$106+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SDF
Mar 6 — Mar 131
1 adult, Economy
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Find cheap flights from Westchester County to Kentucky with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 February 4, 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 February 4, 2026.
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/205:30 pm
HPN
- BNA
1 stop5h 39m
American Airlines
Mon 2/236:04 am
BNA
- HPN
1 stop3h 54m
American Airlines
Deal found 2/3![American Airlines logo]()
$167
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/2111:28 am
HPN
- BNA
2 stops7h 58m
American Airlines
Tue 2/245:00 am
BNA
- HPN
1 stop5h 29m
American Airlines
Deal found 2/2![American Airlines logo]()
$172
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/2![American Airlines logo]()
$177
This American Airlines deal was found by Cheapflights users on 2/3. 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 4/16:00 am
HPN
- BNA
1 stop4h 07m
American Airlines
Wed 4/85:00 am
BNA
- HPN
1 stop5h 27m
American Airlines
Deal found 2/3![American Airlines logo]()
$191
This Delta deal was found by Cheapflights users on 2/3. 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 2/243:15 pm
HPN
- BNA
1 stop7h 35m
Delta
Tue 3/34:08 pm
BNA
- HPN
1 stop4h 52m
Delta
Deal found 2/3![Delta logo]()
$197
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/144:30 pm
HPN
- BNA
1 stop6h 56m
American Airlines
Tue 2/1710:45 am
BNA
- HPN
2 stops8h 23m
American Airlines
Deal found 2/2![American Airlines logo]()
$202
This Delta deal was found by Cheapflights users on 2/2. 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 7/112:59 pm
HPN
- BNA
1 stop5h 44m
Delta
Wed 7/86:25 am
BNA
- HPN
1 stop4h 49m
Delta
Deal found 2/2![Delta logo]()
$210
This Delta deal was found by Cheapflights users on 2/3. 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 2/243:15 pm
HPN
- BNA
1 stop7h 35m
Delta
Thu 2/266:00 am
BNA
- HPN
1 stop4h 56m
Delta
Deal found 2/3![Delta logo]()
$217
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/285:29 pm
HPN
- BNA
1 stop5h 57m
American Airlines
Fri 3/65:00 am
BNA
- HPN
1 stop5h 29m
American Airlines
Deal found 2/2![American Airlines logo]()
$222
This American Airlines deal was found by Cheapflights users on 2/3. 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 8/1411:00 am
HPN
- BNA
1 stop5h 00m
American Airlines
Sat 8/1510:01 am
BNA
- HPN
1 stop4h 58m
American Airlines
Deal found 2/3![American Airlines logo]()
$225
This Delta deal was found by Cheapflights users on 2/2. 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 3/56:00 am
HPN
- CVG
1 stop7h 13m
Delta
Sat 3/74:55 pm
CVG
- HPN
1 stop5h 05m
Delta
Deal found 2/2![Delta logo]()
$225
This Delta deal was found by Cheapflights users on 2/3. 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 3/13:15 pm
HPN
- BNA
1 stop7h 35m
Delta
Mon 3/210:49 am
BNA
- HPN
1 stop4h 00m
Delta
Deal found 2/3![Delta logo]()
$227
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 February 4, 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 February 4, 2026.
