$119+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SDF
Apr 22 — Apr 291
Round-trip
1 adult, Economy
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Cheapest flights from Westchester County to KentuckyExplore 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 23, 2026.
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 23, 2026.
This Delta deal was found by Cheapflights users on 3/18. 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 4/1412:30 pm
HPN
- BNA
1 stop5h 30m
Delta
Tue 4/218:30 am
BNA
- HPN
1 stop4h 59m
Delta
Deal found 3/18![Delta logo]()
$197
This American Airlines deal was found by Cheapflights users on 3/20. 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 4/35:30 pm
HPN
- BNA
1 stop5h 38m
American Airlines
Tue 4/77:00 am
BNA
- HPN
1 stop5h 00m
American Airlines
Deal found 3/20![American Airlines logo]()
$217
This American Airlines deal was found by Cheapflights users on 3/21. 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 4/96:59 pm
HPN
- BNA
1 stop5h 39m
American Airlines
Wed 4/153:18 pm
BNA
- HPN
1 stop4h 09m
American Airlines
Deal found 3/21![American Airlines logo]()
$219
This American Airlines deal was found by Cheapflights users on 3/19. 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 4/186:30 am
HPN
- BNA
2 stops6h 36m
American Airlines
Sat 4/252:45 pm
BNA
- HPN
1 stop7h 15m
American Airlines
Deal found 3/19![American Airlines logo]()
$222
This Delta deal was found by Cheapflights users on 3/18. 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 4/143:10 pm
HPN
- BNA
1 stop8h 42m
Delta
Sat 4/184:13 pm
BNA
- HPN
1 stop4h 50m
Delta
Deal found 3/18![Delta logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Fri 8/216:09 pm
HPN
- SDF
1 stop14h 27m
Breeze Airways
Mon 8/248:28 pm
SDF
- HPN
1 stop14h 59m
Breeze Airways
Deal found 3/20![Breeze Airways logo]()
$227
This Delta deal was found by Cheapflights users on 3/19. 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 4/155:21 pm
HPN
- BNA
1 stop5h 06m
Delta
Thu 4/166:05 am
BNA
- HPN
1 stop4h 44m
Delta
Deal found 3/19![Delta logo]()
$237
This American Airlines deal was found by Cheapflights users on 3/20. 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 7/16:30 am
HPN
- BNA
1 stop5h 36m
American Airlines
Wed 7/83:30 pm
BNA
- HPN
1 stop6h 57m
American Airlines
Deal found 3/20![American Airlines logo]()
$240
This American Airlines deal was found by Cheapflights users on 3/19. 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 4/266:30 am
HPN
- BNA
1 stop4h 07m
American Airlines
Tue 4/2812:00 pm
BNA
- HPN
2 stops7h 27m
American Airlines
Deal found 3/19![American Airlines logo]()
$242
This American Airlines deal was found by Cheapflights users on 3/21. 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 4/36:54 pm
HPN
- BNA
1 stop5h 48m
American Airlines
Sat 4/46:00 am
BNA
- HPN
1 stop3h 59m
American Airlines
Deal found 3/21![American Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 3/18. 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 4/144:29 pm
HPN
- BNA
1 stop7h 27m
Delta
Mon 4/204:13 pm
BNA
- HPN
1 stop4h 50m
Delta
Deal found 3/18![Delta logo]()
$258
This American Airlines deal was found by Cheapflights users on 3/21. 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 4/224:30 pm
HPN
- CVG
1 stop5h 14m
American Airlines
Sat 4/253:35 pm
CVG
- HPN
1 stop7h 25m
American Airlines
Deal found 3/21![American Airlines logo]()
$261
Best flights from Westchester County to KentuckyDiscover carefully curated flight deals from Westchester County to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 23, 2026.
Discover carefully curated flight deals from Westchester County to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 23, 2026.
