$118+ 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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — HPN
May 9 — May 161
Round-trip
1 adult, Economy
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Cheapest flights from Kentucky to Westchester CountyExplore 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 April 9, 2026.
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 April 9, 2026.
This American Airlines deal was found by Cheapflights users on 4/7. 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 4/2211:01 am
BNA
- HPN
1 stop4h 45m
American Airlines
Sun 4/263:01 pm
HPN
- BNA
1 stop4h 12m
American Airlines
Deal found 4/7![American Airlines logo]()
$159
This Delta deal was found by Cheapflights users on 4/6. 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 7/86:05 am
BNA
- HPN
1 stop4h 48m
Delta
Sat 7/116:49 pm
HPN
- BNA
1 stop5h 09m
Delta
Deal found 4/6![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:25 am
BNA
- HPN
1 stop5h 46m
Delta
Wed 12/96:40 pm
HPN
- BNA
1 stop5h 10m
Delta
Deal found 4/8![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 4/5. 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 4/286:40 am
BNA
- HPN
1 stop4h 09m
Delta
Fri 5/13:10 pm
HPN
- BNA
1 stop8h 42m
Delta
Deal found 4/5![Delta logo]()
$227
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/210:07 am
BNA
- HPN
1 stop6h 22m
American Airlines
Tue 5/57:30 am
HPN
- BNA
1 stop4h 33m
American Airlines
Deal found 4/5![American Airlines logo]()
$228
This Delta deal was found by Cheapflights users on 4/5. 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 7/26:40 am
BNA
- HPN
1 stop4h 15m
Delta
Wed 7/812:35 pm
HPN
- BNA
1 stop6h 55m
Delta
Deal found 4/5![Delta logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Tue 5/199:08 pm
CVG
- HPN
1 stop23h 22m
Multiple Airlines
Sun 5/2412:07 pm
HPN
- CVG
2 stops11h 31m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$250
This Delta deal was found by Cheapflights users on 4/7. 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 am
BNA
- HPN
1 stop4h 10m
Delta
Sat 5/95:15 pm
HPN
- BNA
1 stop5h 18m
Delta
Deal found 4/7![Delta logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Tue 5/199:08 pm
CVG
- HPN
1 stop23h 22m
Multiple Airlines
Tue 5/2612:27 pm
HPN
- CVG
2 stops11h 11m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 4/6. 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 5/194:11 pm
CVG
- HPN
1 stop6h 09m
Delta
Wed 5/2712:31 pm
HPN
- CVG
1 stop4h 46m
Delta
Deal found 4/6![Delta logo]()
$261
This Delta deal was found by Cheapflights users on 4/6. 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 5/76:40 am
BNA
- HPN
1 stop4h 10m
Delta
Sun 5/106:00 am
HPN
- BNA
1 stop5h 17m
Delta
Deal found 4/6![Delta logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Tue 5/199:08 pm
CVG
- HPN
1 stop23h 22m
Multiple Airlines
Fri 5/296:09 pm
HPN
- CVG
2 stops17h 32m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$267
Best flights from Kentucky to Westchester CountyDiscover carefully curated flight deals from Kentucky to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 9, 2026.
Discover carefully curated flight deals from Kentucky to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 9, 2026.
