HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Westchester County

$104+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — HPN
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kentucky to Westchester County with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 15, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$159
(American Airlines)

One-way from

$104
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$268
Provider with most accurate pricing for Louisville Intl-New York (NYC) flight deals.
Search Deals
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. 11% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 April 15, 2025.

This American Airlines deal was found by Cheapflights users on 4/15. 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 5/216:00 amBNA - HPN
1 stop3h 50mAmerican Airlines
Wed 5/283:04 pmHPN - BNA
1 stop7h 09mAmerican Airlines
Deal found 4/15$159
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:25 amBNA - HPN
1 stop4h 46mDelta
Tue 10/74:19 pmHPN - BNA
1 stop7h 20mDelta
Deal found 4/15$217
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/296:15 amCVG - HPN
1 stop5h 43mDelta
Sun 6/16:00 amHPN - CVG
1 stop5h 06mDelta
Deal found 4/15$217
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1110:45 amSDF - HPN
1 stop5h 19mDelta
Mon 7/146:00 amHPN - SDF
1 stop5h 34mDelta
Deal found 4/14$229
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Fri 5/237:13 amCVG - HPN
1 stop3h 37mAmerican Airlines
Mon 5/266:30 amHPN - CVG
1 stop3h 42mAmerican Airlines
Deal found 4/15$287
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Tue 7/111:06 amTYS - HPN
1 stop3h 34mAmerican Airlines
Sat 7/511:19 amHPN - TYS
1 stop6h 20mAmerican Airlines
Deal found 4/15$337
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/17:30 amLEX - HPN
1 stop4h 14mDelta
Sun 8/36:00 amHPN - LEX
1 stop4h 26mDelta
Deal found 4/14$356
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/127:30 amTYS - HPN
1 stop4h 14mDelta
Sun 7/206:00 amHPN - TYS
1 stop5h 07mDelta
Deal found 4/15$427
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/178:55 amCVG - HPN
2 stops27h 35mMultiple Airlines
Wed 6/258:10 amHPN - CVG
2 stops28h 04mMultiple Airlines
Deal found 4/14$447
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/24:17 pmTRI - HPN
1 stop19h 47mDelta
Sun 5/46:40 pmHPN - TRI
1 stop14h 58mDelta
Deal found 4/14$455
This Mytrip deal was found by Cheapflights users on 4/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/238:40 pmBNA - HPN
1 stop22h 50mMultiple Airlines
Mon 5/268:00 amHPN - BNA
2 stops28h 08mMultiple Airlines
Deal found 4/15$498
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Fri 5/211:11 amTRI - HPN
2 stops6h 49mAmerican Airlines
Sun 5/47:59 amHPN - TRI
1 stop6h 08mAmerican Airlines
Deal found 4/14$562

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 April 15, 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

