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Yucatan

$93+ Cheap flights from Illinois 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MID
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Illinois to Yucatan

Keep the following information in mind while searching for Illinois to Yucatan flight deals. Data was last updated September 16, 2025.

Round-trip from

$233
(Kiwi.com)

One-way from

$93
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$331
From Illinois to Yucatan
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One-way flight from Illinois to Yucatan
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Highest demand for flights based on searches. 13% potential increase in price ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Illinois to Yucatan

Cheapest flights from Illinois to Yucatan
Explore the most affordable flight options available from Illinois to Yucatan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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 12/95:05 amORD - CUN
1 stop6h 22mMultiple Airlines
Fri 12/1211:38 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 9/16$233
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/196:30 amORD - CUN
Nonstop3h 45mMultiple Airlines
Tue 10/289:09 amCUN - ORD
1 stop7h 14mMultiple Airlines
Deal found 9/14$234
This Spirit deal was found by Cheapflights users on 9/14. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/215:05 amORD - CUN
1 stop7h 54mSpirit Airlines
Tue 9/239:16 amCUN - ORD
1 stop12h 42mSpirit Airlines
Deal found 9/14$235
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/216:30 amORD - CUN
Nonstop3h 45mMultiple Airlines
Tue 11/410:09 amCUN - ORD
1 stop12h 24mMultiple Airlines
Deal found 9/14$236
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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.
Sat 11/15:28 pmORD - CUN
1 stop15h 36mSpirit Airlines
Sat 11/810:37 amCUN - ORD
1 stop9h 39mSpirit Airlines
Deal found 9/13$238
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Fri 12/56:00 amORD - CUN
Nonstop3h 37mMultiple Airlines
Fri 12/1211:38 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 9/16$240
This Expedia deal was found by Cheapflights users on 9/14. 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 10/295:05 amORD - CUN
1 stop7h 39mSpirit Airlines
Wed 11/51:35 pmCUN - ORD
1 stop8h 25mSpirit Airlines
Deal found 9/14$241
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Sat 11/86:00 amORD - CUN
Nonstop3h 37mSpirit Airlines
Sat 11/1511:42 amCUN - ORD
Nonstop4h 08mSpirit Airlines
Deal found 9/14$242
This Booking.com deal was found by Cheapflights users on 9/14. 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.
Fri 10/1012:25 pmORD - CUN
1 stop9h 50mMultiple Airlines
Wed 10/159:09 amCUN - ORD
1 stop8h 44mMultiple Airlines
Deal found 9/14$243
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Mon 10/1310:22 amSTL - CUN
Nonstop3h 13mFrontier
Thu 10/162:50 pmCUN - STL
Nonstop3h 17mFrontier
Deal found 9/14$244
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Sat 11/86:00 amORD - CUN
Nonstop3h 37mSpirit Airlines
Wed 11/121:35 pmCUN - ORD
1 stop11h 07mSpirit Airlines
Deal found 9/14$244
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 9/215:05 amORD - CUN
1 stop7h 54mSpirit Airlines
Thu 9/259:16 amCUN - ORD
1 stop6h 56mSpirit Airlines
Deal found 9/14$245

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 September 16, 2025.
Use the filters below to find and compare flights from Illinois to Yucatan that are best for you.

