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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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — HPN
ene. 3 — ene. 101
sáb. 1/3
sáb. 1/10
1 adult, Economy
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Cheap 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 diciembre 4, 2025.

This American Airlines deal was found by Cheapflights users on 12/2. 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.
dom. 12/213:54 pmBNA - HPN
1 stop5h 05mAmerican Airlines
vie. 1/26:30 amHPN - BNA
1 stop4h 17mAmerican Airlines
Deal found 12/2$213
This American Airlines deal was found by Cheapflights users on 12/2. 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.
mié. 12/311:22 amCVG - HPN
1 stop6h 47mAmerican Airlines
mar. 12/96:00 amHPN - CVG
1 stop5h 27mAmerican Airlines
Deal found 12/2$269
This American Airlines deal was found by Cheapflights users on 12/3. 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.
mié. 12/245:15 amBNA - HPN
2 stops8h 15mAmerican Airlines
lun. 12/296:56 pmHPN - BNA
1 stop5h 42mAmerican Airlines
Deal found 12/3$272
This Delta deal was found by Cheapflights users on 12/4. 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.
vie. 12/510:10 amBNA - HPN
1 stop4h 39mDelta
sáb. 12/66:50 pmHPN - BNA
1 stop4h 59mDelta
Deal found 12/4$291
This American Airlines deal was found by Cheapflights users on 12/3. 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.
dom. 12/216:35 amCVG - HPN
1 stop3h 59mAmerican Airlines
lun. 12/296:56 pmHPN - CVG
1 stop4h 55mAmerican Airlines
Deal found 12/3$309
This American Airlines deal was found by Cheapflights users on 12/3. 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.
jue. 12/181:12 pmBNA - HPN
1 stop6h 15mAmerican Airlines
lun. 12/225:56 pmHPN - BNA
1 stop6h 57mAmerican Airlines
Deal found 12/3$315
This American Airlines deal was found by Cheapflights users on 12/3. 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.
jue. 12/45:00 amHTS - HPN
1 stop4h 29mAmerican Airlines
dom. 12/77:59 amHPN - HTS
1 stop6h 34mAmerican Airlines
Deal found 12/3$328
This Delta deal was found by Cheapflights users on 12/3. 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.
vie. 12/58:05 amCVG - HPN
1 stop3h 54mDelta
lun. 12/86:50 pmHPN - CVG
1 stop5h 14mDelta
Deal found 12/3$329
This American Airlines deal was found by Cheapflights users on 12/4. 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.
vie. 12/198:45 amBNA - HPN
1 stop7h 01mAmerican Airlines
mar. 12/236:56 pmHPN - BNA
1 stop5h 42mAmerican Airlines
Deal found 12/4$341
This Delta deal was found by Cheapflights users on 12/2. 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.
mié. 12/37:15 amSDF - HPN
1 stop7h 13mDelta
sáb. 12/66:10 amHPN - SDF
1 stop7h 06mDelta
Deal found 12/2$349
This Delta deal was found by Cheapflights users on 12/1. 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.
mar. 12/25:15 pmLEX - HPN
1 stop4h 54mDelta
mar. 12/912:55 pmHPN - LEX
1 stop4h 26mDelta
Deal found 12/1$349
This American Airlines deal was found by Cheapflights users on 12/3. 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.
sáb. 12/204:44 pmCVG - HPN
1 stop5h 15mAmerican Airlines
sáb. 12/276:30 amHPN - CVG
1 stop4h 17mAmerican Airlines
Deal found 12/3$352

Find 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 diciembre 4, 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

July

Average price

$369
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.
Search Deals
From Kentucky to Westchester County
Search Deals
One-way flight from Kentucky to Westchester County
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
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 December 2025
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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 diciembre 4, 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

vie. 1/16

5:00 am-1:00 pm

1 stop7h 00m

White Plains Westchester County

lun. 1/19

5:15 pm-9:36 pm

1 stop5h 21m

$159

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

vie. 1/30

5:00 am-10:30 am

1 stop4h 30m

White Plains Westchester County

sáb. 1/31

12:00 pm-5:46 pm

1 stop6h 46m

$159

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

mar. 1/6

8:25 am-2:26 pm

1 stop5h 01m

White Plains Westchester County

sáb. 1/10

5:15 pm-11:00 pm

1 stop6h 45m

$197

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

lun. 2/9

7:00 am-4:32 pm

1 stop8h 32m

White Plains Westchester County

mié. 2/11

12:59 pm-7:24 pm

1 stop7h 25m

$197

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

lun. 2/9

5:00 am-1:00 pm

1 stop7h 00m

White Plains Westchester County

mié. 2/11

3:09 pm-7:28 pm

1 stop5h 19m

$197

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

vie. 1/9

4:59 pm-10:00 pm

1 stop5h 01m

White Plains Westchester County

dom. 1/11

3:10 pm-10:35 pm

1 stop7h 25m

$229

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

vie. 1/9

2:25 pm-10:00 pm

1 stop7h 35m

White Plains Westchester County

lun. 1/12

3:10 pm-10:35 pm

1 stop7h 25m

$229

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

mar. 1/6

9:00 am-3:59 pm

1 stop5h 59m

White Plains Westchester County

sáb. 1/10

3:09 pm-10:52 pm

2 stops8h 43m

$234

LouisvilleWhite Plains

SDF - HPN

SDFHPN

Louisville Intl

sáb. 1/31

12:22 pm-6:00 pm

1 stop5h 38m

White Plains Westchester County

mié. 2/4

12:38 pm-6:13 pm

1 stop5h 35m

$281

LouisvilleWhite Plains

SDF - HPN

SDFHPN

Louisville Intl

mié. 1/14

3:37 pm-10:00 pm

1 stop6h 23m

White Plains Westchester County

mar. 1/20

6:40 pm-11:50 pm

1 stop5h 10m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

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 diciembre 4, 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 01m. Fly via American Airlines or Delta to get the fastest option. The distance between Kentucky and Westchester County is about 595 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 diciembre 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$222Average$376FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$382FlexibilityNo cancel feeOn-time71%

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