This Delta deal was found by Cheapflights users on 4/6. 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 5/193:00 pm
CVG
- HPN
1 stop7h 20m
Delta
Sat 5/306:00 am
HPN
- CVG
1 stop6h 39m
Delta
Deal found 4/6![Delta logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/68:06 pm
SDF
- HPN
1 stop24h 53m
Breeze Airways
Sun 5/108:00 am
HPN
- SDF
2 stops10h 15m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$321
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/194:27 pm
LEX
- HPN
1 stop5h 32m
American Airlines
Mon 5/255:59 pm
HPN
- LEX
1 stop6h 02m
American Airlines
Deal found 4/5![American Airlines logo]()
$355
This Delta deal was found by Cheapflights users on 4/7. 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 7/26:05 am
BNA
- HPN
1 stop4h 50m
Delta
Tue 7/710:29 am
HPN
- BNA
1 stop5h 57m
Delta
Deal found 4/7![Delta logo]()
$268
This Delta deal was found by Cheapflights users on 4/5. 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 5/196:10 am
CVG
- HPN
1 stop5h 40m
Delta
Mon 5/256:00 am
HPN
- CVG
1 stop4h 47m
Delta
Deal found 4/5![Delta logo]()
$275
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:40 am
BNA
- HPN
1 stop4h 04m
Delta
Sun 9/136:00 am
HPN
- BNA
1 stop4h 49m
Delta
Deal found 4/8![Delta logo]()
$287
This American Airlines deal was found by Cheapflights users on 4/6. 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 4/218:16 am
TYS
- HPN
1 stop4h 44m
American Airlines
Sat 4/253:01 pm
HPN
- TYS
2 stops8h 54m
American Airlines
Deal found 4/6![American Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 4/4. 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 9/1011:00 am
CVG
- HPN
1 stop5h 40m
Delta
Tue 9/2210:29 am
HPN
- CVG
1 stop5h 09m
Delta
Deal found 4/4![Delta logo]()
$295
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Fri 5/223:31 pm
BNA
- HPN
1 stop6h 55m
American Airlines
Mon 5/2510:00 am
HPN
- BNA
1 stop4h 26m
American Airlines
Deal found 4/8![American Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 4/7. 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 5/98:10 am
CVG
- HPN
1 stop3h 40m
Delta
Sun 5/176:00 am
HPN
- CVG
1 stop4h 47m
Delta
Deal found 4/7![Delta logo]()
$295
This American Airlines deal was found by Cheapflights users on 4/8. 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 5/75:51 pm
LEX
- HPN
1 stop5h 09m
American Airlines
Mon 5/114:30 pm
HPN
- LEX
1 stop7h 08m
American Airlines
Deal found 4/8![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:15 am
BNA
- HPN
1 stop4h 35m
Delta
Sat 5/95:15 pm
HPN
- BNA
1 stop5h 18m
Delta
Deal found 4/8![Delta logo]()
$298
This American Airlines deal was found by Cheapflights users on 4/4. 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 5/215:00 am
LEX
- HPN
1 stop4h 28m
American Airlines
Sun 5/245:59 pm
HPN
- LEX
1 stop6h 02m
American Airlines
Deal found 4/4![American Airlines logo]()
$369
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/215:00 am
LEX
- HPN
1 stop4h 28m
American Airlines
Mon 5/255:59 pm
HPN
- LEX
1 stop6h 02m
American Airlines
Deal found 4/5![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 4/5. 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 6/56:15 am
BNA
- HPN
1 stop4h 36m
Delta
Sun 6/76:29 am
HPN
- BNA
1 stop4h 29m
Delta
Deal found 4/5![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 4/6. 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 5/205:48 am
CVG
- HPN
1 stop6h 14m
Delta
Sat 5/3012:31 pm
HPN
- CVG
1 stop6h 39m
Delta
Deal found 4/6![Delta logo]()
$312
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Fri 5/229:20 am
LEX
- HPN
1 stop7h 39m
American Airlines
Mon 5/256:30 pm
HPN
- LEX
1 stop5h 03m
American Airlines
Deal found 4/8![American Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 4/5. 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 5/246:10 am
CVG
- HPN
1 stop5h 41m
Delta
Sun 6/76:29 am
HPN
- CVG
1 stop6h 08m
Delta
Deal found 4/5![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 4/6. 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 5/284:11 pm
CVG
- HPN
1 stop6h 09m
Delta
Sun 5/316:00 am
HPN