This Delta deal was found by Cheapflights users on 3/18. 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 4/143:10 pm
HPN
- BNA
1 stop8h 42m
Delta
Wed 4/2210:01 am
BNA
- HPN
1 stop4h 48m
Delta
Deal found 3/18![Delta logo]()
$197
This American Airlines deal was found by Cheapflights users on 3/23. 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 5/211:00 am
HPN
- CVG
1 stop6h 50m
American Airlines
Sun 5/35:00 am
CVG
- HPN
1 stop6h 29m
American Airlines
Deal found 3/23![American Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 4/58:00 am
HPN
- TYS
1 stop9h 43m
Multiple Airlines
Thu 4/912:37 pm
TYS
- HPN
1 stop7h 53m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 3/21. 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 4/176:54 pm
HPN
- BNA
1 stop5h 30m
Delta
Wed 4/2210:01 am
BNA
- HPN
1 stop4h 48m
Delta
Deal found 3/21![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 3/18. 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 4/144:29 pm
HPN
- BNA
1 stop7h 27m
Delta
Mon 4/204:13 pm
BNA
- HPN
1 stop4h 50m
Delta
Deal found 3/18![Delta logo]()
$258
This American Airlines deal was found by Cheapflights users on 3/18. 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 4/411:29 am
HPN
- CVG
1 stop5h 23m
American Airlines
Wed 4/155:00 am
CVG
- HPN
1 stop4h 29m
American Airlines
Deal found 3/18![American Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 3/18. 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 6/305:10 pm
HPN
- BNA
1 stop4h 53m
Delta
Wed 7/16:40 am
BNA
- HPN
1 stop4h 04m
Delta
Deal found 3/18![Delta logo]()
$277
This Gotogate deal was found by Cheapflights users on 3/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:09 pm
HPN
- SDF
1 stop14h 27m
Breeze Airways
Mon 8/248:28 pm
SDF
- HPN
3 stops24h 02m
Breeze Airways
Deal found 3/20![Breeze Airways logo]()
$672
This Delta deal was found by Cheapflights users on 3/19. 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 4/76:00 am
HPN
- BNA
1 stop5h 20m
Delta
Fri 4/106:00 am
BNA
- HPN
1 stop4h 53m
Delta
Deal found 3/19![Delta logo]()
$278
This American Airlines deal was found by Cheapflights users on 3/18. 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 6/267:55 am
HPN
- CVG
1 stop5h 30m
American Airlines
Tue 6/305:06 am
CVG
- HPN
1 stop4h 22m
American Airlines
Deal found 3/18![American Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 3/21. 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 7/247:55 am
HPN
- CVG
1 stop5h 12m
American Airlines
Mon 7/276:02 am
CVG
- HPN
1 stop4h 28m
American Airlines
Deal found 3/21![American Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 5/191:29 pm
HPN
- CVG
2 stops22h 12m
Multiple Airlines
Sun 5/246:44 pm
CVG
- HPN
1 stop18h 00m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$436
This Delta deal was found by Cheapflights users on 3/18. 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 4/156:54 pm
HPN
- BNA
2 stops15h 00m
Delta
Wed 4/225:25 am
BNA
- HPN
1 stop5h 35m
Delta
Deal found 3/18![Delta logo]()
$327
This American Airlines deal was found by Cheapflights users on 3/22. 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 5/16:59 pm
HPN
- BNA
1 stop5h 39m
American Airlines
Wed 5/611:01 am
BNA
- HPN
2 stops8h 26m
American Airlines
Deal found 3/22![American Airlines logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 4/512:08 pm
HPN
- SDF
2 stops23h 06m
Multiple Airlines
Thu 4/92:26 pm
SDF
- HPN
1 stop21h 02m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 3/18. 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 6/257:55 am
HPN
- CVG
1 stop5h 30m
American Airlines
Mon 6/292:07 pm
