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$140+ Cheap flights from Yucatan to Chicago (CHI)

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 6/11. Fares are subject to change and may not be available on all flights or dates of travel.
MID — CHI
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
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Cheap flight deals from Yucatan to Chicago

Keep the following information in mind while searching for Yucatan to Chicago flight deals. Data was last updated April 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$214
(Cheapflightsfares)

One-way from

$140
(OneTravel)

Popular in

July

Cheapest in

February

Average price

$436
Provider with most accurate pricing for Mérida Rejon-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Mérida Rejon-Chicago (CHI) flights.
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From Yucatan to Chicago (CHI)
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One-way flight from Yucatan to Chicago (CHI)
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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. 1% potential price decrease ($8 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 Yucatan to Chicago

Cheapest flights from Yucatan to Chicago
Explore the most affordable flight options available from Yucatan to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2025.

This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2410:46 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Tue 4/297:47 pmORD - CUN
1 stop15h 23mSpirit Airlines
Deal found 4/1$214
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/11:25 pmCUN - ORD
Nonstop4h 00mAmerican Airlines
Mon 5/59:59 amORD - CUN
Nonstop3h 45mAmerican Airlines
Deal found 4/1$219
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/810:00 pmCUN - ORD
1 stop7h 42mMultiple Airlines
Mon 5/126:10 amORD - CUN
Nonstop3h 34mMultiple Airlines
Deal found 4/1$252
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/812:20 pmCUN - ORD
Nonstop4h 02mUnited Airlines
Tue 5/1310:42 amORD - CUN
Nonstop3h 46mUnited Airlines
Deal found 4/1$266
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/13:11 pmCUN - MDW
1 stop7h 11mAeromexico
Mon 5/512:48 pmMDW - CUN
1 stop7h 14mAeromexico
Deal found 4/1$267
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.
Thu 4/1710:00 amCUN - MDW
1 stop6h 12mDelta
Sun 4/206:04 amMDW - CUN
1 stop7h 57mDelta
Deal found 4/1$274
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.
Thu 5/89:55 amCUN - ORD
1 stop6h 52mDelta
Tue 5/1311:03 amORD - CUN
2 stops13h 22mDelta
Deal found 4/1$274
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.
Sat 5/106:00 amMID - ORD
1 stop16h 35mMultiple Airlines
Wed 5/216:34 pmORD - MID
1 stop6h 50mMultiple Airlines
Deal found 3/31$274
This Aeromexico 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/511:05 amCUN - ORD
1 stop10h 11mAeromexico
Sun 4/66:15 amORD - CUN
2 stops15h 54mAeromexico
Deal found 4/1$277
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/126:00 amMID - ORD
1 stop10h 00mVolaris
Sat 8/1612:45 pmORD - MID
1 stop8h 51mVolaris
Deal found 4/1$308
This CheapOair deal was found by Cheapflights users on 4/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1510:00 pmCUN - ORD
1 stop7h 42mVolaris
Wed 5/217:25 amORD - CUN
1 stop13h 38mVolaris
Deal found 4/2$352
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/73:56 pmCUN - MDW
1 stop27h 12mMultiple Airlines
Mon 5/1212:48 pmMDW - CUN
1 stop7h 32mMultiple Airlines
Deal found 4/1$367

Cheapflights Fare Finder

Customize your flight search to find flights from Yucatan to Chicago 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 2, 2025.
Use the filters below to find and compare flights from Yucatan to Chicago that are best for you.

Fly from

Yucatan

Fly to

Chicago

Route

Depart

Return

Price

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 4/24

10:46 am-2:49 pm

Nonstop4h 03m

Chicago O'Hare Intl

Tue 4/29

7:47 pm-11:10 am

1 stop15h 23m

$214

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 5/1

1:25 pm-5:25 pm

Nonstop4h 00m

Chicago O'Hare Intl

Mon 5/5

9:59 am-1:44 pm

Nonstop3h 45m

$219

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 5/8

10:00 pm-5:42 am

1 stop7h 42m

Chicago O'Hare Intl

Mon 5/12

6:10 am-9:44 am

Nonstop3h 34m

$252

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 5/8

12:20 pm-4:22 pm

Nonstop4h 02m

Chicago O'Hare Intl

Tue 5/13

10:42 am-2:28 pm

Nonstop3h 46m

$266

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 5/1

3:11 pm-10:22 pm

1 stop7h 11m

Chicago Midway

Mon 5/5

12:48 pm-8:02 pm

1 stop7h 14m

$267

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 4/17

10:00 am-4:12 pm

1 stop6h 12m

Chicago Midway

Sun 4/20

6:04 am-2:01 pm

1 stop7h 57m

$274

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 5/8

11:00 am-9:20 pm

1 stop10h 20m

Chicago O'Hare Intl

Tue 5/13

7:10 am-12:50 pm

1 stop5h 40m

$274

MéridaChicago

MID - ORD

MIDORD

Mérida Rejon

Sat 5/10

6:00 am-11:35 pm

1 stop16h 35m

Chicago O'Hare Intl

Wed 5/21

6:34 pm-12:24 am

1 stop6h 50m

$274

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 5/8

6:57 am-9:20 pm

2 stops14h 23m

Chicago O'Hare Intl

Mon 5/12

1:55 am-10:29 am

1 stop8h 34m

$277

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 5/15

10:00 pm-5:42 am

1 stop7h 42m

Chicago O'Hare Intl

Wed 5/21

7:25 am-9:03 pm

1 stop13h 38m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 51 results
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Best time to book a flight from Yucatan to Chicago

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

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

Currently, August is the cheapest month in which you can book a flight from Yucatan to Chicago (average of $245). Flying from Yucatan to Chicago in March is currently the most expensive (average of $323). 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.

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated April 2, 2025.
To help decide which airline to fly from Yucatan to Chicago, see what other customers have to say about Delta, Alaska Airlines and Southwest. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,898 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,898 reviews
Delta
8.0
Very good
7,898 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Alaska Airlines
8.0
Very good
9,820 reviews
Delta
8.0
Very good
7,898 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Southwest
8.0
Very good
4,272 reviews
Delta
8.0
Very good
7,898 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Aeromexico
7.5
Good
1,700 reviews
Delta
8.0
Very good
7,898 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
LATAM Airlines
7.5
Good
1,754 reviews
Delta
8.0
Very good
7,898 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

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

    One-way options have recently been found by users for as low as $140 on Volaris. Other airlines that offer cheap prices include Spirit Airlines from $142 and Southwest from $147 one-way.

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

    The most popular route from Yucatan to Chicago is Cancun - Chicago O'Hare Intl. You may also consider Cancun - Chicago Midway or Mérida Rejon - Chicago O'Hare Intl.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Yucatan to Chicago (average of $245). Flying from Yucatan to Chicago in March is currently the most expensive (average of $323). 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

Traveling to a place near Yucatan?

Book flights to Yucatan if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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