

Mon 4/13

4:48 pm-5:57 am

1 stop12h 09m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

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, August is the cheapest month in which you can book a flight from Chicago to Yucatan (average of $209). Flying from Chicago to Yucatan in June is currently the most expensive (average of $474). 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 December 18, 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.

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 December 18, 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
8,009 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
8,009 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
9,093 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
11,055 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
797 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
6.6
Okay
1,155 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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 Viva, Volaris, and Delta fly from Chicago to Yucatan in about 7h 48m. The time it takes to get you to your destination can typically vary by up to 6h 57m. The distance between Chicago and Yucatan is about 1456 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, August is the cheapest month in which you can book a flight from Chicago to Yucatan (average of $209). Flying from Chicago to Yucatan in June is currently the most expensive (average of $474). 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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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$270Average$375FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$280Average$363FlexibilityNo cancel feeOn-time79%
DeltaCheapest$371Average$542FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$373Average$640FlexibilityNo cancel feeOn-time69%
AeromexicoCheapest$473Average$561FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$520Average$565FlexibilityNo cancel feeOn-time71%

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