CVG
- HPN
1 stop7h 25m
American Airlines
Deal found 3/18![American Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 3/18. 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 6/295:10 pm
HPN
- BNA
1 stop4h 53m
Delta
Wed 7/16:40 am
BNA
- HPN
1 stop4h 04m
Delta
Deal found 3/18![Delta logo]()
$369
This American Airlines deal was found by Cheapflights users on 3/19. 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 9/44:30 pm
HPN
- CVG
1 stop6h 39m
American Airlines
Mon 9/76:04 am
CVG
- HPN
1 stop4h 26m
American Airlines
Deal found 3/19![American Airlines logo]()
$389
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Fri 6/128:00 am
HPN
- CVG
2 stops15h 46m
Multiple Airlines
Sun 6/146:33 pm
CVG
- HPN
1 stop18h 11m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 3/19. 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 4/46:00 am
HPN
- BNA
1 stop5h 16m
Delta
Tue 4/76:00 am
BNA
- HPN
1 stop4h 53m
Delta
Deal found 3/19![Delta logo]()
$372
This American Airlines deal was found by Cheapflights users on 3/20. 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 6/127:55 am
HPN
- CVG
1 stop5h 30m
American Airlines
Sun 6/145:06 am
CVG
- HPN
1 stop4h 22m
American Airlines
Deal found 3/20![American Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 3/18. 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 6/195:10 pm
HPN
- BNA
1 stop4h 53m
Delta
Tue 6/234:25 pm
BNA
- HPN
1 stop4h 16m
Delta
Deal found 3/18![Delta logo]()
$379
This American Airlines deal was found by Cheapflights users on 3/18. 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 6/266:00 am
HPN
- CVG
1 stop6h 51m
American Airlines
Mon 6/294:00 pm
CVG
- HPN
1 stop6h 59m
American Airlines
Deal found 3/18![American Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 3/21. 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 7/246:29 am
HPN
- BNA
1 stop6h 01m
Delta
Mon 7/276:05 am
BNA
- HPN
1 stop4h 48m
Delta
Deal found 3/21![Delta logo]()
$389
This American Airlines deal was found by Cheapflights users on 3/21. 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 4/225:59 pm
HPN
- LEX
1 stop5h 39m
American Airlines
Sat 4/253:28 pm
LEX
- HPN
1 stop7h 32m
American Airlines
Deal found 3/21![American Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 3/19. 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 4/155:21 pm
HPN
- LEX
1 stop4h 41m
Delta
Wed 4/226:00 am
LEX
- HPN
1 stop6h 00m
Delta
Deal found 3/19![Delta logo]()
$394
This American Airlines deal was found by Cheapflights users on 3/19. 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 4/176:59 pm
HPN
- TYS
1 stop4h 56m
American Airlines
Mon 4/206:00 am
TYS
- HPN
1 stop4h 30m
American Airlines
Deal found 3/19![American Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 3/21. 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 4/46:59 pm
HPN
- SDF
1 stop4h 58m
Delta
Tue 4/710:50 am
SDF
- HPN
1 stop4h 58m
Delta
Deal found 3/21![Delta logo]()
$409
This American Airlines deal was found by Cheapflights users on 3/20. 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 8/16:30 am
HPN
- TYS
1 stop4h 15m
American Airlines
Sat 8/82:54 pm
TYS
- HPN
1 stop5h 35m
American Airlines
Deal found 3/20![American Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 3/22. 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 4/46:59 pm
HPN
- LEX
1 stop4h 54m
Delta
Tue 4/710:30 am
LEX
- HPN
1 stop5h 18m
Delta
Deal found 3/22![Delta logo]()
$409
Last-minute flights from Westchester County to KentuckyDiscover last-minute flight deals from Westchester County to Kentucky. Data last updated March 23, 2026 and is based on user searches.
