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Kentucky

$80+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SDF
Mar 8 — Mar 151
Sat 3/8
Sat 3/15
1 adult, Economy
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Cheap 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 March 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$159
(American Airlines)

One-way from

$80
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$276
Provider with most accurate pricing for New York (NYC)-Louisville Intl flight deals.
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From Westchester County to Kentucky
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One-way flight from Westchester County to Kentucky
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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 ($10 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find 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 March 3, 2025.

This American Airlines deal was found by Cheapflights users on 3/2. 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.
Fri 8/223:12 pmHPN - BNA
1 stop6h 55mAmerican Airlines
Mon 8/256:46 amBNA - HPN
1 stop3h 33mAmerican Airlines
Deal found 3/2$159
This American Airlines deal was found by Cheapflights users on 3/3. 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.
Fri 4/47:15 amHPN - CVG
1 stop6h 46mAmerican Airlines
Mon 4/74:19 pmCVG - HPN
1 stop5h 34mAmerican Airlines
Deal found 3/3$213
This Delta deal was found by Cheapflights users on 3/3. 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.
Fri 3/216:58 pmHPN - BNA
1 stop5h 09mDelta
Mon 3/245:15 amBNA - HPN
1 stop5h 48mDelta
Deal found 3/3$217
This Delta deal was found by Cheapflights users on 3/2. 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.
Wed 4/25:24 pmHPN - SDF
1 stop4h 11mDelta
Wed 4/97:35 amSDF - HPN
1 stop4h 17mDelta
Deal found 3/2$217
This Mytrip deal was found by Cheapflights users on 3/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/108:00 amHPN - SDF
2 stops34h 21mMultiple Airlines
Mon 3/1711:03 amSDF - HPN
1 stop25h 27mMultiple Airlines
Deal found 3/2$272
This Mytrip deal was found by Cheapflights users on 3/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/3012:06 pmHPN - BNA
2 stops25h 06mMultiple Airlines
Sun 6/19:33 pmBNA - HPN
2 stops12h 48mMultiple Airlines
Deal found 3/3$292
This Delta deal was found by Cheapflights users on 3/2. 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.
Fri 3/144:29 pmHPN - CVG
1 stop7h 30mDelta
Wed 3/1910:34 amCVG - HPN
1 stop6h 06mDelta
Deal found 3/2$333
This Mytrip deal was found by Cheapflights users on 3/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/212:06 pmHPN - TYS
2 stops20h 03mMultiple Airlines
Sun 5/43:52 pmTYS - HPN
2 stops29h 07mMultiple Airlines
Deal found 3/3$367
This Delta deal was found by Cheapflights users on 3/1. 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.
Sat 5/244:27 pmHPN - LEX
1 stop4h 30mDelta
Tue 5/277:45 amLEX - HPN
1 stop4h 13mDelta
Deal found 3/1$379
This Mytrip deal was found by Cheapflights users on 3/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/48:00 amHPN - CVG
2 stops25h 30mMultiple Airlines
Mon 4/76:10 pmCVG - HPN
1 stop16h 50mMultiple Airlines
Deal found 3/3$389
This Delta deal was found by Cheapflights users on 3/3. 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.
Tue 6/310:29 amHPN - TYS
1 stop4h 48mDelta
Tue 6/104:00 pmTYS - HPN
1 stop5h 44mDelta
Deal found 3/3$407
This Delta deal was found by Cheapflights users on 3/3. 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.
Sat 4/266:00 amHPN - TRI
1 stop6h 15mDelta
Tue 4/294:17 pmTRI - HPN
1 stop6h 01mDelta
Deal found 3/3$417

Find flights from Westchester County to Kentucky within your budget

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 March 3, 2025.

