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Kentucky

$94+ Cheap flights from White Plains (HPN) 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SDF
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from White Plains to Kentucky

Keep the following information in mind while searching for White Plains to Kentucky flight deals. Data was last updated September 11, 2025.

Round-trip from

$159
(American Airlines)

One-way from

$94
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$352
From White Plains Westchester County to Kentucky
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One-way flight from White Plains 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 September 2025
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Find flight deals from White Plains to Kentucky

Cheapest flights from White Plains to Kentucky
Explore the most affordable flight options available from White Plains to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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 10/36:50 pmHPN - BNA
1 stop4h 49mAmerican Airlines
Mon 10/65:35 amBNA - HPN
1 stop4h 54mAmerican Airlines
Deal found 9/10$159
This American Airlines deal was found by Cheapflights users on 9/10. 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 9/266:50 pmHPN - BNA
1 stop4h 49mAmerican Airlines
Tue 9/309:15 amBNA - HPN
2 stops8h 05mAmerican Airlines
Deal found 9/10$164
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Mon 10/274:30 pmHPN - BNA
1 stop6h 50mAmerican Airlines
Wed 10/297:20 amBNA - HPN
1 stop7h 39mAmerican Airlines
Deal found 9/10$187
This American Airlines deal was found by Cheapflights users on 9/8. 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 9/187:59 amHPN - BNA
1 stop6h 45mAmerican Airlines
Mon 9/226:02 pmBNA - HPN
1 stop4h 24mAmerican Airlines
Deal found 9/8$188
This American Airlines deal was found by Cheapflights users on 9/9. 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 11/74:30 pmHPN - BNA
1 stop6h 38mAmerican Airlines
Tue 11/1110:16 amBNA - HPN
1 stop4h 43mAmerican Airlines
Deal found 9/9$193
This American Airlines deal was found by Cheapflights users on 9/11. 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 11/511:27 amHPN - BNA
2 stops6h 20mAmerican Airlines
Sat 11/88:47 amBNA - HPN
1 stop7h 04mAmerican Airlines
Deal found 9/11$195
This American Airlines deal was found by Cheapflights users on 9/9. 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 11/411:27 amHPN - BNA
2 stops6h 20mAmerican Airlines
Tue 11/1111:59 amBNA - HPN
2 stops7h 11mAmerican Airlines
Deal found 9/9$201
This American Airlines deal was found by Cheapflights users on 9/8. 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 11/16:30 amHPN - CVG
1 stop5h 17mAmerican Airlines
Tue 11/46:00 amCVG - HPN
1 stop7h 00mAmerican Airlines
Deal found 9/8$201
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Mon 9/223:23 pmHPN - BNA
1 stop4h 08mAmerican Airlines
Thu 9/257:20 amBNA - HPN
1 stop7h 39mAmerican Airlines
Deal found 9/10$212
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/166:00 amHPN - CVG
1 stop5h 35mAmerican Airlines
Sat 10/183:21 pmCVG - HPN
1 stop7h 31mAmerican Airlines
Deal found 9/9$215
This Delta deal was found by Cheapflights users on 9/10. 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 10/75:20 pmHPN - BNA
1 stop4h 35mDelta
Wed 10/156:00 amBNA - HPN
1 stop4h 59mDelta
Deal found 9/10$217
This American Airlines deal was found by Cheapflights users on 9/9. 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 11/74:30 pmHPN - BNA
1 stop6h 38mAmerican Airlines
Mon 11/104:42 pmBNA - HPN
1 stop5h 47mAmerican Airlines
Deal found 9/9$227

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains 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 September 11, 2025.
Use the filters below to find and compare flights from White Plains to Kentucky that are best for you.