Discover last-minute flight deals from Westchester County to Kentucky. Data last updated March 23, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/19. 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 4/25:30 pm
HPN
- BNA
1 stop5h 38m
American Airlines
Mon 4/65:00 am
BNA
- HPN
1 stop5h 29m
American Airlines
Deal found 3/19![American Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 3/20. 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 4/35:30 pm
HPN
- BNA
1 stop5h 38m
American Airlines
Tue 4/77:00 am
BNA
- HPN
1 stop5h 00m
American Airlines
Deal found 3/20![American Airlines logo]()
$217
This American Airlines deal was found by Cheapflights users on 3/21. 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 4/36:54 pm
HPN
- BNA
1 stop5h 48m
American Airlines
Sat 4/46:00 am
BNA
- HPN
1 stop3h 59m
American Airlines
Deal found 3/21![American Airlines logo]()
$257
This American Airlines deal was found by Cheapflights users on 3/21. 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 4/96:59 pm
HPN
- BNA
1 stop5h 39m
American Airlines
Wed 4/153:18 pm
BNA
- HPN
1 stop4h 09m
American Airlines
Deal found 3/21![American Airlines logo]()
$219
This American Airlines deal was found by Cheapflights users on 3/22. 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 4/126:30 am
HPN
- BNA
1 stop4h 07m
American Airlines
Sat 4/185:00 am
BNA
- HPN
1 stop5h 29m
American Airlines
Deal found 3/22![American Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 3/18. 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 4/1412:30 pm
HPN
- BNA
1 stop5h 30m
Delta
Tue 4/218:30 am
BNA
- HPN
1 stop4h 59m
Delta
Deal found 3/18![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 3/18. 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 4/143:10 pm
HPN
- BNA
1 stop8h 42m
Delta
Sat 4/184:13 pm
BNA
- HPN
1 stop4h 50m
Delta
Deal found 3/18![Delta logo]()
$227
This Delta deal was found by Cheapflights users on 3/18. 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 4/144:29 pm
HPN
- BNA
1 stop7h 27m
Delta
Mon 4/204:13 pm
BNA
- HPN
1 stop4h 50m
Delta
Deal found 3/18![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 3/19. 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 4/155:21 pm
HPN
- BNA
1 stop5h 06m
Delta
Thu 4/166:05 am
BNA
- HPN
1 stop4h 44m
Delta
Deal found 3/19![Delta logo]()
$237
This American Airlines deal was found by Cheapflights users on 3/19. 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 4/186:30 am
HPN
- BNA
2 stops6h 36m
American Airlines
Sat 4/252:45 pm
BNA
- HPN
1 stop7h 15m
American Airlines
Deal found 3/19![American Airlines logo]()
$222
This American Airlines deal was found by Cheapflights users on 3/21. 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 4/224:30 pm
HPN
- CVG
1 stop5h 14m
American Airlines
Sat 4/253:35 pm
CVG
- HPN
1 stop7h 25m
American Airlines
Deal found 3/21![American Airlines logo]()
$261
This American Airlines deal was found by Cheapflights users on 3/19. 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 4/266:30 am
HPN
- BNA
1 stop4h 07m
American Airlines
Tue 4/2812:00 pm
BNA
- HPN
2 stops7h 27m
American Airlines
Deal found 3/19![American Airlines logo]()
$242
One-way flights from Westchester County to KentuckySearch for one-way flight options from Westchester County to Kentucky. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
Search for one-way flight options from Westchester County to Kentucky. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
This Delta deal was found by Cheapflights users on 3/18. 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 4/155:21 pm
HPN
- BNA
1 stop5h 06m
Delta
Deal found 3/18![Delta logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Fri 5/156:09 pm
HPN
- BNA
2 stops21h 09m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$120
This Delta deal was found by Cheapflights users on 3/18. 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 5/153:15 pm
HPN
- BNA
1 stop8h 21m
Delta
Deal found 3/18![Delta logo]()
$129
This Delta deal was found by Cheapflights users on 3/21. 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 4/76:59 pm
HPN
- BNA
1 stop5h 00m
Delta
Deal found 3/21![Delta logo]()
$139
This American Airlines deal was found by Cheapflights users on 3/20. 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 4/55:30 pm
HPN
- BNA
1 stop5h 38m
American Airlines
Deal found 3/20![American Airlines logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 5/191:29 pm
HPN
- CVG
2 stops22h 12m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$142
This American Airlines deal was found by Cheapflights users on 3/19. 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 7/911:00 am
HPN
- BNA
1 stop4h 59m
American Airlines
Deal found 3/19![American Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/151:27 pm
HPN
- BNA
2 stops21h 51m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$152
This KAYAK deal was found by Cheapflights users on 3/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:20 pm
HPN
- BNA
1 stop5h 07m
Delta
Deal found 3/21![Delta logo]()
$156
This American Airlines deal was found by Cheapflights users on 3/21. 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 4/246:59 pm
HPN
- BNA
1 stop5h 39m
American Airlines
Deal found 3/21![American Airlines logo]()
$159
This American Airlines deal was found by Cheapflights users on 3/21. 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 4/205:16 pm
HPN
- BNA
2 stops7h 22m
American Airlines
Deal found 3/21![American Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 7/276:09 pm
HPN
- CVG
2 stops29h 37m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$180
Find 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 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $197 (Delta) |
One-way from | $119 (Delta) |
Popular in | December |
Cheapest in | July |
Average price | $336 |
Cheapflights Fare Finder
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 23, 2026.