- CVG
1 stop4h 47m
Delta
Deal found 4/6![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 4/7. 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 5/315:15 am
TRI
- HPN
1 stop4h 13m
American Airlines
Sat 6/66:59 pm
HPN
- TRI
1 stop4h 48m
American Airlines
Deal found 4/7![American Airlines logo]()
$435
This Delta deal was found by Cheapflights users on 4/6. 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 5/208:10 am
CVG
- HPN
1 stop3h 40m
Delta
Thu 5/283:15 pm
HPN
- CVG
1 stop7h 43m
Delta
Deal found 4/6![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 4/6. 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 9/251:25 pm
BNA
- HPN
1 stop7h 17m
Delta
Mon 9/283:15 pm
HPN
- BNA
1 stop7h 50m
Delta
Deal found 4/6![Delta logo]()
$328
This American Airlines deal was found by Cheapflights users on 4/8. 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 4/237:00 am
TYS
- HPN
2 stops7h 31m
American Airlines
Mon 4/276:59 pm
HPN
- TYS
1 stop4h 56m
American Airlines
Deal found 4/8![American Airlines logo]()
$512
This Delta deal was found by Cheapflights users on 4/6. 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 9/97:10 am
LEX
- HPN
1 stop5h 03m
Delta
Wed 9/166:00 am
HPN
- LEX
1 stop6h 35m
Delta
Deal found 4/6![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 4/6. 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 4/214:38 pm
TYS
- HPN
1 stop5h 25m
Delta
Sat 4/255:20 pm
HPN
- TYS
1 stop6h 34m
Delta
Deal found 4/6![Delta logo]()
$353
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/184:20 pm
TRI
- HPN
1 stop6h 40m
American Airlines
Fri 5/225:59 pm
HPN
- TRI
1 stop3h 58m
American Airlines
Deal found 4/5![American Airlines logo]()
$615
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/63:29 pm
SDF
- HPN
1 stop6h 51m
Delta
Mon 6/86:29 am
HPN
- SDF
1 stop5h 24m
Delta
Deal found 4/8![Delta logo]()
$355
This Delta deal was found by Cheapflights users on 4/4. 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 5/223:32 pm
LEX
- HPN
1 stop6h 48m
Delta
Tue 5/2612:50 pm
HPN
- LEX
1 stop6h 43m
Delta
Deal found 4/4![Delta logo]()
$355
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/295:15 am
TRI
- HPN
1 stop4h 13m
American Airlines
Tue 6/27:10 am
HPN
- TRI
2 stops14h 47m
American Airlines
Deal found 4/5![American Airlines logo]()
$649
This Delta deal was found by Cheapflights users on 4/6. 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 9/107:30 am
LEX
- HPN
1 stop4h 14m
Delta
Wed 9/166:00 am
HPN
- LEX
1 stop6h 35m
Delta
Deal found 4/6![Delta logo]()
$355
Last-minute flights from Kentucky to Westchester CountyDiscover last-minute flight deals from Kentucky to Westchester County. Data last updated April 9, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Westchester County. Data last updated April 9, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/5. 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 4/202:41 pm
BNA
- HPN
1 stop7h 19m
American Airlines
Fri 4/246:59 pm
HPN
- BNA
1 stop5h 39m
American Airlines
Deal found 4/5![American Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 4/7. 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 4/2211:01 am
BNA
- HPN
1 stop4h 45m
American Airlines
Sun 4/263:01 pm
HPN
- BNA
1 stop4h 12m
American Airlines
Deal found 4/7![American Airlines logo]()
$159
This Delta deal was found by Cheapflights users on 4/5. 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 4/286:40 am
BNA
- HPN
1 stop4h 09m
Delta
Fri 5/13:10 pm
HPN
- BNA
1 stop8h 42m
Delta
Deal found 4/5![Delta logo]()
$227
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/210:07 am
BNA
- HPN
1 stop6h 22m
American Airlines
Tue 5/57:30 am
HPN
- BNA
1 stop4h 33m
American Airlines
Deal found 4/5![American Airlines logo]()
$228
This Delta deal was found by Cheapflights users on 4/6. 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 5/76:15 am
BNA
- HPN
1 stop4h 35m
Delta
Sat 5/94:29 pm
HPN
- BNA
1 stop4h 37m
Delta
Deal found 4/6![Delta logo]()
$267
This Delta deal was found by Cheapflights users on 4/7. 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 am
