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Westchester County

$80+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — HPN
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
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 June 16, 2025.

Round-trip from

$159
(American Airlines)

One-way from

$80
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$286
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. 12% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 16, 2025.

This American Airlines deal was found by Cheapflights users on 6/14. 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.
Thu 8/213:29 pmBNA - HPN
1 stop6h 56mAmerican Airlines
Wed 8/276:00 amHPN - BNA
1 stop7h 02mAmerican Airlines
Deal found 6/14$159
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Wed 7/237:45 pmCVG - HPN
1 stop3h 43mAmerican Airlines
Mon 7/285:29 pmHPN - CVG
1 stop4h 40mAmerican Airlines
Deal found 6/14$215
This Delta deal was found by Cheapflights users on 6/15. 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 10/256:40 amBNA - HPN
1 stop4h 06mDelta
Mon 11/36:40 pmHPN - BNA
1 stop5h 04mDelta
Deal found 6/15$217
This Delta deal was found by Cheapflights users on 6/16. 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.
Wed 7/168:00 amCVG - HPN
1 stop3h 57mDelta
Wed 7/236:00 amHPN - CVG
1 stop5h 09mDelta
Deal found 6/16$227
This Delta deal was found by Cheapflights users on 6/15. 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 9/117:00 amSDF - HPN
1 stop5h 11mDelta
Mon 9/156:40 pmHPN - SDF
1 stop5h 16mDelta
Deal found 6/15$277
This American Airlines deal was found by Cheapflights users on 6/16. 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 10/187:04 amLEX - HPN
1 stop6h 03mAmerican Airlines
Sat 10/257:26 amHPN - LEX
1 stop4h 34mAmerican Airlines
Deal found 6/16$309
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Tue 7/111:06 amTYS - HPN
1 stop3h 34mAmerican Airlines
Sat 7/511:29 amHPN - TYS
1 stop5h 21mAmerican Airlines
Deal found 6/14$315
This Delta deal was found by Cheapflights users on 6/14. 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.
Wed 7/28:06 amLEX - HPN
1 stop3h 52mDelta
Sat 7/56:00 amHPN - LEX
1 stop6h 17mDelta
Deal found 6/14$371
This Delta deal was found by Cheapflights users on 6/14. 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.
Tue 7/810:25 amTRI - HPN
1 stop6h 10mDelta
Sat 7/126:00 amHPN - TRI
1 stop5h 23mDelta
Deal found 6/14$383
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Sun 7/135:05 amTRI - HPN
1 stop4h 14mAmerican Airlines
Sun 7/206:51 pmHPN - TRI
1 stop5h 07mAmerican Airlines
Deal found 6/15$431
This Mytrip deal was found by Cheapflights users on 6/15. 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.
Mon 6/301:44 pmCVG - HPN
1 stop21h 45mMultiple Airlines
Fri 7/412:06 pmHPN - CVG
2 stops11h 32mMultiple Airlines
Deal found 6/15$466
This Mytrip deal was found by Cheapflights users on 6/15. 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.
Mon 6/3012:55 pmTYS - HPN
2 stops8h 04mMultiple Airlines
Fri 7/41:23 pmHPN - TYS
2 stops8h 52mMultiple Airlines
Deal found 6/15$475

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 June 16, 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 8/21

3:29 pm-11:25 pm

1 stop6h 56m

White Plains Westchester County

Wed 8/27

6:00 am-12:02 pm

1 stop7h 02m

$159

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Wed 7/23

7:45 pm-11:28 pm

1 stop3h 43m

White Plains Westchester County

Mon 7/28

5:29 pm-10:09 pm

1 stop4h 40m

$215

NashvilleWhite Plains

BNA - HPN

BNAHPN

Nashville Intl

Sat 10/25

6:40 am-11:46 am

1 stop4h 06m

White Plains Westchester County

Mon 11/3

6:40 pm-10:44 pm

1 stop5h 04m

$217

CincinnatiWhite Plains

CVG - HPN

CVGHPN

Cincinnati Cinci./N. Kentucky

Wed 7/16

8:00 am-11:57 am

1 stop3h 57m

White Plains Westchester County

Wed 7/23

6:00 am-11:09 am

1 stop5h 09m

$227

LouisvilleWhite Plains

SDF - HPN

SDFHPN

Louisville Intl

Thu 9/11

7:00 am-12:11 pm

1 stop5h 11m

White Plains Westchester County

Mon 9/15

6:40 pm-11:56 pm

1 stop5h 16m

$277

LexingtonWhite Plains

LEX - HPN

LEXHPN

Lexington Blue Grass

Sat 10/18

7:04 am-1:07 pm

1 stop6h 03m

White Plains Westchester County

Sat 10/25

7:26 am-12:00 pm

1 stop4h 34m

$309

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

11:29 am-4:50 pm

1 stop5h 21m

$315

LexingtonWhite Plains

LEX - HPN

LEXHPN

Lexington Blue Grass

Wed 7/2

8:06 am-11:58 am

1 stop3h 52m

White Plains Westchester County

Sat 7/5

6:00 am-12:17 pm

1 stop6h 17m

$371

BlountvilleWhite Plains

TRI - HPN

TRIHPN

Blountville Tri Cities TN/VA

Tue 7/8

10:25 am-4:35 pm

1 stop6h 10m

White Plains Westchester County

Sat 7/12

6:00 am-11:23 am

1 stop5h 23m

$383

BlountvilleWhite Plains

TRI - HPN

TRIHPN

Blountville Tri Cities TN/VA

Sun 7/13

5:05 am-9:19 am

1 stop4h 14m

White Plains Westchester County

Sun 7/20

6:51 pm-11:58 pm

1 stop5h 07m

$431

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 32 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 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 $339). 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 June 16, 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 June 16, 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
181 reviews

Overall

8.1

Boarding

8.3

Food

6.7

Comfort

8.2

Entertainment

6.6

Crew

8.8

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
181 reviews
Breeze Airways
8.1
Very good
181 reviews

Overall

8.1

Boarding

8.3

Food

6.7

Comfort

8.2

Entertainment

6.6

Crew

8.8

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
10,000 reviews
Breeze Airways
8.1
Very good
181 reviews

Overall

8.1

Boarding

8.3

Food

6.7

Comfort

8.2

Entertainment

6.6

Crew

8.8

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
7,963 reviews
Breeze Airways
8.1
Very good
181 reviews

Overall

8.1

Boarding

8.3

Food

6.7

Comfort

8.2

Entertainment

6.6

Crew

8.8

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
181 reviews

Overall

8.1

Boarding

8.3

Food

6.7

Comfort

8.2

Entertainment

6.6

Crew

8.8

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 $80. 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 $339). 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

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Alternative routes for Kentucky to Westchester County

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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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$197Average$336FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$340FlexibilityNo cancel feeOn-time71%

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