HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Yucatan

$96+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MID
Mar 10 — Mar 171
Tue 3/10
Tue 3/17
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Yucatan with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 February 8, 2026.

This Frontier deal was found by Cheapflights users on 2/6. 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.
Sun 2/87:11 am
ORD
-
CUN
Nonstop4h 08m
Frontier
Fri 2/136:27 pm
CUN
-
ORD
Nonstop4h 10m
Frontier
Deal found 2/6$232
This Cheapflightsfares deal was found by Cheapflights users on 2/5. 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 2/225:15 am
ORD
-
CUN
1 stop6h 05m
Spirit Airlines
Thu 2/2611:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 2/5$233
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 2/2411:59 pm
ORD
-
CUN
1 stop8h 49m
Multiple Airlines
Thu 3/56:27 pm
CUN
-
ORD
Nonstop4h 10m
Multiple Airlines
Deal found 2/5$234
This Trip.com deal was found by Cheapflights users on 2/5. 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.
Tue 2/176:23 am
ORD
-
CUN
1 stop14h 03m
Multiple Airlines
Thu 2/266:27 pm
CUN
-
ORD
Nonstop4h 10m
Multiple Airlines
Deal found 2/5$236
This Gotogate deal was found by Cheapflights users on 2/4. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/166:23 am
ORD
-
CUN
1 stop14h 03m
Multiple Airlines
Wed 2/251:25 pm
CUN
-
ORD
1 stop11h 22m
Multiple Airlines
Deal found 2/4$237
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Sat 2/2111:59 pm
ORD
-
CUN
1 stop14h 29m
Multiple Airlines
Wed 2/251:25 pm
CUN
-
ORD
1 stop6h 46m
Multiple Airlines
Deal found 2/4$238
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 2/97:11 am
ORD
-
CUN
Nonstop4h 08m
Frontier
Sat 2/146:27 pm
CUN
-
ORD
Nonstop4h 10m
Frontier
Deal found 2/5$239
This Super.com deal was found by Cheapflights users on 2/5. 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.
Sat 4/186:30 am
ORD
-
CUN
Nonstop4h 03m
Frontier
Wed 4/2210:40 am
CUN
-
ORD
Nonstop4h 09m
Frontier
Deal found 2/5$240
This Frontier deal was found by Cheapflights users on 2/5. 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.
Sun 2/226:10 am
ORD
-
CUN
Nonstop4h 04m
Frontier
Thu 2/266:27 pm
CUN
-
ORD
Nonstop4h 10m
Frontier
Deal found 2/5$241
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Wed 5/66:30 am
ORD
-
CUN
Nonstop4h 03m
Multiple Airlines
Wed 5/131:00 pm
CUN
-
ORD
1 stop7h 25m
Multiple Airlines
Deal found 2/4$242
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 3/81:00 am
ORD
-
CUN
1 stop13h 00m
Volaris
Fri 3/1311:12 am
CUN
-
ORD
1 stop11h 36m
Volaris
Deal found 2/6$244
This Super.com deal was found by Cheapflights users on 2/8. 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.
Sat 3/79:00 am
MDW
-
CUN
Nonstop4h 02m
Frontier
Sat 3/143:07 pm
CUN
-
MDW
Nonstop4h 06m
Frontier
Deal found 2/8$245

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 February 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$232
(Kiwi.com)

One-way from

$96
(FlightHub)

Popular in

July

Cheapest in

September

Average price

$555
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. 3% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 8, 2026.
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