Fly from

White Plains

Fly to

Kentucky

Route

Depart

Return

Price

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 10/3

6:50 pm-10:39 pm

1 stop4h 49m

Nashville Intl

Mon 10/6

5:35 am-11:29 am

1 stop4h 54m

$159

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 9/26

6:50 pm-10:39 pm

1 stop4h 49m

Nashville Intl

Tue 9/30

9:15 am-3:59 pm

1 stop5h 44m

$159

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Mon 10/27

4:30 pm-10:20 pm

1 stop6h 50m

Nashville Intl

Wed 10/29

7:20 am-3:59 pm

1 stop7h 39m

$187

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 10/17

5:57 pm-11:52 pm

1 stop6h 55m

Nashville Intl

Wed 10/22

5:35 am-11:29 am

1 stop4h 54m

$193

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 11/7

4:30 pm-10:08 pm

1 stop6h 38m

Nashville Intl

Tue 11/11

3:36 pm-10:30 pm

1 stop5h 54m

$193

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Wed 11/5

11:27 am-4:47 pm

2 stops6h 20m

Nashville Intl

Sat 11/8

8:47 am-4:51 pm

1 stop7h 04m

$195

White PlainsCincinnati

HPN - CVG

HPNCVG

White Plains Westchester County

Sat 11/1

6:30 am-11:47 am

1 stop5h 17m

Cincinnati Cinci./N. Kentucky

Tue 11/4

6:00 am-1:00 pm

1 stop7h 00m

$201

White PlainsCincinnati

HPN - CVG

HPNCVG

White Plains Westchester County

Sat 10/4

6:00 am-12:22 pm

1 stop6h 22m

Cincinnati Cinci./N. Kentucky

Sat 10/11

12:05 pm-5:27 pm

1 stop5h 22m

$215

White PlainsCincinnati

HPN - CVG

HPNCVG

White Plains Westchester County

Thu 10/16

6:00 am-11:35 am

1 stop5h 35m

Cincinnati Cinci./N. Kentucky

Sat 10/18

3:21 pm-10:52 pm

1 stop7h 31m

$215

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Tue 10/7

5:20 pm-8:55 pm

1 stop4h 35m

Nashville Intl

Wed 10/15

6:00 am-11:59 am

1 stop4h 59m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 60 results
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Best time to book a flight from White Plains to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from White Plains 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 White Plains to Kentucky

What is the cheapest month to book a flight from White Plains to Kentucky?

Currently, January is the cheapest month in which you can book a flight from White Plains to Kentucky (average of $299). Flying from White Plains 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.

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 September 11, 2025.
Read reviews from past customers who have flown Delta and American Airlines from White Plains to Kentucky. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

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
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

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
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

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 White Plains to Kentucky. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from White Plains to Kentucky?

    White Plains Westchester County (HPN), located 3.7 mi from the city center, is the airport you fly out of when you book flights from White Plains to Kentucky.

  • How long is the flight from White Plains to Kentucky?

    Airlines like American Airlines and Delta fly from White Plains to Kentucky in about 4h 49m. The time it takes to get you to your destination can typically vary by up to 2h 06m. White Plains and Kentucky are separated by a distance of 778 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from White Plains to Kentucky?

    While some choose either White Plains Westchester County - Cincinnati Cinci./N. Kentucky or White Plains Westchester County - Lexington Blue Grass, White Plains Westchester County - Nashville Intl is the most popular route from White Plains to Kentucky.

  • Can I find deals for flights from White Plains to Kentucky that include hotel bookings?

    Yes. In addition to deals on White Plains to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from White Plains to Kentucky?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from White Plains to Kentucky.

  • Can I find deals for business class flights from White Plains to Kentucky?

    Yes. Cheapflights offers flight deals from White Plains 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 White Plains to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from White Plains to Kentucky (average of $299). Flying from White Plains 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 White Plains 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 White Plains to Kentucky

Discover the top 2 airlines that operate flights from White Plains 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$228Average$433FlexibilityNo cancel feeOn-time71%
DeltaCheapest$238Average$323FlexibilityNo cancel feeOn-timeN/A

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