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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SDF
Feb 28 — Mar 71
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Cheap 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 January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 2/1110:00 am
HPN
-
BNA
1 stop6h 02m
American Airlines
Sun 2/155:00 am
BNA
-
HPN
1 stop5h 29m
American Airlines
Deal found 1/27$167
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/2811:28 am
HPN
-
BNA
2 stops7h 58m
American Airlines
Tue 3/310:45 am
BNA
-
HPN
2 stops8h 23m
American Airlines
Deal found 1/27$178
This Delta deal was found by Cheapflights users on 1/28. 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.
Sat 5/96:00 am
HPN
-
BNA
1 stop7h 21m
Delta
Sat 5/306:40 am
BNA
-
HPN
1 stop4h 04m
Delta
Deal found 1/28$197
This Delta deal was found by Cheapflights users on 1/28. 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.
Mon 2/235:12 pm
HPN
-
BNA
1 stop5h 32m
Delta
Thu 2/267:00 am
BNA
-
HPN
1 stop8h 32m
Delta
Deal found 1/28$202
This Delta deal was found by Cheapflights users on 1/28. 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.
Sat 5/96:40 pm
HPN
-
BNA
1 stop5h 09m
Delta
Wed 6/35:25 am
BNA
-
HPN
1 stop5h 49m
Delta
Deal found 1/28$210
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/113:09 pm
HPN
-
BNA
1 stop7h 27m
American Airlines
Thu 2/125:00 am
BNA
-
HPN
1 stop5h 29m
American Airlines
Deal found 1/28$217
This Delta deal was found by Cheapflights users on 1/28. 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 5/55:20 pm
HPN
-
BNA
1 stop5h 06m
Delta
Thu 5/285:25 am
BNA
-
HPN
1 stop5h 49m
Delta
Deal found 1/28$218
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Thu 2/56:00 am
HPN
-
BNA
1 stop8h 26m
American Airlines
Sun 2/85:00 am
BNA
-
HPN
1 stop4h 30m
American Airlines
Deal found 1/28$227
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:00 am
HPN
-
BNA
1 stop6h 08m
Delta
Sat 5/234:25 pm
BNA
-
HPN
1 stop4h 16m
Delta
Deal found 1/27$228
This American Airlines deal was found by Cheapflights users on 1/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/201:37 pm
HPN
-
CVG
1 stop5h 31m
American Airlines
Sun 3/15:00 am
CVG
-
HPN
1 stop4h 29m
American Airlines
Deal found 1/29$229
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/251:27 pm
HPN
-
SDF
1 stop23h 59m
Breeze Airways
Sun 3/12:26 pm
SDF
-
HPN
1 stop21h 02m
Breeze Airways
Deal found 1/27$264
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/111:27 pm
HPN
-
SDF
1 stop23h 59m
Breeze Airways
Sun 2/152:26 pm
SDF
-
HPN
1 stop21h 02m
Breeze Airways
Deal found 1/26$265

Find 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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$167
(American Airlines)

One-way from

$99
(Delta)

Popular in

December

Cheapest in

July

Average price

$319
Provider with most accurate pricing for New York (NYC)-Louisville Intl flight deals.
Provider most trusted by Cheapflights users for New York (NYC)-Louisville Intl flights.
From White Plains Westchester County to Kentucky
One-way flight from White Plains Westchester County to Kentucky
Highest demand for flights based on searches. 10% potential increase in price ($39 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in January 2026

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 January 29, 2026.
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

Wed 3/25

6:00 am-9:07 am

1 stop4h 07m

Nashville Intl

Tue 3/31

5:07 am-11:29 am

1 stop5h 22m

$167

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Mon 5/11

3:15 pm-10:05 pm

1 stop7h 50m

Nashville Intl

Tue 6/2

6:40 am-11:44 am

1 stop4h 04m

$197

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Tue 5/12

6:00 am-11:08 am

1 stop6h 08m

Nashville Intl

Sat 5/30

6:40 am-11:44 am

1 stop4h 04m

$197

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Sun 5/10

6:00 am-11:08 am

1 stop6h 08m

Nashville Intl

Wed 5/27

6:40 am-11:44 am

1 stop4h 04m

$197

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Fri 2/27

6:00 am-10:12 am

1 stop5h 12m

Nashville Intl

Mon 3/2

6:25 am-12:06 pm

1 stop4h 41m

$197

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Sun 5/10

6:00 am-9:50 am

1 stop4h 50m

Nashville Intl

Tue 6/2

4:25 pm-9:41 pm

1 stop4h 16m

$197

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Tue 5/12

3:15 pm-10:05 pm

1 stop7h 50m

Nashville Intl

Tue 6/2

5:25 am-12:14 pm

1 stop5h 49m

$197

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Sat 5/9

3:15 pm-10:05 pm

1 stop7h 50m

Nashville Intl

Tue 6/2

4:25 pm-9:41 pm

1 stop4h 16m

$197

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Mon 2/23

5:12 pm-9:44 pm

1 stop5h 32m

Nashville Intl

Thu 2/26

7:00 am-4:32 pm

1 stop8h 32m

$202

White PlainsNashville

HPN - BNA

HPNBNA

White Plains Westchester County

Wed 7/1

12:45 pm-6:39 pm

1 stop6h 54m

Nashville Intl

Wed 7/8

6:25 am-12:13 pm

1 stop4h 48m

$210

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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 $220). 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 January 29, 2026.
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.

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

7.9

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.

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

7.9

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.

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

7.9

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, Delta, and Breeze Airways fly from White Plains to Kentucky in about 4h 07m. The time it takes to get you to your destination can typically vary by up to 19h 52m. 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?

  • 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 $220). 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.

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$195Average$318FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$207Average$398FlexibilityNo cancel feeOn-time71%

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