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$92+ 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 6/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MID
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
1 adult, Economy
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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 April 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$224
(Mytrip)

One-way from

$92
(Mytrip)

Popular in

December

Cheapest in

February

Average price

$640
Provider with most accurate pricing for Chicago (CHI)-Mérida Rejon flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Mérida Rejon flights.
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From Chicago (CHI) to Yucatan
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One-way flight from Chicago (CHI) to Yucatan
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Highest demand for flights based on searches. 16% potential increase in price ($107 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($26 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 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 April 1, 2025.

This Booking.com deal was found by Cheapflights users on 3/31. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/76:00 amORD - CUN
Nonstop3h 48mSpirit Airlines
Thu 4/1012:16 pmCUN - ORD
1 stop12h 42mSpirit Airlines
Deal found 3/31$224
This Southwest deal was found by Cheapflights users on 3/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/94:30 pmMDW - CUN
Nonstop3h 35mSouthwest
Wed 7/168:30 amCUN - MDW
Nonstop3h 35mSouthwest
Deal found 3/31$246
This American Airlines deal was found by Cheapflights users on 3/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/119:59 amORD - CUN
Nonstop3h 45mAmerican Airlines
Thu 5/152:59 pmCUN - ORD
Nonstop4h 00mAmerican Airlines
Deal found 3/31$256
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Sat 4/512:35 pmORD - CUN
1 stop9h 14mMultiple Airlines
Tue 4/810:25 amCUN - ORD
1 stop10h 37mMultiple Airlines
Deal found 4/1$260
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/146:34 pmORD - MID
1 stop6h 50mMultiple Airlines
Wed 5/284:30 pmMID - ORD
2 stops11h 21mMultiple Airlines
Deal found 3/31$293
This Kissandfly.com deal was found by Cheapflights users on 4/1. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/212:26 pmORD - CUN
1 stop9h 29mKLM
Sat 4/262:00 pmCUN - ORD
1 stop9h 59mKLM
Deal found 4/1$299
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/107:25 amORD - CUN
1 stop13h 38mVolaris
Thu 6/1910:00 pmCUN - ORD
1 stop7h 42mVolaris
Deal found 3/31$300
This SmartFares deal was found by Cheapflights users on 3/31. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1412:48 pmMDW - CUN
1 stop7h 14mAeromexico
Fri 6/2011:00 amCUN - MDW
1 stop10h 38mAeromexico
Deal found 3/31$306
This Aeromexico deal was found by Cheapflights users on 3/31. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/212:26 pmORD - CUN
1 stop9h 29mAeromexico
Fri 4/2511:19 amCUN - ORD
2 stops12h 40mAeromexico
Deal found 3/31$316
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1212:48 pmMDW - CUN
1 stop7h 32mDelta
Sat 5/178:31 amCUN - MDW
2 stops12h 43mDelta
Deal found 4/1$321
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1211:10 amORD - CUN
2 stops8h 50mDelta
Wed 4/168:15 amCUN - ORD
2 stops9h 59mDelta
Deal found 4/1$325
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/256:34 pmORD - MID
1 stop6h 50mVolaris
Sun 5/46:00 amMID - ORD
1 stop10h 00mVolaris
Deal found 3/31$325

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 April 1, 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

Mon 4/7

6:00 am-9:48 am

Nonstop3h 48m

Cancun

Thu 4/10

12:16 pm-12:58 am

1 stop12h 42m

$224

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 5/11

9:59 am-1:44 pm

Nonstop3h 45m

Cancun

Thu 5/15

2:59 pm-6:59 pm

Nonstop4h 00m

$256

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 4/5

12:35 pm-9:49 pm

1 stop9h 14m

Cancun

Tue 4/8

10:25 am-9:02 pm

1 stop10h 37m

$260

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Wed 5/14

6:34 pm-12:24 am

1 stop6h 50m

Mérida Rejon

Wed 5/28

4:30 pm-4:51 am

2 stops11h 21m

$293

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 4/21

2:26 pm-11:55 pm

1 stop9h 29m

Cancun

Sat 4/26

2:00 pm-11:59 pm

1 stop9h 59m

$299

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 4/14

12:48 pm-8:02 pm

1 stop7h 14m

Cancun

Fri 6/20

11:00 am-9:38 pm

1 stop10h 38m

$306

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 5/2

1:40 am-2:58 pm

1 stop13h 18m

Cancun

Thu 5/8

8:25 pm-5:42 am

1 stop9h 17m

$315

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 4/18

2:21 pm-10:56 pm

1 stop8h 35m

Cancun

Sat 4/26

10:00 am-7:00 pm

1 stop9h 00m

$316

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 5/12

12:48 pm-8:20 pm

1 stop7h 32m

Cancun

Sat 5/17

8:31 am-9:14 pm

2 stops12h 43m

$321

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 5/12

6:24 am-1:06 pm

1 stop6h 42m

Cancun

Wed 5/14

1:45 pm-11:58 pm

1 stop10h 13m

$321

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 41 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, June is the cheapest month in which you can book a flight from Chicago to Yucatan (average of $499). Flying from Chicago to Yucatan in December is currently the most expensive (average of $667). 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 April 1, 2025.

When flying from Chicago to Yucatan, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Yucatan by month

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

In terms of precipitation, rainfall in Yucatan ranges from 0.8 - 6.3 inches per month. September is typically the wettest month, when rainfall can reach 6.3 in. February is typically the driest time to visit Yucatan when rainfall is around 0.8 in.

Temperature in Yucatan by month

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

If weather is an important factor for your trip to Yucatan, use this chart to help with planning. For those seeking warmer temperatures, May is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 73.4 F).

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 April 1, 2025.
See what other customers who have flown with Southwest, Delta and KLM from Chicago to Yucatan have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,277 reviews

Food

7.1

Boarding

8.2

Crew

8.7

Overall

8.0

Comfort

8.0

Entertainment

7.6

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
4,277 reviews
Southwest
8.0
Very good
4,277 reviews

Food

7.1

Boarding

8.2

Crew

8.7

Overall

8.0

Comfort

8.0

Entertainment

7.6

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
7,898 reviews
Southwest
8.0
Very good
4,277 reviews

Food

7.1

Boarding

8.2

Crew

8.7

Overall

8.0

Comfort

8.0

Entertainment

7.6

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.
KLM
7.8
Good
1,323 reviews
Southwest
8.0
Very good
4,277 reviews

Food

7.1

Boarding

8.2

Crew

8.7

Overall

8.0

Comfort

8.0

Entertainment

7.6

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
1,700 reviews
Southwest
8.0
Very good
4,277 reviews

Food

7.1

Boarding

8.2

Crew

8.7

Overall

8.0

Comfort

8.0

Entertainment

7.6

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
8,615 reviews
Southwest
8.0
Very good
4,277 reviews

Food

7.1

Boarding

8.2

Crew

8.7

Overall

8.0

Comfort

8.0

Entertainment

7.6

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 Yucatan. 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 Yucatan one-way?

    To fly one-way, consider booking your trip with Volaris, which is currently one of the cheapest options available, starting at $92. Spirit Airlines flights start at $110 while deals on Southwest start at $111 one-way.

  • 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, June is the cheapest month in which you can book a flight from Chicago to Yucatan (average of $499). Flying from Chicago to Yucatan in December is currently the most expensive (average of $667). 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 April 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$239Average$353FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$285Average$320FlexibilityNo cancel feeOn-time79%
DeltaCheapest$438Average$570FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$465Average$603FlexibilityNo cancel feeOn-time71%
AeromexicoCheapest$473Average$599FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$481Average$700FlexibilityNo cancel feeOn-time69%

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