BNA
- HPN
1 stop4h 10m
Delta
Sun 5/106:00 am
HPN
- BNA
1 stop5h 17m
Delta
Deal found 4/7![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 4/7. 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 am
BNA
- HPN
1 stop4h 10m
Delta
Sat 5/95:15 pm
HPN
- BNA
1 stop5h 18m
Delta
Deal found 4/7![Delta logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Tue 5/199:08 pm
CVG
- HPN
1 stop23h 22m
Multiple Airlines
Sun 5/2412:07 pm
HPN
- CVG
2 stops11h 31m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Tue 5/199:08 pm
CVG
- HPN
1 stop23h 22m
Multiple Airlines
Tue 5/2612:27 pm
HPN
- CVG
2 stops11h 11m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 4/6. 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 5/193:00 pm
CVG
- HPN
1 stop7h 20m
Delta
Sat 5/306:00 am
HPN
- CVG
1 stop6h 39m
Delta
Deal found 4/6![Delta logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Tue 5/199:08 pm
CVG
- HPN
1 stop23h 22m
Multiple Airlines
Fri 5/296:09 pm
HPN
- CVG
2 stops17h 32m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 4/6. 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 5/193:00 pm
CVG
- HPN
1 stop7h 20m
Delta
Fri 5/296:00 am
HPN
- CVG
1 stop6h 53m
Delta
Deal found 4/6![Delta logo]()
$275
One-way flights from Kentucky to Westchester CountySearch for one-way flight options from Kentucky to Westchester County. Find affordable one-way fares based on user searches. Data last updated April 9, 2026.
Search for one-way flight options from Kentucky to Westchester County. Find affordable one-way fares based on user searches. Data last updated April 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Mon 6/812:46 pm
CVG
- HPN
2 stops23h 47m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$118
This Delta deal was found by Cheapflights users on 4/5. 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 5/276:15 am
BNA
- HPN
1 stop4h 36m
Delta
Deal found 4/5![Delta logo]()
$119
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/98:43 am
BNA
- HPN
2 stops7h 46m
American Airlines
Deal found 4/6![American Airlines logo]()
$124
This Delta deal was found by Cheapflights users on 4/7. 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 4/2110:01 am
BNA
- HPN
1 stop4h 48m
Delta
Deal found 4/7![Delta logo]()
$129
This American Airlines deal was found by Cheapflights users on 4/7. 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 4/287:00 am
BNA
- HPN
2 stops10h 27m
American Airlines
Deal found 4/7![American Airlines logo]()
$149
This American Airlines deal was found by Cheapflights users on 4/7. 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 4/243:18 pm
BNA
- HPN
1 stop4h 09m
American Airlines
Deal found 4/7![American Airlines logo]()
$154
This American Airlines deal was found by Cheapflights users on 4/7. 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 6/103:01 pm
BNA
- HPN
2 stops7h 25m
American Airlines
Deal found 4/7![American Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 4/4. 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.
Thu 4/303:27 pm
BNA
- HPN
3 stops19h 01m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$158
This American Airlines deal was found by Cheapflights users on 4/7. 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 4/225:14 am
BNA
- HPN
2 stops8h 17m
American Airlines
Deal found 4/7![American Airlines logo]()
$159
This Delta deal was found by Cheapflights users on 4/7. 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 4/2310:01 am
BNA
- HPN
1 stop4h 48m
Delta
Deal found 4/7![Delta logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Sun 4/267:45 am
BNA
- HPN
2 stops26h 43m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Thu 4/167:45 am
BNA
- HPN
2 stops11h 45m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$163
Find 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 April 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $159 (American Airlines) |
One-way from | $118 (Kiwi.com) |
Popular in | December |
Cheapest in | July |
Average price | $299 |
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 April 9, 2026.