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/2111:28 am
HPN
- BNA
1 stop5h 05m
American Airlines
Tue 2/243:45 pm
BNA
- HPN
1 stop6h 14m
American Airlines
Deal found 2/2![American Airlines logo]()
$167
This Delta deal was found by Cheapflights users on 2/3. 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 7/112:59 pm
HPN
- BNA
1 stop6h 42m
Delta
Wed 7/86:40 am
BNA
- HPN
1 stop4h 04m
Delta
Deal found 2/3![Delta logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/512:08 pm
HPN
- CVG
1 stop11h 14m
Multiple Airlines
Sun 3/87:45 am
CVG
- HPN
2 stops27h 43m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$323
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/284:30 pm
HPN
- BNA
1 stop6h 56m
American Airlines
Tue 3/310:45 am
BNA
- HPN
2 stops8h 23m
American Airlines
Deal found 2/2![American Airlines logo]()
$172
This Delta deal was found by Cheapflights users on 2/3. 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 2/286:00 am
HPN
- BNA
1 stop4h 59m
Delta
Mon 3/210:49 am
BNA
- HPN
1 stop4h 00m
Delta
Deal found 2/3![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/3. 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 2/253:15 pm
HPN
- BNA
1 stop7h 35m
Delta
Tue 3/35:25 am
BNA
- HPN
1 stop5h 41m
Delta
Deal found 2/3![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/3. 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 2/286:00 am
HPN
- BNA
1 stop4h 59m
Delta
Tue 3/38:05 am
BNA
- HPN
1 stop5h 23m
Delta
Deal found 2/3![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/3. 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 2/275:12 pm
HPN
- BNA
1 stop5h 32m
Delta
Mon 3/26:00 am
BNA
- HPN
1 stop4h 56m
Delta
Deal found 2/3![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/3. 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 2/273:15 pm
HPN
- BNA
1 stop7h 35m
Delta
Wed 3/47:00 am
BNA
- HPN
1 stop8h 32m
Delta
Deal found 2/3![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/3. 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 2/275:12 pm
HPN
- BNA
1 stop5h 32m
Delta
Sat 2/282:40 pm
BNA
- HPN
1 stop6h 20m
Delta
Deal found 2/3![Delta logo]()
$197
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/1711:28 am
HPN
- CVG
1 stop5h 28m
American Airlines
Sat 2/215:05 am
CVG
- HPN
1 stop6h 24m
American Airlines
Deal found 2/2![American Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 2/3. 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 2/2412:56 pm
HPN
- BNA
1 stop4h 28m
Delta
Sat 2/282:40 pm
BNA
- HPN
1 stop6h 20m
Delta
Deal found 2/3![Delta logo]()
$197
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/46:30 am
HPN
- TYS
2 stops10h 01m
American Airlines
Wed 3/115:00 am
TYS
- HPN
2 stops9h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 2/181:27 pm
HPN
- CVG
2 stops21h 45m
Multiple Airlines
Sun 2/2211:34 am
CVG
- HPN
1 stop24h 56m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 2/3. 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 2/243:15 pm
HPN
- BNA
1 stop7h 35m
Delta
Tue 3/34:08 pm
BNA
- HPN
1 stop4h 52m
Delta
Deal found 2/3![Delta logo]()
$197
This American Airlines deal was found by Cheapflights users on 2/2. 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
- CVG
1 stop4h 57m
American Airlines
Mon 4/275:00 am
CVG
- HPN
1 stop6h 27m
American Airlines
Deal found 2/2![American Airlines logo]()
$307
This Delta deal was found by Cheapflights users on 2/3. 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 2/2512:56 pm
HPN
- BNA
1 stop6h 27m
Delta
Mon 3/25:25 am
BNA
- HPN
1 stop5h 41m
Delta
Deal found 2/3![Delta logo]()
$197
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/264:30 pm
HPN
- SDF
1 stop6h 50m
American Airlines
Thu 4/25:00 am
SDF
- HPN
1 stop4h 29m
American Airlines
Deal found 2/3![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/276:00 am
HPN
- SDF
1 stop5h 30m
American Airlines
Sun 3/15:00 am
SDF
- HPN
1 stop4h 29m
American Airlines
Deal found 2/2![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 2/2. 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 3/56:00 am
HPN
- CVG
1 stop7h 13m
Delta
Sat 3/74:55 pm
CVG
- HPN
1 stop5h 05m
Delta
Deal found 2/2![Delta logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 4/2312:08 pm
HPN
- CVG
1 stop8h 09m
Multiple Airlines
Mon 4/275:20 pm
CVG
- HPN
2 stops43h 27m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$494
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/115:29 pm
HPN
- LEX
1 stop5h 47m
American Airlines
Sat 3/1410:27 am
LEX
- HPN
1 stop6h 20m
American Airlines
Deal found 2/3![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 2/2. 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 4/296:59 pm
HPN
- CVG
1 stop4h 57m
American Airlines
Sun 5/35:00 am
CVG
- HPN
1 stop6h 27m
American Airlines
Deal found 2/2![American Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 2/3. 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 3/53:15 pm
HPN
- CVG
1 stop7h 18m
Delta
Sun 3/85:53 am
CVG
- HPN
1 stop6h 10m
Delta
Deal found 2/3![Delta logo]()
$254
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/256:00 am
HPN
- TYS
1 stop5h 11m
American Airlines
Mon 3/306:05 am
TYS
- HPN
1 stop4h 54m
American Airlines
Deal found 2/2![American Airlines logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/1212:08 pm
HPN
- SDF
2 stops23h 06m
Multiple Airlines
Sun 3/152:26 pm
SDF
- HPN
1 stop21h 02m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$604
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/71:37 pm
HPN
- TYS
1 stop4h 36m
American Airlines
Thu 3/125:47 pm
TYS
- HPN
1 stop5h 12m
American Airlines
Deal found 2/2![American Airlines logo]()
$333
This Delta deal was found by Cheapflights users on 2/3. 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 2/186:00 am
HPN
- CVG
1 stop5h 08m
Delta
Sun 2/226:00 am
CVG
- HPN
1 stop5h 56m
Delta
Deal found 2/3![Delta logo]()
$319
This American Airlines deal was found by Cheapflights users on 2/2. 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 5/26:57 pm
HPN
- TYS
1 stop4h 58m
American Airlines
Mon 5/46:00 am
TYS
- HPN
1 stop4h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$353
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/305:30 pm
HPN
- TYS
2 stops6h 20m
American Airlines
Sat 4/46:05 am
TYS
- HPN
1 stop4h 54m
American Airlines
Deal found 2/3![American Airlines logo]()
$358
Last-minute flights from Westchester County to KentuckyDiscover last-minute flight deals from Westchester County to Kentucky. Data last updated February 4, 2026 and is based on user searches.
