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Westchester County

$95+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — HPN
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
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 October 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$159
(American Airlines)

One-way from

$95
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$311
Provider with most accurate pricing for Louisville Intl-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Louisville Intl-New York (NYC) flights.
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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. 8% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 22, 2025.

This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/135:25 amBNA - HPN
1 stop5h 04mAmerican Airlines
Sun 11/1612:00 pmHPN - BNA
1 stop5h 12mAmerican Airlines
Deal found 10/21$159
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/15:30 amBNA - HPN
1 stop6h 35mAmerican Airlines
Wed 11/123:09 pmHPN - BNA
1 stop4h 46mAmerican Airlines
Deal found 10/21$188
This Delta deal was found by Cheapflights users on 10/20. 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 12/304:32 pmBNA - HPN
1 stop4h 37mDelta
Thu 1/83:15 pmHPN - BNA
1 stop7h 56mDelta
Deal found 10/20$197
This American Airlines deal was found by Cheapflights users on 10/20. 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 12/511:14 amCVG - HPN
1 stop6h 15mAmerican Airlines
Tue 12/93:12 pmHPN - CVG
1 stop6h 27mAmerican Airlines
Deal found 10/20$215
This Delta deal was found by Cheapflights users on 10/20. 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 12/316:15 amBNA - HPN
1 stop4h 44mDelta
Tue 1/612:59 pmHPN - BNA
1 stop4h 40mDelta
Deal found 10/20$228
This American Airlines deal was found by Cheapflights users on 10/20. 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 12/117:22 amBNA - HPN
1 stop7h 37mAmerican Airlines
Tue 1/612:00 pmHPN - BNA
1 stop6h 46mAmerican Airlines
Deal found 10/20$229
This American Airlines deal was found by Cheapflights users on 10/20. 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 11/138:45 amCVG - HPN
1 stop7h 14mAmerican Airlines
Thu 11/207:59 amHPN - CVG
1 stop6h 56mAmerican Airlines
Deal found 10/20$229
This American Airlines deal was found by Cheapflights users on 10/20. 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 12/301:11 pmBNA - HPN
1 stop4h 13mAmerican Airlines
Thu 1/810:00 amHPN - BNA
2 stops8h 39mAmerican Airlines
Deal found 10/20$234
This Delta deal was found by Cheapflights users on 10/20. 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 10/254:52 pmBNA - HPN
1 stop4h 17mDelta
Mon 10/276:40 pmHPN - BNA
1 stop4h 59mDelta
Deal found 10/20$249
This American Airlines deal was found by Cheapflights users on 10/20. 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 11/612:21 pmCVG - HPN
1 stop5h 08mAmerican Airlines
Sun 11/96:00 amHPN - CVG
1 stop5h 46mAmerican Airlines
Deal found 10/20$249
This Delta deal was found by Cheapflights users on 10/20. 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 12/304:32 pmBNA - HPN
1 stop4h 37mDelta
Sun 1/43:15 pmHPN - BNA
1 stop8h 04mDelta
Deal found 10/20$257
This American Airlines deal was found by Cheapflights users on 10/20. 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 12/315:15 amBNA - HPN
2 stops8h 15mAmerican Airlines
Tue 1/63:09 pmHPN - BNA
2 stops8h 18mAmerican Airlines
Deal found 10/20$271

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 October 22, 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

Thu 11/13

5:25 am-11:29 am

1 stop5h 04m

White Plains Westchester County

Sun 11/16

12:00 pm-4:12 pm

1 stop5h 12m

$159

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Sat 11/1

5:30 am-1:05 pm

1 stop6h 35m

White Plains Westchester County

Wed 11/12

3:09 pm-6:55 pm

1 stop4h 46m

$188

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Tue 12/30

4:32 pm-10:09 pm

1 stop4h 37m

White Plains Westchester County

Wed 1/7

5:10 pm-9:11 pm

1 stop5h 01m

$197

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Tue 12/30

4:32 pm-10:09 pm

1 stop4h 37m

White Plains Westchester County

Tue 1/6

5:10 pm-9:11 pm

1 stop5h 01m

$197

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Tue 12/30

4:32 pm-10:09 pm

1 stop4h 37m

White Plains Westchester County

Thu 1/8

3:15 pm-10:11 pm

1 stop7h 56m

$197

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Sat 12/13

6:00 pm-11:29 pm

1 stop5h 29m

White Plains Westchester County

Fri 1/23

12:00 pm-5:53 pm

1 stop5h 53m

$215

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Fri 12/5

11:14 am-5:29 pm

1 stop6h 15m

White Plains Westchester County

Tue 12/9

3:12 pm-9:39 pm

1 stop6h 27m

$215

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Thu 3/26

6:40 am-11:50 am

1 stop4h 10m

White Plains Westchester County

Mon 3/30

6:40 pm-10:39 pm

1 stop4h 59m

$217

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Thu 11/6

6:00 am-11:59 am

1 stop4h 59m

White Plains Westchester County

Sat 11/8

5:20 pm-9:22 pm

1 stop5h 02m

$228

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Wed 12/31

6:15 am-11:59 am

1 stop4h 44m

White Plains Westchester County

Mon 1/5

3:15 pm-10:11 pm

1 stop7h 56m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

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 October 22, 2025.

One of the essential ways to save on airfare from Kentucky to Westchester County is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 51% on airfare.

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.

  • How long is the flight from Kentucky to Westchester County?

    There are many flights that can get you from Kentucky to Westchester County in 4h 37m. Fly via American Airlines or Delta to get the fastest option. The distance between Kentucky and Westchester County is about 778 mi. This flight may include one or multiple stops.

  • 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.

See more FAQs

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Alternative routes for Kentucky to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$222Average$378FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$238Average$380FlexibilityNo cancel feeOn-time71%

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