Use the filters below to find and compare flights from Kentucky to Westchester County that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
CincinnatiWhite Plains
CVG - HPN
CVGHPN
Cincinnati Cinci./N. Kentucky
Tue 5/19
3:00 pm-10:20 pm
1 stop7h 20m
White Plains Westchester County
Sat 5/30
6:00 am-12:39 pm
1 stop6h 39m
$261
NashvilleWhite Plains
BNA - HPN
BNAHPN
Nashville Intl
Thu 7/2
6:05 am-11:55 am
1 stop4h 50m
White Plains Westchester County
Tue 7/7
10:29 am-3:26 pm
1 stop5h 57m
$268
CincinnatiWhite Plains
CVG - HPN
CVGHPN
Cincinnati Cinci./N. Kentucky
Tue 5/19
6:10 am-11:50 am
1 stop5h 40m
White Plains Westchester County
Mon 5/25
6:00 am-10:47 am
1 stop4h 47m
$275
NashvilleWhite Plains
BNA - HPN
BNAHPN
Nashville Intl
Sat 9/5
6:40 am-11:44 am
1 stop4h 04m
White Plains Westchester County
Sun 9/13
6:00 am-9:49 am
1 stop4h 49m
$287
CincinnatiWhite Plains
CVG - HPN
CVGHPN
Cincinnati Cinci./N. Kentucky
Thu 9/10
11:00 am-4:40 pm
1 stop5h 40m
White Plains Westchester County
Tue 9/22
10:29 am-3:38 pm
1 stop5h 09m
$295
Quickest round-trip
CincinnatiWhite Plains
CVG - HPN
CVGHPN
Cincinnati Cinci./N. Kentucky
Sat 5/9
8:10 am-11:50 am
1 stop3h 40m
White Plains Westchester County
Sun 5/17
6:00 am-10:47 am
1 stop4h 47m
$295
NashvilleWhite Plains
BNA - HPN
BNAHPN
Nashville Intl
Thu 5/7
6:15 am-11:50 am
1 stop4h 35m
White Plains Westchester County
Sat 5/9
5:15 pm-9:33 pm
1 stop5h 18m
$298
NashvilleWhite Plains
BNA - HPN
BNAHPN
Nashville Intl
Fri 6/5
6:15 am-11:51 am
1 stop4h 36m
White Plains Westchester County
Sun 6/7
6:29 am-9:58 am
1 stop4h 29m
$308
CincinnatiWhite Plains
CVG - HPN
CVGHPN
Cincinnati Cinci./N. Kentucky
Wed 5/20
5:48 am-12:02 pm
1 stop6h 14m
White Plains Westchester County
Sat 5/30
12:31 pm-7:10 pm
1 stop6h 39m
$312
LouisvilleWhite Plains
SDF - HPN
SDFHPN
Louisville Intl
Wed 5/6
8:06 pm-8:59 pm
1 stop24h 53m
White Plains Westchester County
Sun 5/10
8:00 am-6:15 pm
2 stops10h 15m
$321
Showing 1-10 of 60 resultsSorted by cheapest first
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.
CVG-HPN
BNA-HPN
SDF-HPN
TYS-HPN
LEX-HPN
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
USKY-zzREU
CVG-HPN
BNA-HPN
SDF-HPN
TYS-HPN
No data available for this route at this time. Please check back soon.
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.
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Alternative routes for Kentucky to Westchester County
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Complete your trip
Complete your trip to Westchester County by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Kentucky to Westchester County by cabin class
Find flights from Kentucky to Westchester County, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kentucky and Westchester County flights
Browse other Kentucky and Westchester County flight options. Last updated on April 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Westchester County
Find the right flight back to Kentucky after your stay in Westchester County
Kentucky to Westchester County flights
Consider these flights traveling from Kentucky to Westchester County.
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 April 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$222 | Average$260 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$248 | Average$394 | FlexibilityNo cancel fee | On-time71% |