Discover last-minute flight deals from Westchester County to Kentucky. Data last updated February 4, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/144:30 pm
HPN
- BNA
1 stop6h 56m
American Airlines
Tue 2/1710:45 am
BNA
- HPN
2 stops8h 23m
American Airlines
Deal found 2/2![American Airlines logo]()
$202
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/205:30 pm
HPN
- BNA
1 stop5h 39m
American Airlines
Mon 2/236:04 am
BNA
- HPN
1 stop3h 54m
American Airlines
Deal found 2/3![American Airlines logo]()
$167
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/2111:28 am
HPN
- BNA
2 stops7h 58m
American Airlines
Tue 2/245:00 am
BNA
- HPN
1 stop5h 29m
American Airlines
Deal found 2/2![American Airlines logo]()
$172
This Delta deal was found by Cheapflights users on 2/3. 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 2/2412:56 pm
HPN
- BNA
1 stop4h 28m
Delta
Sat 2/282:40 pm
BNA
- HPN
1 stop6h 20m
Delta
Deal found 2/3![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/3. 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 2/243:15 pm
HPN
- BNA
1 stop7h 35m
Delta
Thu 2/266:00 am
BNA
- HPN
1 stop4h 56m
Delta
Deal found 2/3![Delta logo]()
$217
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/266:54 pm
HPN
- BNA
1 stop5h 45m
American Airlines
Mon 3/24:50 pm
BNA
- HPN
1 stop5h 09m
American Airlines
Deal found 2/3![American Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 2/3. 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 2/274:29 pm
HPN
- BNA
1 stop5h 10m
Delta
Mon 3/210:49 am
BNA
- HPN
1 stop4h 00m
Delta
Deal found 2/3![Delta logo]()
$238
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/2![American Airlines logo]()
$177
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/285:29 pm
HPN
- BNA
1 stop5h 57m
American Airlines
Fri 3/65:00 am
BNA
- HPN
1 stop5h 29m
American Airlines
Deal found 2/2![American Airlines logo]()
$222
This Delta deal was found by Cheapflights users on 2/3. 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 3/13:15 pm
HPN
- BNA
1 stop7h 35m
Delta
Tue 3/34:08 pm
BNA
- HPN
1 stop4h 52m
Delta
Deal found 2/3![Delta logo]()
$227
This Delta deal was found by Cheapflights users on 2/2. 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 3/56:00 am
HPN
- CVG
1 stop7h 13m
Delta
Sat 3/74:55 pm
CVG
- HPN
1 stop5h 05m
Delta
Deal found 2/2![Delta logo]()
$225
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/285:29 pm
HPN
- BNA
1 stop6h 02m
American Airlines
Wed 4/16:00 am
BNA
- HPN
1 stop3h 59m
American Airlines
Deal found 2/3![American Airlines logo]()
$232
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 February 4, 2026.