Fly from

Illinois

Fly to

Yucatan

Route

Depart

Return

Price

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 12/6

3:40 pm-8:25 pm

Nonstop3h 45m

Cancun

Fri 12/12

2:15 pm-5:00 pm

Nonstop3h 45m

$270

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 9/28

10:35 am-2:10 pm

Nonstop3h 35m

Cancun

Thu 10/2

3:20 pm-6:55 pm

Nonstop3h 35m

$281

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 11/15

5:50 am-4:05 pm

2 stops9h 15m

Cancun

Wed 11/19

1:45 pm-4:30 pm

Nonstop3h 45m

$285

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Thu 2/26

11:59 pm-8:45 am

1 stop8h 46m

Mérida Rejon

Thu 3/5

9:29 am-10:29 pm

1 stop13h 00m

$287

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 1/13

8:43 am-1:33 pm

Nonstop3h 50m

Cancun

Tue 2/10

4:20 pm-11:59 pm

1 stop8h 39m

$291

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 10/29

8:43 am-12:33 pm

Nonstop3h 50m

Cancun

Wed 11/5

3:18 pm-6:09 pm

Nonstop3h 51m

$304

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 11/11

5:25 am-3:25 pm

1 stop9h 00m

Cancun

Sat 11/15

8:10 am-4:40 pm

1 stop9h 30m

$314

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 11/28

6:45 am-3:34 pm

1 stop7h 49m

Cancun

Tue 12/2

6:00 am-1:12 pm

1 stop8h 12m

$315

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 1/17

7:00 am-9:10 pm

2 stops13h 10m

Cancun

Thu 1/22

6:00 am-12:48 pm

1 stop7h 48m

$320

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 10/27

8:55 am-8:20 pm

2 stops11h 25m

Cancun

Thu 10/30

6:00 am-2:12 pm

1 stop8h 12m

$320

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 60 results
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Best time to book a flight from Illinois to Yucatan

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

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

Currently, June is the cheapest month in which you can book a flight from Illinois to Yucatan (average of $499). Flying from Illinois 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 IL to YU?

Find hourly flight availability from Illinois 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 September 16, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Yucatan as you normally would.

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 September 16, 2025.
Get a feel of what it's like to fly with Aeromexico, United Airlines, and American Airlines from Illinois to Yucatan by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Aeromexico
7.5
Good
1,696 reviews

Crew

7.9

Comfort

7.6

Food

6.6

Overall

7.5

Boarding

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Roberto,Aug 2025

MEX - CUN

Bad customer service, the worst, cancelled my ticket without advice
Aeromexico
7.5
Good
1,696 reviews
Aeromexico
7.5
Good
1,696 reviews

Crew

7.9

Comfort

7.6

Food

6.6

Overall

7.5

Boarding

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Roberto,Aug 2025

MEX - CUN

Bad customer service, the worst, cancelled my ticket without advice
United Airlines
7.4
Good
8,924 reviews
Aeromexico
7.5
Good
1,696 reviews

Crew

7.9

Comfort

7.6

Food

6.6

Overall

7.5

Boarding

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Roberto,Aug 2025

MEX - CUN

Bad customer service, the worst, cancelled my ticket without advice
American Airlines
7.2
Good
10,000 reviews
Aeromexico
7.5
Good
1,696 reviews

Crew

7.9

Comfort

7.6

Food

6.6

Overall

7.5

Boarding

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Roberto,Aug 2025

MEX - CUN

Bad customer service, the worst, cancelled my ticket without advice
Viva
7.0
Good
787 reviews
Aeromexico
7.5
Good
1,696 reviews

Crew

7.9

Comfort

7.6

Food

6.6

Overall

7.5

Boarding

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Roberto,Aug 2025

MEX - CUN

Bad customer service, the worst, cancelled my ticket without advice
Volaris
6.6
Okay
1,154 reviews
Aeromexico
7.5
Good
1,696 reviews

Crew

7.9

Comfort

7.6

Food

6.6

Overall

7.5

Boarding

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Roberto,Aug 2025

MEX - CUN

Bad customer service, the worst, cancelled my ticket without advice

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 Illinois to Yucatan?

    Southwest, Volaris, and United Airlines can get you from Illinois to Yucatan in just under 3h 45m. Your travel time can differ by up to 5h 01m. The distance from Illinois to Yucatan is about 1434 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Illinois to Yucatan one-way?

    One-way options have recently been found by users for as low as $113 on Volaris. Other airlines that offer cheap prices include Frontier from $117 and Southwest from $119 one-way.

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

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from Illinois to Yucatan (average of $499). Flying from Illinois 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 Illinois to Yucatan

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Illinois to Yucatan

Discover the top 5 airlines that operate flights from Illinois 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$234Average$345FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$285Average$320FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$473Average$531FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$490Average$596FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$540Average$706FlexibilityNo cancel feeOn-time69%

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