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Westchester County

$80+ Cheap flights from Kentucky to Westchester County

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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — HPN
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Kentucky to Westchester County

Keep the following information in mind while searching for Kentucky to Westchester County flight deals. Data was last updated August 14, 2025.

Round-trip from

$198
(American Airlines)

One-way from

$80
(American Airlines)

Popular in

December

Cheapest in

February

Average price

$261
From Kentucky to Westchester County
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One-way flight from Kentucky to Westchester County
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Highest demand for flights based on searches. 10% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Kentucky to Westchester County

Cheapest flights from Kentucky to Westchester County
Explore the most affordable flight options available from Kentucky to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/126:02 pmBNA - HPN
1 stop4h 24mAmerican Airlines
Sun 9/146:59 pmHPN - BNA
1 stop5h 38mAmerican Airlines
Deal found 8/13$198
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Tue 10/76:00 amCVG - HPN
1 stop7h 00mAmerican Airlines
Tue 10/146:55 pmHPN - CVG
1 stop4h 41mAmerican Airlines
Deal found 8/14$201
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Wed 11/196:00 amCVG - HPN
1 stop7h 00mAmerican Airlines
Sun 11/236:30 amHPN - CVG
1 stop4h 27mAmerican Airlines
Deal found 8/14$215
This Delta deal was found by Cheapflights users on 8/12. 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 10/217:10 amCVG - HPN
1 stop7h 19mDelta
Tue 10/286:50 pmHPN - CVG
1 stop5h 09mDelta
Deal found 8/12$217
This Delta deal was found by Cheapflights users on 8/11. 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 9/62:30 pmCVG - HPN
1 stop7h 53mDelta
Wed 9/1012:37 pmHPN - CVG
1 stop6h 56mDelta
Deal found 8/11$223
This American Airlines deal was found by Cheapflights users on 8/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2510:06 amBNA - HPN
1 stop7h 17mAmerican Airlines
Sat 8/304:30 pmHPN - BNA
1 stop6h 49mAmerican Airlines
Deal found 8/13$228
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/127:20 amBNA - HPN
1 stop7h 39mAmerican Airlines
Mon 9/156:50 pmHPN - BNA
1 stop4h 49mAmerican Airlines
Deal found 8/12$229
This Delta deal was found by Cheapflights users on 8/12. 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.
Wed 10/227:10 amCVG - HPN
1 stop4h 50mDelta
Tue 10/286:50 pmHPN - CVG
1 stop5h 09mDelta
Deal found 8/12$233
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/138:35 amBNA - HPN
2 stops8h 45mAmerican Airlines
Mon 9/156:50 pmHPN - BNA
1 stop4h 49mAmerican Airlines
Deal found 8/12$234
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Wed 8/206:00 amCVG - HPN
1 stop5h 28mAmerican Airlines
Wed 9/1012:00 pmHPN - CVG
1 stop5h 45mAmerican Airlines
Deal found 8/14$234
This Delta deal was found by Cheapflights users on 8/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2610:10 amBNA - HPN
1 stop4h 39mDelta
Thu 8/286:00 amHPN - BNA
1 stop6h 53mDelta
Deal found 8/13$237
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Wed 8/2711:44 amCVG - HPN
1 stop4h 15mAmerican Airlines
Sun 8/314:30 pmHPN - CVG
1 stop6h 32mAmerican Airlines
Deal found 8/11$244

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky to Westchester County 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 August 14, 2025.
Use the filters below to find and compare flights from Kentucky to Westchester County that are best for you.

Fly from

Kentucky

Fly to

Westchester County

Route

Depart

Return

Price

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Fri 9/12

6:02 pm-11:26 pm

1 stop4h 24m

White Plains Westchester County

Sun 9/14

6:59 pm-11:37 pm

1 stop5h 38m

$198

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Sat 10/25

6:00 am-10:34 am

1 stop4h 34m

White Plains Westchester County

Wed 10/29

5:57 pm-11:06 pm

1 stop5h 09m

$201

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Tue 10/7

5:25 pm-9:59 pm

1 stop4h 34m

White Plains Westchester County

Tue 10/14

6:55 pm-11:36 pm

1 stop4h 41m

$201

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Tue 11/18

7:19 am-10:55 am

1 stop3h 36m

White Plains Westchester County

Sun 11/23

6:30 am-10:57 am

1 stop4h 27m

$215

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Wed 11/19

12:21 pm-5:29 pm

1 stop5h 08m

White Plains Westchester County

Sun 11/23

6:30 am-10:57 am

1 stop4h 27m

$215

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Tue 10/21

7:10 am-2:29 pm

1 stop7h 19m

White Plains Westchester County

Tue 10/28

6:50 pm-11:59 pm

1 stop5h 09m

$217

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Sat 9/6

2:30 pm-10:23 pm

1 stop7h 53m

White Plains Westchester County

Wed 9/10

12:37 pm-7:33 pm

1 stop6h 56m

$223

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Mon 8/25

10:06 am-6:23 pm

1 stop7h 17m

White Plains Westchester County

Sat 8/30

4:30 pm-10:19 pm

1 stop6h 49m

$228

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Fri 9/12

7:20 am-3:59 pm

1 stop7h 39m

White Plains Westchester County

Mon 9/15

6:50 pm-10:39 pm

1 stop4h 49m

$229

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Sat 9/13

9:48 am-4:59 pm

1 stop6h 11m

White Plains Westchester County

Mon 9/15

4:30 pm-8:17 pm

1 stop4h 47m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 60 results
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Best time to book a flight from Kentucky to Westchester County

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

What is the cheapest time of day to fly from KY to REU?

Find hourly flight availability from Kentucky to Westchester County. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

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

Related info for your journey

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

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $80. However, be on the lookout for offers from Delta and Breeze Airways, as they are both options that can get you from Kentucky to Westchester County for a low price.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Kentucky to Westchester County (average of $276). Flying from Kentucky to Westchester County in March is currently the most expensive (average of $339). 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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Top 2 airlines flying from Kentucky to Westchester County

Discover the top 2 airlines that operate flights from Kentucky to Westchester County. 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$222Average$375FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$363FlexibilityNo cancel feeOn-time71%

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