Search for one-way flight options from Westchester County to Kentucky. Find affordable one-way fares based on user searches. Data last updated February 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/18:00 am
HPN
- TYS
1 stop13h 18m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$106
This Delta deal was found by Cheapflights users on 2/3. 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
Deal found 2/3![Delta logo]()
$109
This Delta deal was found by Cheapflights users on 2/3. 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 3/186:00 am
HPN
- BNA
1 stop5h 20m
Delta
Deal found 2/3![Delta logo]()
$119
This Delta deal was found by Cheapflights users on 2/2. 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 7/316:00 am
HPN
- BNA
1 stop6h 07m
Delta
Deal found 2/2![Delta logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 2/2412:08 pm
HPN
- BNA
2 stops21h 21m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$123
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/245:29 pm
HPN
- BNA
2 stops6h 07m
American Airlines
Deal found 2/3![American Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 2/2312:08 pm
HPN
- BNA
2 stops8h 49m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/2412:08 pm
HPN
- CVG
2 stops9h 17m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 2/181:27 pm
HPN
- CVG
2 stops28h 05m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$127
This Delta deal was found by Cheapflights users on 2/2. 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 4/266:00 am
HPN
- BNA
1 stop5h 14m
Delta
Deal found 2/2![Delta logo]()
$130
This Delta deal was found by Cheapflights users on 2/3. 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 4/245:20 pm
HPN
- BNA
1 stop5h 06m
Delta
Deal found 2/3![Delta logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/11:20 pm
HPN
- BNA
3 stops43h 05m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$148
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 February 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $167 (American Airlines) |
One-way from | $106 (Kiwi.com) |
Popular in | December |
Cheapest in | July |
Average price | $283 |
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 February 4, 2026.
Use the filters below to find and compare flights from Westchester County to Kentucky that are best for you.
Fly from
Westchester County
Fly to
Kentucky
Route
Depart
Return
Price
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Sat 2/21
11:28 am-3:33 pm
1 stop5h 05m
Nashville Intl
Tue 2/24
3:45 pm-10:59 pm
1 stop6h 14m
$167
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Sat 2/28
4:30 pm-10:26 pm
1 stop6h 56m
Nashville Intl
Tue 3/3
10:45 am-8:08 pm
2 stops8h 23m
$172
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Wed 7/1
12:59 pm-6:41 pm
1 stop6h 42m
Nashville Intl
Wed 7/8
6:40 am-11:44 am
1 stop4h 04m
$197
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Sat 2/28
6:00 am-9:59 am
1 stop4h 59m
Nashville Intl
Mon 3/2
10:49 am-3:49 pm
1 stop4h 00m
$197
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Wed 2/25
3:15 pm-9:50 pm
1 stop7h 35m
Nashville Intl
Tue 3/3
5:25 am-12:06 pm
1 stop5h 41m
$197
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Sat 2/28
6:00 am-9:59 am
1 stop4h 59m
Nashville Intl
Tue 3/3
8:05 am-2:28 pm
1 stop5h 23m
$197
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Fri 2/27
5:12 pm-9:44 pm
1 stop5h 32m
Nashville Intl
Mon 3/2
6:00 am-11:56 am
1 stop4h 56m
$197
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Fri 2/27
3:15 pm-9:50 pm
1 stop7h 35m
Nashville Intl
Wed 3/4
7:00 am-4:32 pm
1 stop8h 32m
$197
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Fri 2/27
5:12 pm-9:44 pm
1 stop5h 32m
Nashville Intl
Sat 2/28
2:40 pm-10:00 pm
1 stop6h 20m
$197
White PlainsNashville
HPN - BNA
HPNBNA
White Plains Westchester County
Tue 2/24
12:56 pm-4:24 pm
1 stop4h 28m
Nashville Intl
Sat 2/28
2:40 pm-10:00 pm
1 stop6h 20m
$197
Showing 1-10 of 60 results
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-TYS
HPN-BNA
HPN-CVG
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-TYS
HPN-BNA
HPN-CVG
HPN-SDF
What is the cheapest month to book a flight from Westchester County to Kentucky?
Currently, February is the cheapest month in which you can book a flight from Westchester County to Kentucky (average of $195). Flying from Westchester County to Kentucky in August is currently the most expensive (average of $499). 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 February 4, 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.
Crew
8.5
Entertainment
7.8
Comfort
7.9
Food
7.2
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Crew
8.5
Entertainment
7.8
Comfort
7.9
Food
7.2
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Crew
8.5
Entertainment
7.8
Comfort
7.9
Food
7.2
Boarding
8.1
Overall
7.9
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
See prices for flight routes from nearby airports that may be better suited for you.
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 February 4, 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 February 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$195 | Average$315 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$207 | Average$403 | FlexibilityNo cancel fee | On-time71% |