Sat 3/7

11:59 pm-8:45 am

1 stop8h 46m

Mérida Rejon

Sat 3/14

8:17 pm-11:19 am

1 stop14h 02m

$283

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 3/9

4:05 pm-7:45 pm

Nonstop3h 40m

Cancun

Fri 3/13

8:30 am-12:10 pm

Nonstop3h 40m

$293

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 3/10

8:05 am-11:50 am

Nonstop3h 45m

Cancun

Tue 3/17

8:30 am-12:10 pm

Nonstop3h 40m

$293

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Sat 2/21

11:59 pm-8:45 am

1 stop8h 46m

Mérida Rejon

Thu 2/26

9:29 am-10:29 pm

1 stop13h 00m

$295

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Wed 4/15

2:15 am-12:40 am

1 stop23h 25m

Mérida Rejon

Sun 4/19

6:05 am-12:45 am

1 stop17h 40m

$303

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Tue 4/21

1:20 am-2:45 pm

1 stop14h 25m

Mérida Rejon

Mon 4/27

4:40 pm-12:45 am

1 stop7h 05m

$315

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Wed 3/4

1:20 am-12:55 am

1 stop23h 35m

Mérida Rejon

Thu 3/12

10:05 pm-12:45 am

1 stop25h 40m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 3/5

6:30 am-9:11 pm

2 stops13h 41m

Cancun

Wed 3/11

8:40 am-12:13 am

1 stop15h 33m

$332

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 2/28

6:30 pm-11:50 am

2 stops16h 20m

Cancun

Wed 3/11

8:40 am-12:13 am

1 stop15h 33m

$332

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 2/28

11:06 am-9:11 pm

1 stop9h 05m

Cancun

Thu 3/5

11:00 am-5:45 pm

1 stop7h 45m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

Showing 1-10 of 60 results
1
2
3
...
6

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.

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 February 8, 2026.
Read through reviews of airlines operating flights from Chicago to Yucatan, such as United Airlines, American Airlines, and Viva. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,254 reviews

Food

6.6

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,254 reviews
United Airlines
7.4
Good
9,254 reviews

Food

6.6

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,249 reviews
United Airlines
7.4
Good
9,254 reviews

Food

6.6

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
Viva
7.0
Good
813 reviews
United Airlines
7.4
Good
9,254 reviews

Food

6.6

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
Volaris
6.6
Okay
1,176 reviews
United Airlines
7.4
Good
9,254 reviews

Food

6.6

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 Volaris, Southwest, and Viva fly from Chicago to Yucatan in about 3h 40m. The time it takes to get you to your destination can typically vary by up to 19h 45m. The distance between Chicago and Yucatan is about 1434 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Yucatan

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Cancún flights
O'Hare Intl to Mexico City flights
Midway to Cancún flights
O'Hare Intl to Cozumel flights
Midway to Mexico City flights
O'Hare Intl to Puerto Vallarta flights
O'Hare Intl to San José del Cabo flights
O'Hare Intl to Guadalajara flights
St. Louis to Cancún flights
O'Hare Intl to Mexico City flights
Moline to Cancún flights
Midway to Cozumel flights
Moline to Cozumel flights
St. Louis to Cozumel flights
Midway to Puerto Vallarta flights
Midway to San José del Cabo flights
O'Hare Intl to Morelia flights
Midway to Guadalajara flights
O'Hare Intl to León flights
Midway to Morelia flights
O'Hare Intl to Oaxaca flights
O'Hare Intl to Monterrey flights
St. Louis to Mexico City flights
O'Hare Intl to Mazatlán flights
Evansville to Cancún flights
O'Hare Intl to Mérida flights
Peoria to Cancún flights
O'Hare Intl to Durango flights
O'Hare Intl to Santiago de Querétaro flights
O'Hare Intl to San Luis Potosí flights
O'Hare Intl to Aguascalientes flights
St. Louis to Puerto Vallarta flights
St. Louis to San José del Cabo flights
Midway to Oaxaca flights
O'Hare Intl to Zacatecas flights
O'Hare Intl to Ixtapa flights
Midway to León flights
O'Hare Intl to Veracruz flights
Midway to Santiago de Querétaro flights
Midway to Zacatecas flights
Midway to Durango flights
Midway to Aguascalientes flights
Moline to San José del Cabo flights
O'Hare Intl to Santa Maria Huatulco flights
Midway to San Luis Potosí flights
Midway to Monterrey flights
O'Hare Intl to La Paz flights
O'Hare Intl to Puerto Escondido flights
Peoria to Cozumel flights
O'Hare Intl to Puebla City flights

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 February 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$156Average$336FlexibilityNo cancel feeOn-time79%
VivaCheapest$263Average$398FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$371Average$542FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$373Average$615FlexibilityNo cancel feeOn-time69%
AeromexicoCheapest$483Average$566FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$525Average$593FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.