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Kentucky

$97+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SDF
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/17. 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 12/195:16 pmHPN - BNA
1 stop5h 45mAmerican Airlines
Sun 12/211:12 pmBNA - HPN
1 stop6h 15mAmerican Airlines
Deal found 12/17$291
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/316:27 amHPN - CVG
1 stop5h 47mAmerican Airlines
Sun 1/411:24 amCVG - HPN
1 stop6h 02mAmerican Airlines
Deal found 12/16$299
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/315:56 pmHPN - BNA
1 stop5h 08mAmerican Airlines
Sun 1/48:45 amBNA - HPN
1 stop7h 01mAmerican Airlines
Deal found 12/15$303
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:16 pmHPN - CVG
1 stop5h 41mDelta
Mon 1/56:10 amCVG - HPN
1 stop5h 46mDelta
Deal found 12/16$329
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Sat 12/275:16 pmHPN - BNA
1 stop5h 34mAmerican Airlines
Mon 12/291:11 pmBNA - HPN
1 stop4h 13mAmerican Airlines
Deal found 12/16$334
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:16 pmHPN - CVG
1 stop5h 41mDelta
Fri 1/26:00 amCVG - HPN
1 stop5h 59mDelta
Deal found 12/16$373
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/313:00 pmHPN - SDF
1 stop4h 26mAmerican Airlines
Sun 1/43:44 pmSDF - HPN
1 stop7h 16mAmerican Airlines
Deal found 12/16$374
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:16 pmHPN - CVG
1 stop5h 41mDelta
Thu 1/16:00 amCVG - HPN
1 stop5h 59mDelta
Deal found 12/16$388
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/175:19 pmHPN - BNA
1 stop5h 20mAmerican Airlines
Fri 12/193:54 pmBNA - HPN
1 stop5h 05mAmerican Airlines
Deal found 12/17$391
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/3111:04 amHPN - TYS
1 stop5h 34mAmerican Airlines
Fri 1/25:00 amTYS - HPN
1 stop4h 29mAmerican Airlines
Deal found 12/17$393
This Delta deal was found by Cheapflights users on 12/17. 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 12/193:08 pmHPN - SDF
1 stop8h 00mDelta
Sun 12/217:25 amSDF - HPN
1 stop4h 34mDelta
Deal found 12/17$409
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Sun 12/215:16 pmHPN - BNA
1 stop6h 17mAmerican Airlines
Wed 12/245:19 amBNA - HPN
1 stop16h 25mAmerican Airlines
Deal found 12/16$418

Find 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$159
(American Airlines)

One-way from

$97
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$507
Provider with most accurate pricing for New York (NYC)-Louisville Intl flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Louisville Intl flights.
Search Deals
From Westchester County to Kentucky
Search Deals
One-way flight from Westchester County to Kentucky
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($16 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 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 December 18, 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

Fri 2/6

12:00 pm-5:46 pm

1 stop6h 46m

Nashville Intl

Mon 2/9

2:23 pm-11:00 pm

1 stop7h 37m

$159

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 1/16

5:15 pm-9:36 pm

1 stop5h 21m

Nashville Intl

Mon 1/19

5:00 am-10:30 am

1 stop4h 30m

$159

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 2/13

5:16 pm-10:00 pm

1 stop5h 44m

Nashville Intl

Tue 2/17

10:45 am-8:15 pm

2 stops8h 30m

$164

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Tue 1/13

3:09 pm-7:28 pm

1 stop5h 19m

Nashville Intl

Tue 1/20

1:22 pm-8:08 pm

2 stops5h 46m

$164

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Wed 1/7

5:15 pm-10:27 pm

2 stops6h 12m

Nashville Intl

Wed 1/14

1:22 pm-8:08 pm

2 stops5h 46m

$169

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Thu 1/15

6:00 am-10:47 am

1 stop5h 47m

Nashville Intl

Thu 1/22

10:39 am-3:49 pm

1 stop4h 10m

$197

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Wed 1/7

6:40 pm-11:00 pm

1 stop5h 20m

Nashville Intl

Sun 1/11

6:15 am-11:58 am

1 stop4h 43m

$197

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Thu 1/8

5:12 pm-8:30 pm

1 stop4h 18m

Nashville Intl

Mon 1/12

7:00 am-4:32 pm

1 stop8h 32m

$197

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 1/9

6:00 am-10:49 am

1 stop5h 49m

Nashville Intl

Sun 1/11

6:15 am-11:58 am

1 stop4h 43m

$197

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Wed 4/1

5:17 pm-9:09 pm

1 stop4h 52m

Nashville Intl

Wed 4/8

6:10 am-11:43 am

1 stop4h 33m

$210

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 60 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
No data available for this route at this time. Please check back soon.

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 December 18, 2025.
Read through reviews of airlines operating flights from Westchester County to Kentucky, such as Delta and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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.

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

    Departing from Westchester County to Kentucky will take you 6h 46m. Airlines will cover a distance of 778 mi. This flight may include one or multiple stops.

  • 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.

See more FAQs

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Alternative routes for Westchester County to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$207Average$398FlexibilityNo cancel feeOn-time71%
DeltaCheapest$238Average$323FlexibilityNo cancel feeOn-timeN/A

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