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Kentucky

$109+ Cheap flights from Westchester County to Kentucky

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 7/12. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SDF
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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Cheap flight deals from Westchester County to Kentucky

Keep the following information in mind while searching for Westchester County to Kentucky flight deals. Data was last updated June 16, 2025.

Round-trip from

$159
(American Airlines)

One-way from

$109
(Delta)

Popular in

December

Cheapest in

January

Average price

$325
From Westchester County to Kentucky
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One-way flight from Westchester County to Kentucky
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Highest demand for flights based on searches. 8% potential increase in price ($28 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 June 2025
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Find flight deals from Westchester County to Kentucky

Cheapest flights from Westchester County to Kentucky
Explore the most affordable flight options available from Westchester County to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.

This American Airlines deal was found by Cheapflights users on 6/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/301:35 pmHPN - BNA
1 stop5h 51mAmerican Airlines
Sat 9/134:16 pmBNA - HPN
1 stop5h 43mAmerican Airlines
Deal found 6/14$159
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Tue 8/56:51 pmHPN - CVG
1 stop5h 41mAmerican Airlines
Sat 8/96:00 amCVG - HPN
1 stop5h 28mAmerican Airlines
Deal found 6/15$201
This Delta deal was found by Cheapflights users on 6/15. 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 7/265:00 pmHPN - BNA
1 stop6h 19mDelta
Sun 7/276:15 amBNA - HPN
1 stop4h 46mDelta
Deal found 6/15$217
This Delta deal was found by Cheapflights users on 6/15. 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.
Tue 7/156:49 pmHPN - CVG
1 stop5h 41mDelta
Wed 7/168:00 amCVG - HPN
1 stop3h 57mDelta
Deal found 6/15$227
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/136:51 pmHPN - SDF
1 stop5h 39mAmerican Airlines
Sun 7/207:00 amSDF - HPN
1 stop3h 44mAmerican Airlines
Deal found 6/15$309
This Delta deal was found by Cheapflights users on 6/15. 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.
Fri 7/186:49 pmHPN - TYS
1 stop5h 10mDelta
Wed 7/235:30 amTYS - HPN
1 stop4h 19mDelta
Deal found 6/15$313
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Fri 7/183:06 pmHPN - TYS
2 stops7h 08mAmerican Airlines
Wed 7/231:54 pmTYS - HPN
1 stop8h 05mAmerican Airlines
Deal found 6/15$318
This Delta deal was found by Cheapflights users on 6/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/164:25 pmHPN - LEX
1 stop7h 39mDelta
Tue 7/18:06 amLEX - HPN
1 stop3h 52mDelta
Deal found 6/14$337
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/117:26 amHPN - LEX
1 stop4h 34mAmerican Airlines
Mon 7/146:04 amLEX - HPN
1 stop5h 25mAmerican Airlines
Deal found 6/16$349
This Mytrip deal was found by Cheapflights users on 6/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/171:20 pmHPN - BNA
1 stop23h 55mMultiple Airlines
Sun 10/198:45 amBNA - HPN
1 stop26h 55mMultiple Airlines
Deal found 6/14$416
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Sat 6/216:59 pmHPN - TRI
1 stop5h 00mAmerican Airlines
Sun 6/225:05 amTRI - HPN
1 stop4h 24mAmerican Airlines
Deal found 6/15$434
This KAYAK deal was found by Cheapflights users on 6/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/163:04 pmHPN - SDF
1 stop6h 09mDelta
Thu 6/195:37 pmSDF - HPN
1 stop4h 48mDelta
Deal found 6/14$441

Cheapflights Fare Finder

Customize your flight search to find flights from Westchester County to Kentucky 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 June 16, 2025.
Use the filters below to find and compare flights from Westchester County to Kentucky that are best for you.

