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Westchester County

$99+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — HPN
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 November 6, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$159
(American Airlines)

One-way from

$99
(Delta)

Popular in

December

Cheapest in

February

Average price

$298
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 November 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 November 6, 2025.

This American Airlines deal was found by Cheapflights users on 11/4. 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 11/1910:16 amBNA - HPN
1 stop4h 43mAmerican Airlines
Sun 11/236:49 pmHPN - BNA
1 stop5h 51mAmerican Airlines
Deal found 11/4$159
This American Airlines deal was found by Cheapflights users on 11/5. 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 11/205:25 amBNA - HPN
1 stop5h 04mAmerican Airlines
Mon 11/245:21 pmHPN - BNA
2 stops6h 20mAmerican Airlines
Deal found 11/5$164
This American Airlines deal was found by Cheapflights users on 11/4. 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
Tue 12/96:43 pmHPN - BNA
1 stop4h 54mAmerican Airlines
Deal found 11/4$193
This Delta deal was found by Cheapflights users on 11/5. 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 12/54:27 pmBNA - HPN
1 stop4h 42mDelta
Sun 12/76:10 amHPN - BNA
1 stop4h 47mDelta
Deal found 11/5$197
This Delta deal was found by Cheapflights users on 11/4. 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 12/62:20 pmCVG - HPN
1 stop7h 49mDelta
Sat 12/135:20 pmHPN - CVG
1 stop6h 44mDelta
Deal found 11/4$201
This Delta deal was found by Cheapflights users on 11/4. 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 12/611:30 amCVG - HPN
1 stop6h 30mDelta
Sun 12/145:17 pmHPN - CVG
1 stop5h 37mDelta
Deal found 11/4$215
This American Airlines deal was found by Cheapflights users on 11/4. 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 11/49:05 amBNA - HPN
1 stop4h 34mAmerican Airlines
Tue 12/91:30 pmHPN - BNA
1 stop5h 22mAmerican Airlines
Deal found 11/4$225
This Delta deal was found by Cheapflights users on 11/6. 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 12/54:45 pmCVG - HPN
1 stop5h 24mDelta
Sun 12/76:10 amHPN - CVG
1 stop4h 57mDelta
Deal found 11/6$229
This American Airlines deal was found by Cheapflights users on 11/4. 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 11/410:15 amBNA - HPN
1 stop5h 31mAmerican Airlines
Thu 11/135:21 pmHPN - BNA
1 stop5h 24mAmerican Airlines
Deal found 11/4$259
This Delta deal was found by Cheapflights users on 11/6. 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 11/85:03 pmCVG - HPN
1 stop5h 06mDelta
Wed 11/126:00 amHPN - CVG
1 stop5h 09mDelta
Deal found 11/6$269
This Delta deal was found by Cheapflights users on 11/5. 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.
Thu 12/46:00 amBNA - HPN
1 stop4h 59mDelta
Sun 12/76:10 amHPN - BNA
1 stop4h 47mDelta
Deal found 11/5$288
This Delta deal was found by Cheapflights users on 11/5. 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 11/154:42 pmCVG - HPN
1 stop5h 27mDelta
Mon 11/175:14 pmHPN - CVG
1 stop5h 34mDelta
Deal found 11/5$299

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 November 6, 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 11/20

5:25 am-11:29 am

1 stop5h 04m

White Plains Westchester County

Mon 11/24

4:30 pm-11:54 pm

1 stop8h 24m

$159

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Tue 12/2

4:42 pm-11:29 pm

1 stop5h 47m

White Plains Westchester County

Tue 12/9

12:00 pm-6:59 pm

1 stop7h 59m

$159

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Wed 11/19

10:16 am-3:59 pm

1 stop4h 43m

White Plains Westchester County

Sun 11/23

6:49 pm-11:40 pm

1 stop5h 51m

$159

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Mon 2/2

7:00 am-1:00 pm

1 stop5h 00m

White Plains Westchester County

Sun 2/15

11:00 am-3:05 pm

1 stop5h 05m

$159

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Thu 11/13

5:25 am-11:29 am

1 stop5h 04m

White Plains Westchester County

Tue 12/9

6:43 pm-10:37 pm

1 stop4h 54m

$193

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Fri 12/5

4:27 pm-10:09 pm

1 stop4h 42m

White Plains Westchester County

Sun 12/7

6:10 am-9:57 am

1 stop4h 47m

$197

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Sat 12/6

2:20 pm-10:09 pm

1 stop7h 49m

White Plains Westchester County

Sat 12/13

5:20 pm-12:04 am

1 stop6h 44m

$201

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Sat 12/6

11:30 am-6:00 pm

1 stop6h 30m

White Plains Westchester County

Sun 12/14

5:17 pm-10:54 pm

1 stop5h 37m

$215

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Fri 12/5

4:45 pm-10:09 pm

1 stop5h 24m

White Plains Westchester County

Sun 12/7

6:10 am-11:07 am

1 stop4h 57m

$229

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Fri 12/5

11:14 am-3:59 pm

1 stop4h 45m

White Plains Westchester County

Sun 12/7

4:30 pm-10:13 pm

1 stop5h 43m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

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 November 6, 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 5h 04m. 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.

  • What are the cheapest airlines to fly from Kentucky to Westchester County one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $99. However, be on the lookout for offers from American Airlines 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.

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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$222Average$378FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$238Average$384FlexibilityNo cancel feeOn-time71%

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