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$135+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
MID — CHI
abr. 27 — may. 41
dom. 4/27
dom. 5/4
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 abril 22, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$213
(United Airlines)

One-way from

$135
(Cheapflightsfares)

Popular in

July

Cheapest in

February

Average price

$470
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 ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 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 abril 22, 2025.

This United Airlines deal was found by Cheapflights users on 4/21. 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.
jue. 5/83:38 pmCUN - ORD
Nonstop4h 02mUnited Airlines
mar. 5/1310:42 amORD - CUN
Nonstop3h 46mUnited Airlines
Deal found 4/21$213
This eDestinos deal was found by Cheapflights users on 4/22. 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.
jue. 5/110:46 amCUN - ORD
Nonstop4h 03mSpirit Airlines
lun. 5/55:07 pmORD - CUN
1 stop15h 08mSpirit Airlines
Deal found 4/22$216
This Frontier deal was found by Cheapflights users on 4/22. 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.
mié. 6/2511:05 amCUN - ORD
Nonstop3h 59mFrontier
dom. 6/297:35 amORD - CUN
Nonstop3h 57mFrontier
Deal found 4/22$238
This Kiwi.com deal was found by Cheapflights users on 4/21. 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. 5/510:46 amCUN - ORD
Nonstop4h 03mMultiple Airlines
vie. 5/166:34 pmORD - CUN
2 stops26h 29mMultiple Airlines
Deal found 4/21$244
This Southwest deal was found by Cheapflights users on 4/22. 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.
mié. 7/168:30 amCUN - MDW
Nonstop3h 35mSouthwest
mar. 7/224:30 pmMDW - CUN
Nonstop3h 35mSouthwest
Deal found 4/22$249
This American Airlines deal was found by Cheapflights users on 4/22. 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.
mié. 5/72:20 pmCUN - ORD
1 stop9h 36mAmerican Airlines
dom. 5/119:59 amORD - CUN
Nonstop3h 45mAmerican Airlines
Deal found 4/22$261
This eDestinos deal was found by Cheapflights users on 4/21. 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.
jue. 5/156:07 amCUN - ORD
1 stop7h 57mAeromexico
mar. 5/205:30 amORD - CUN
1 stop8h 55mAeromexico
Deal found 4/21$267
This eDestinos deal was found by Cheapflights users on 4/22. 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.
jue. 5/112:35 pmCUN - MDW
1 stop9h 47mAeromexico
lun. 5/56:04 amMDW - CUN
1 stop6h 46mAeromexico
Deal found 4/22$273
This Delta deal was found by Cheapflights users on 4/22. 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.
jue. 5/112:35 pmCUN - MDW
1 stop9h 47mDelta
lun. 5/56:04 amMDW - CUN
1 stop7h 57mDelta
Deal found 4/22$274
This Delta deal was found by Cheapflights users on 4/22. 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.
jue. 6/52:06 pmCUN - ORD
1 stop7h 24mDelta
mar. 6/105:35 amORD - CUN
2 stops11h 55mDelta
Deal found 4/22$274
This Kiwi.com deal was found by Cheapflights users on 4/21. 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. 5/76:00 amMID - ORD
1 stop16h 35mMultiple Airlines
dom. 5/116:34 pmORD - MID
1 stop7h 31mMultiple Airlines
Deal found 4/21$301
This Kiwi.com deal was found by Cheapflights users on 4/22. 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. 6/36:00 amMID - ORD
1 stop16h 45mViva
lun. 6/912:35 pmORD - MID
1 stop9h 30mViva
Deal found 4/22$386

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 abril 22, 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

jue. 5/8

3:38 pm-7:40 pm

Nonstop4h 02m

Chicago O'Hare Intl

mar. 5/13

10:42 am-2:28 pm

Nonstop3h 46m

$213

CancúnChicago

CUN - ORD

CUNORD

Cancun

lun. 5/5

10:46 am-2:49 pm

Nonstop4h 03m

Chicago O'Hare Intl

lun. 5/12

6:10 am-9:44 am

Nonstop3h 34m

$218

CancúnChicago

CUN - ORD

CUNORD

Cancun

mié. 6/25

11:05 am-3:04 pm

Nonstop3h 59m

Chicago O'Hare Intl

dom. 6/29

7:35 am-11:32 am

Nonstop3h 57m

$238

CancúnChicago

CUN - ORD

CUNORD

Cancun

lun. 5/5

10:46 am-2:49 pm

Nonstop4h 03m

Chicago O'Hare Intl

vie. 5/16

6:34 pm-9:03 pm

2 stops26h 29m

$244

CancúnChicago

CUN - MDW

CUNMDW

Cancun

mié. 7/16

8:30 am-12:05 pm

Nonstop3h 35m

Chicago Midway

mar. 7/22

4:30 pm-8:05 pm

Nonstop3h 35m

$249

CancúnChicago

CUN - ORD

CUNORD

Cancun

mié. 5/7

2:20 pm-11:56 pm

1 stop9h 36m

Chicago O'Hare Intl

dom. 5/11

9:59 am-1:44 pm

Nonstop3h 45m

$261

CancúnChicago

CUN - ORD

CUNORD

Cancun

jue. 5/15

6:07 am-2:04 pm

1 stop7h 57m

Chicago O'Hare Intl

mar. 5/20

5:30 am-2:25 pm

1 stop8h 55m

$267

CancúnChicago

CUN - MDW

CUNMDW

Cancun

jue. 5/15

8:00 am-6:45 pm

2 stops10h 45m

Chicago Midway

mar. 5/20

6:00 am-2:25 pm

1 stop8h 25m

$274

CancúnChicago

CUN - ORD

CUNORD

Cancun

jue. 6/5

2:06 pm-9:30 pm

1 stop7h 24m

Chicago O'Hare Intl

mar. 6/10

5:35 am-5:30 pm

2 stops11h 55m

$274

CancúnChicago

CUN - MDW

CUNMDW

Cancun

jue. 5/8

8:00 am-3:30 pm

1 stop7h 30m

Chicago Midway

mar. 5/13

6:00 am-2:25 pm

1 stop8h 25m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

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 $321). 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 abril 22, 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
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

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
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

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
9,906 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

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
4,286 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

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
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

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
United Airlines
7.4
Good
8,683 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

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 $135 on Spirit Airlines. Other airlines that offer cheap prices include Southwest from $137 and Frontier from $138 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 $321). 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
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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