Fly from

Westchester County

Fly to

Kentucky

Route

Depart

Return

Price

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Sat 8/30

1:35 pm-5:03 pm

1 stop4h 28m

Nashville Intl

Tue 9/2

6:37 am-2:39 pm

1 stop7h 02m

$159

White PlainsCincinnati

HPN - CVG

HPNCVG

White Plains Westchester County

Tue 8/5

6:51 pm-12:32 am

1 stop5h 41m

Cincinnati Cinci./N. Kentucky

Sat 8/9

6:00 am-11:28 am

1 stop5h 28m

$201

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Sat 7/26

5:00 pm-10:19 pm

1 stop6h 19m

Nashville Intl

Sun 7/27

6:15 am-12:01 pm

1 stop4h 46m

$217

White PlainsCincinnati

HPN - CVG

HPNCVG

White Plains Westchester County

Tue 7/15

6:49 pm-12:30 am

1 stop5h 41m

Cincinnati Cinci./N. Kentucky

Wed 7/16

8:00 am-11:57 am

1 stop3h 57m

$227

White PlainsLouisville

HPN - SDF

HPNSDF

White Plains Westchester County

Sun 7/13

6:51 pm-12:30 am

1 stop5h 39m

Louisville Intl

Sun 7/20

7:00 am-10:44 am

1 stop3h 44m

$309

White PlainsKnoxville

HPN - TYS

HPNTYS

White Plains Westchester County

Fri 7/18

6:49 pm-11:59 pm

1 stop5h 10m

Knoxville McGhee Tyson

Wed 7/23

5:30 am-9:49 am

1 stop4h 19m

$313

White PlainsKnoxville

HPN - TYS

HPNTYS

White Plains Westchester County

Fri 7/18

3:06 pm-10:14 pm

2 stops7h 08m

Knoxville McGhee Tyson

Wed 7/23

1:54 pm-9:59 pm

1 stop8h 05m

$318

White PlainsLexington

HPN - LEX

HPNLEX

White Plains Westchester County

Fri 7/11

7:26 am-12:00 pm

1 stop4h 34m

Lexington Blue Grass

Mon 7/14

6:04 am-11:29 am

1 stop5h 25m

$349

White PlainsLexington

HPN - LEX

HPNLEX

White Plains Westchester County

Tue 6/24

4:25 pm-12:04 am

1 stop7h 39m

Lexington Blue Grass

Wed 6/25

8:06 am-11:58 am

1 stop3h 52m

$365

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 10/17

1:20 pm-12:15 pm

1 stop23h 55m

Nashville Intl

Sun 10/19

8:45 am-12:40 pm

1 stop26h 55m

$416

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

Showing 1-10 of 36 results
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Best time to book a flight from Westchester County to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Westchester County 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 Westchester County to Kentucky

What is the cheapest month to book a flight from Westchester County to Kentucky?

Currently, January is the cheapest month in which you can book a flight from Westchester County to Kentucky (average of $299). Flying from Westchester County to Kentucky in April is currently the most expensive (average of $369). 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 Kentucky by month

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

In terms of precipitation, rainfall in Kentucky ranges from 3.1 - 5.3 inches per month. May is typically the wettest month, when rainfall can reach 5.3 in. September is typically the driest time to visit Kentucky when rainfall is around 3.1 in.

Temperature in Kentucky by month

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

If weather is an important factor for your trip to Kentucky, 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 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. 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 Kentucky. Reviews last updated June 16, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Alaska Airlines and Delta from Westchester County to Kentucky to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
181 reviews

Boarding

8.3

Crew

8.8

Food

6.7

Comfort

8.2

Entertainment

6.6

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
181 reviews
Breeze Airways
8.1
Very good
181 reviews

Boarding

8.3

Crew

8.8

Food

6.7

Comfort

8.2

Entertainment

6.6

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Alaska Airlines
8.0
Very good
10,000 reviews
Breeze Airways
8.1
Very good
181 reviews

Boarding

8.3

Crew

8.8

Food

6.7

Comfort

8.2

Entertainment

6.6

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,963 reviews
Breeze Airways
8.1
Very good
181 reviews

Boarding

8.3

Crew

8.8

Food

6.7

Comfort

8.2

Entertainment

6.6

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
181 reviews

Boarding

8.3

Crew

8.8

Food

6.7

Comfort

8.2

Entertainment

6.6

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Kentucky. 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 Westchester County to Kentucky one-way?

    The cheapest airlines for a one-way flight from Westchester County to Kentucky are Delta ($109), American Airlines ($115), and Alaska Airlines ($487).

  • Can I find deals for flights from Westchester County to Kentucky that include hotel bookings?

    Yes. In addition to deals on Westchester County to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Kentucky?

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

  • Can I find deals for business class flights from Westchester County to Kentucky?

    Yes. Cheapflights offers flight deals from Westchester County to Kentucky 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 Westchester County to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from Westchester County to Kentucky (average of $299). Flying from Westchester County to Kentucky in April is currently the most expensive (average of $369). 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

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Alternative routes for Westchester County to Kentucky

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Top 2 airlines flying from Westchester County to Kentucky

Discover the top 2 airlines that operate flights from Westchester County to Kentucky. 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$207Average$408FlexibilityNo cancel feeOn-time71%
DeltaCheapest$223Average$320FlexibilityNo cancel feeOn-timeN/A

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