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Kentucky

$99+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SDF
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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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 October 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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 11/1212:00 pmHPN - BNA
1 stop5h 49mAmerican Airlines
Sat 11/1510:14 amBNA - HPN
1 stop6h 15mAmerican Airlines
Deal found 10/28$159
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/63:00 pmHPN - BNA
2 stops7h 34mAmerican Airlines
Wed 12/1011:59 amBNA - HPN
2 stops7h 07mAmerican Airlines
Deal found 10/28$169
This Delta deal was found by Cheapflights users on 10/28. 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 12/56:50 pmHPN - BNA
1 stop5h 19mDelta
Mon 12/86:25 amBNA - HPN
1 stop4h 35mDelta
Deal found 10/28$197
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/84:30 pmHPN - BNA
1 stop8h 24mAmerican Airlines
Tue 11/1110:16 amBNA - HPN
1 stop6h 13mAmerican Airlines
Deal found 10/27$198
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/1711:27 amHPN - BNA
1 stop4h 28mAmerican Airlines
Thu 11/205:25 amBNA - HPN
1 stop5h 04mAmerican Airlines
Deal found 10/27$217
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/175:16 pmHPN - BNA
2 stops6h 25mAmerican Airlines
Wed 11/1911:59 amBNA - HPN
2 stops7h 11mAmerican Airlines
Deal found 10/27$227
This Delta deal was found by Cheapflights users on 10/28. 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 12/45:17 pmHPN - BNA
1 stop4h 48mDelta
Sun 12/76:00 amBNA - HPN
1 stop4h 59mDelta
Deal found 10/28$228
This Delta deal was found by Cheapflights users on 10/29. 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 12/46:10 amHPN - CVG
1 stop4h 57mDelta
Sun 12/78:05 amCVG - HPN
1 stop3h 54mDelta
Deal found 10/29$229
This Delta deal was found by Cheapflights users on 10/28. 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 11/123:08 pmHPN - CVG
1 stop8h 21mDelta
Sat 11/156:05 amCVG - HPN
1 stop5h 54mDelta
Deal found 10/28$249
This Delta deal was found by Cheapflights users on 10/29. 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 12/116:10 amHPN - CVG
1 stop4h 57mDelta
Sun 12/148:05 amCVG - HPN
1 stop3h 54mDelta
Deal found 10/29$266
This Delta deal was found by Cheapflights users on 10/29. 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 11/146:41 pmHPN - CVG
1 stop5h 28mDelta
Mon 11/172:27 pmCVG - HPN
1 stop7h 42mDelta
Deal found 10/29$269
This Delta deal was found by Cheapflights users on 10/28. 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 12/26:50 pmHPN - SDF
1 stop5h 09mDelta
Wed 12/1010:44 amSDF - HPN
1 stop5h 05mDelta
Deal found 10/28$281

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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$159
(American Airlines)

One-way from

$99
(Delta)

Popular in

December

Cheapest in

January

Average price

$379
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.
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From White Plains Westchester County to Kentucky
Search Deals
One-way flight from White Plains Westchester County to Kentucky
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 29, 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 12/5

5:59 pm-11:56 pm

1 stop6h 57m

Nashville Intl

Tue 12/9

3:29 pm-10:30 pm

1 stop6h 01m

$159

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Thu 12/4

3:12 pm-9:39 pm

1 stop7h 27m

Nashville Intl

Mon 12/8

5:25 am-11:29 am

1 stop5h 04m

$159

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Tue 11/11

6:43 pm-10:41 pm

1 stop4h 58m

Nashville Intl

Sat 11/15

10:14 am-3:59 pm

1 stop4h 45m

$159

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Wed 11/12

7:59 am-12:57 pm

1 stop5h 58m

Nashville Intl

Sat 11/15

10:14 am-3:59 pm

1 stop4h 45m

$159

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Tue 1/6

5:15 pm-10:27 pm

2 stops6h 12m

Nashville Intl

Sun 1/25

5:00 am-2:40 pm

2 stops8h 40m

$169

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 12/5

6:50 pm-11:09 pm

1 stop5h 19m

Nashville Intl

Mon 12/8

6:25 am-12:00 pm

1 stop4h 35m

$197

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 12/5

6:50 pm-11:09 pm

1 stop5h 19m

Nashville Intl

Sun 12/7

6:00 am-11:59 am

1 stop4h 59m

$197

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Sat 11/8

5:20 pm-9:22 pm

1 stop5h 02m

Nashville Intl

Tue 11/11

6:16 am-12:00 pm

1 stop4h 44m

$217

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Thu 12/4

5:17 pm-9:05 pm

1 stop4h 48m

Nashville Intl

Sun 12/7

6:00 am-11:59 am

1 stop4h 59m

$228

White PlainsCincinnati

HPN - CVG

HPNCVG

White Plains Westchester County

Thu 12/4

6:10 am-11:07 am

1 stop4h 57m

Cincinnati Cinci./N. Kentucky

Sun 12/7

8:05 am-11:59 am

1 stop3h 54m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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, June is the cheapest month in which you can book a flight from White Plains to Kentucky (average of $60). Flying from White Plains to Kentucky in December is currently the most expensive (average of $216). 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 October 29, 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
7.9
Good
7,992 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

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
7.9
Good
7,992 reviews
Delta
7.9
Good
7,992 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

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
11,032 reviews
Delta
7.9
Good
7,992 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

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 57m. The time it takes to get you to your destination can typically vary by up to 2h. White Plains and Kentucky are separated by a distance of 595 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, June is the cheapest month in which you can book a flight from White Plains to Kentucky (average of $60). Flying from White Plains to Kentucky in December is currently the most expensive (average of $216). 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

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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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$207Average$391FlexibilityNo cancel feeOn-time71%
DeltaCheapest$238Average$323FlexibilityNo cancel feeOn-timeN/A

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