Use the filters below to find and compare flights from Westchester County to Kentucky that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Tue 4/14
3:10 pm-10:52 pm
1 stop8h 42m
Nashville Intl
Wed 4/22
10:01 am-3:49 pm
1 stop4h 48m
$197
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Fri 4/17
6:54 pm-11:24 pm
1 stop5h 30m
Nashville Intl
Wed 4/22
10:01 am-3:49 pm
1 stop4h 48m
$217
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Tue 4/14
4:29 pm-10:56 pm
1 stop7h 27m
Nashville Intl
Mon 4/20
4:13 pm-10:03 pm
1 stop4h 50m
$258
Quickest round-trip
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Tue 6/30
5:10 pm-9:03 pm
1 stop4h 53m
Nashville Intl
Wed 7/1
6:40 am-11:44 am
1 stop4h 04m
$277
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Tue 4/7
6:00 am-10:20 am
1 stop5h 20m
Nashville Intl
Fri 4/10
6:00 am-11:53 am
1 stop4h 53m
$278
White PlainsCincinnati
HPN - CVG
HPNCVG
White Plains Westchester County
Sat 5/2
11:00 am-5:50 pm
1 stop6h 50m
Cincinnati Cinci./N. Kentucky
Sun 5/3
5:00 am-11:29 am
1 stop6h 29m
$295
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Wed 4/15
6:54 pm-8:54 am
2 stops15h 00m
Nashville Intl
Wed 4/22
5:25 am-12:00 pm
1 stop5h 35m
$327
White PlainsCincinnati
HPN - CVG
HPNCVG
White Plains Westchester County
Sat 4/4
11:29 am-4:52 pm
1 stop5h 23m
Cincinnati Cinci./N. Kentucky
Wed 4/15
5:00 am-9:29 am
1 stop4h 29m
$329
White PlainsCincinnati
HPN - CVG
HPNCVG
White Plains Westchester County
Fri 6/26
7:55 am-1:25 pm
1 stop5h 30m
Cincinnati Cinci./N. Kentucky
Tue 6/30
5:06 am-9:28 am
1 stop4h 22m
$345
White PlainsCincinnati
HPN - CVG
HPNCVG
White Plains Westchester County
Fri 7/24
7:55 am-1:07 pm
1 stop5h 12m
Cincinnati Cinci./N. Kentucky
Mon 7/27
6:02 am-10:30 am
1 stop4h 28m
$359
Showing 1-10 of 60 resultsSorted by cheapest first
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.
HPN-BNA
HPN-CVG
HPN-TYS
HPN-SDF
HPN-LEX
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 Westchester County to Kentucky
zzREU-USKY
HPN-BNA
HPN-CVG
HPN-TYS
HPN-SDF
No data available for this route at this time. Please check back soon.
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 23, 2026.
Read through reviews of airlines operating flights from Westchester County to Kentucky, such as Delta and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Crew
8.5
Boarding
8.1
Comfort
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Overall
7.9
Crew
8.5
Boarding
8.1
Comfort
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Overall
7.9
Crew
8.5
Boarding
8.1
Comfort
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
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.
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Alternative routes for Westchester County to Kentucky
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Complete your trip
Complete your trip to Kentucky by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Westchester County to Kentucky by cabin class
Find flights from Westchester County to Kentucky, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Westchester County and Kentucky flights
Browse other Westchester County and Kentucky flight options. Last updated on March 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Kentucky
Find the right flight back to Westchester County after your stay in Kentucky
Westchester County to Kentucky flights
Consider these flights traveling from Westchester County to Kentucky.
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 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$308 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$294 | Average$348 | FlexibilityNo cancel fee | On-time71% |