Wed 5/21

6:00 am-10:50 am

1 stop3h 50m

White Plains Westchester County

Wed 5/28

3:04 pm-9:13 pm

1 stop7h 09m

$159

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Tue 9/30

6:40 am-11:46 am

1 stop4h 06m

White Plains Westchester County

Sat 10/4

6:00 am-11:12 am

1 stop6h 12m

$217

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Thu 5/29

6:15 am-11:58 am

1 stop5h 43m

White Plains Westchester County

Sun 6/1

6:00 am-11:06 am

1 stop5h 06m

$217

LouisvilleWhite Plains

SDF - HPN

SDFHPN

Louisville Intl

Fri 7/11

10:45 am-4:04 pm

1 stop5h 19m

White Plains Westchester County

Mon 7/14

6:00 am-11:34 am

1 stop5h 34m

$229

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Fri 5/23

7:13 am-10:50 am

1 stop3h 37m

White Plains Westchester County

Mon 5/26

6:30 am-10:12 am

1 stop3h 42m

$287

KnoxvilleWhite Plains

TYS - HPN

TYSHPN

Knoxville McGhee Tyson

Tue 7/1

11:06 am-2:40 pm

1 stop3h 34m

White Plains Westchester County

Sat 7/5

11:19 am-5:39 pm

1 stop6h 20m

$337

LexingtonWhite Plains

LEX - HPN

LEXHPN

Lexington Blue Grass

Fri 8/1

7:30 am-11:44 am

1 stop4h 14m

White Plains Westchester County

Sun 8/3

6:00 am-10:26 am

1 stop4h 26m

$356

KnoxvilleWhite Plains

TYS - HPN

TYSHPN

Knoxville McGhee Tyson

Sat 7/12

7:30 am-11:44 am

1 stop4h 14m

White Plains Westchester County

Sun 7/20

6:00 am-11:07 am

1 stop5h 07m

$427

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Tue 6/17

8:55 am-12:30 pm

2 stops27h 35m

White Plains Westchester County

Wed 6/25

8:10 am-12:14 pm

2 stops28h 04m

$447

BlountvilleWhite Plains

TRI - HPN

TRIHPN

Blountville Tri Cities TN/VA

Fri 5/2

4:17 pm-12:04 pm

1 stop19h 47m

White Plains Westchester County

Sun 5/4

6:40 pm-9:38 am

1 stop14h 58m

$455

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Showing 1-10 of 31 results
1
2
3
4

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 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 $341). 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.

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 April 15, 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.

Reviews of airlines servicing Westchester County

Get insights into the airlines that provide service to Westchester County. 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 Westchester County. Reviews last updated April 15, 2025.
Get a feel of what it's like to fly with Breeze Airways, Alaska Airlines and Delta from Kentucky to Westchester County by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
158 reviews

Food

6.7

Overall

8.1

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
158 reviews
Breeze Airways
8.1
Very good
158 reviews

Food

6.7

Overall

8.1

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Alaska Airlines
8.0
Very good
9,876 reviews
Breeze Airways
8.1
Very good
158 reviews

Food

6.7

Overall

8.1

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,917 reviews
Breeze Airways
8.1
Very good
158 reviews

Food

6.7

Overall

8.1

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
158 reviews

Food

6.7

Overall

8.1

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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 $104. 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 $341). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Kentucky to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to John F Kennedy Intl flights
San Francisco to John F Kennedy Intl flights
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
Los Angeles to Newark flights
Fort Lauderdale to Newark flights
Seattle to Newark flights
O'Hare Intl to LaGuardia flights
San Francisco to Newark flights
Atlanta to LaGuardia flights
Los Angeles to LaGuardia flights
Miami to Newark flights
Seattle to John F Kennedy Intl flights
Miami to LaGuardia flights
Orlando to LaGuardia flights
O'Hare Intl to Newark flights
O'Hare Intl to John F Kennedy Intl flights
Miami to John F Kennedy Intl flights
Orlando to Newark flights
Dallas/Fort Worth to Newark flights
Atlanta to John F Kennedy Intl flights
Fort Lauderdale to John F Kennedy Intl flights
San Francisco to LaGuardia flights
Fort Lauderdale to LaGuardia flights
Atlanta to Newark flights
Hobby to LaGuardia flights
Hobby to John F Kennedy Intl flights
Hobby to Newark flights
Ontario to John F Kennedy Intl flights
Denver to Newark flights
Tampa to John F Kennedy Intl flights
Denver to John F Kennedy Intl flights
Tampa to Newark flights
Sky Harbor Intl to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
Burbank to Newark flights
Detroit to John F Kennedy Intl flights
West Palm Beach to John F Kennedy Intl flights
George Bush Intcntl to Newark flights
San Diego to John F Kennedy Intl flights
Midway to Newark flights
Midway to John F Kennedy Intl flights
Seattle to LaGuardia flights
George Bush Intcntl to John F Kennedy Intl flights
Charlotte to John F Kennedy Intl flights
Tampa to LaGuardia flights
Ontario to Newark flights
Detroit to Newark flights
Sky Harbor Intl to Newark flights
Boston to Newark flights

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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$197Average$336FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$218Average$320FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.