Fly from

Westchester County

Fly to

Kentucky

Route

Depart

Return

Price

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 8/22

3:12 pm-9:07 pm

1 stop6h 55m

Nashville Intl

Mon 8/25

6:46 am-11:19 am

1 stop3h 33m

$159

White PlainsCincinnati

HPN - CVG

HPNCVG

White Plains Westchester County

Fri 4/4

7:15 am-2:01 pm

1 stop6h 46m

Cincinnati Cinci./N. Kentucky

Mon 4/7

4:19 pm-9:53 pm

1 stop5h 34m

$213

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 3/21

6:58 pm-11:07 pm

1 stop5h 09m

Nashville Intl

Mon 3/24

5:15 am-12:03 pm

1 stop5h 48m

$217

White PlainsLouisville

HPN - SDF

HPNSDF

White Plains Westchester County

Wed 4/2

5:24 pm-9:35 pm

1 stop4h 11m

Louisville Intl

Wed 4/9

7:35 am-11:52 am

1 stop4h 17m

$217

White PlainsLouisville

HPN - SDF

HPNSDF

White Plains Westchester County

Mon 3/10

8:00 am-6:21 pm

2 stops34h 21m

Louisville Intl

Mon 3/17

11:03 am-12:30 pm

1 stop25h 27m

$272

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 5/30

12:06 pm-12:12 pm

2 stops25h 06m

Nashville Intl

Sun 6/1

9:33 pm-11:21 am

2 stops12h 48m

$292

White PlainsCincinnati

HPN - CVG

HPNCVG

White Plains Westchester County

Fri 3/14

4:29 pm-11:59 pm

1 stop7h 30m

Cincinnati Cinci./N. Kentucky

Wed 3/19

10:34 am-4:40 pm

1 stop6h 06m

$333

White PlainsKnoxville

HPN - TYS

HPNTYS

White Plains Westchester County

Fri 5/2

12:06 pm-8:09 am

2 stops20h 03m

Knoxville McGhee Tyson

Sun 5/4

3:52 pm-8:59 pm

2 stops29h 07m

$367

White PlainsLexington

HPN - LEX

HPNLEX

White Plains Westchester County

Sat 5/24

4:27 pm-8:57 pm

1 stop4h 30m

Lexington Blue Grass

Tue 5/27

7:45 am-11:58 am

1 stop4h 13m

$379

White PlainsCincinnati

HPN - CVG

HPNCVG

White Plains Westchester County

Fri 4/4

8:00 am-9:30 am

2 stops25h 30m

Cincinnati Cinci./N. Kentucky

Mon 4/7

6:10 pm-11:00 am

1 stop16h 50m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/1

Showing 1-10 of 30 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.

Travel insights for flights from Westchester County to Kentucky

Get recent, data-driven insights about flights from Westchester County to Kentucky including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Westchester County to Kentucky?

Currently, January is the cheapest month in which you can book a flight from Westchester County to Kentucky (average of $299). Flying from Westchester County to Kentucky in April is currently the most expensive (average of $369). 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.

Rainfall in Kentucky by month

Plan your trip to Kentucky by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kentucky ranges from 3.1 - 5.3 inches per month. May is typically the wettest month, when rainfall can reach 5.3 in. September is typically the driest time to visit Kentucky when rainfall is around 3.1 in.

Temperature in Kentucky by month

Plan your trip to Kentucky by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kentucky, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

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 March 3, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Alaska Airlines and Delta from Westchester County to Kentucky to help guide your decision. 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
152 reviews

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

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
152 reviews
Breeze Airways
8.1
Very good
152 reviews

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

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
9,710 reviews
Breeze Airways
8.1
Very good
152 reviews

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

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
8,068 reviews
Breeze Airways
8.1
Very good
152 reviews

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

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
152 reviews

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

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 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.

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

    The cheapest airlines for a one-way flight from Westchester County to Kentucky are American Airlines ($80), Delta ($109), and Breeze Airways ($669).

  • 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.

  • What is the cheapest month to book a flight from Westchester County to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from Westchester County to Kentucky (average of $299). Flying from Westchester County to Kentucky in April is currently the most expensive (average of $369). 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 Westchester County to Kentucky

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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 March 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$228Average$431FlexibilityNo cancel feeOn-time71%
DeltaCheapest$237Average$323FlexibilityNo cancel feeOn-timeN/A
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