$109+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — HPN
Mar 7 — Mar 141
1 adult, Economy
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Find cheap flights from Kentucky to Westchester County with Cheapflights
1. Tell us where you want to go
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 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 February 5, 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 February 5, 2026.
This American Airlines deal was found by Cheapflights users on 2/5. 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 2/2410:10 am
BNA
- HPN
1 stop7h 09m
American Airlines
Sat 2/285:29 pm
HPN
- BNA
1 stop5h 57m
American Airlines
Deal found 2/5![American Airlines logo]()
$159
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 2/195:00 am
BNA
- HPN
1 stop5h 29m
American Airlines
Sat 2/216:30 am
HPN
- BNA
1 stop4h 05m
American Airlines
Deal found 2/3![American Airlines logo]()
$167
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Wed 2/117:00 am
BNA
- HPN
1 stop5h 00m
American Airlines
Wed 2/186:30 am
HPN
- BNA
1 stop7h 15m
American Airlines
Deal found 2/4![American Airlines logo]()
$193
This Delta deal was found by Cheapflights users on 2/4. 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.
Wed 3/46:00 am
BNA
- HPN
1 stop4h 56m
Delta
Wed 3/115:17 pm
HPN
- BNA
1 stop4h 53m
Delta
Deal found 2/4![Delta logo]()
$197
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:00 am
CVG
- HPN
1 stop6h 06m
Delta
Tue 3/103:13 pm
HPN
- CVG
1 stop8h 39m
Delta
Deal found 2/1![Delta logo]()
$221
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 2/135:00 am
BNA
- HPN
1 stop5h 29m
American Airlines
Mon 2/165:30 pm
HPN
- BNA
1 stop5h 39m
American Airlines
Deal found 2/3![American Airlines logo]()
$227
This Delta deal was found by Cheapflights users on 2/4. 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 2/268:05 am
CVG
- HPN
1 stop3h 51m
Delta
Sun 3/16:00 am
HPN
- CVG
1 stop7h 13m
Delta
Deal found 2/4![Delta logo]()
$229
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 2/128:54 am
BNA
- HPN
1 stop7h 05m
American Airlines
Sun 2/155:30 pm
HPN
- BNA
1 stop6h 14m
American Airlines
Deal found 2/3![American Airlines logo]()
$252
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 2/2712:03 pm
CVG
- HPN
1 stop3h 46m
Delta
Tue 3/36:00 am
HPN
- CVG
1 stop5h 08m
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.
Thu 9/242:11 pm
CVG
- HPN
1 stop6h 03m
American Airlines
Tue 9/2912:45 pm
HPN
- CVG
1 stop4h 25m
American Airlines
Deal found 2/2![American Airlines logo]()
$264
This American Airlines deal was found by Cheapflights users on 2/4. 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 4/96:46 am
CVG
- HPN
1 stop3h 44m
American Airlines
Mon 4/136:30 am
HPN
- CVG
1 stop3h 55m
American Airlines
Deal found 2/4![American Airlines logo]()
$268
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 3/1911:56 am
CVG
- HPN
1 stop3h 53m
Delta
Thu 3/266:00 am
HPN
- CVG
1 stop6h 05m
Delta
Deal found 2/2![Delta logo]()
$276
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 February 5, 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 February 5, 2026.
This American Airlines deal was found by Cheapflights users on 2/4. 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 2/198:54 am
BNA
- HPN
1 stop7h 05m
American Airlines
Sat 2/216:30 am
HPN
- BNA
1 stop7h 15m
American Airlines
Deal found 2/4![American Airlines logo]()
$159
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:00 am
CVG
- HPN
1 stop6h 06m
Delta
Tue 3/103:13 pm
HPN
- CVG
1 stop8h 39m
Delta
Deal found 2/1![Delta logo]()
$221
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Tue 2/243:45 pm
BNA
- HPN
1 stop6h 14m
American Airlines
Sat 2/286:00 am
HPN
- BNA
1 stop5h 54m
American Airlines
Deal found 2/4![American Airlines logo]()
$159
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 2/276:04 am
BNA
- HPN
1 stop3h 54m
American Airlines
Mon 3/25:30 pm
HPN
- BNA
1 stop5h 39m
American Airlines
Deal found 2/4![American Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Wed 5/612:33 pm
SDF
- HPN
2 stops22h 54m
Multiple Airlines
Wed 5/1312:00 pm
HPN
- SDF
1 stop25h 27m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 2/5. 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 2/206:04 am
BNA
- HPN
1 stop3h 54m
American Airlines
Tue 2/2410:05 am
HPN
- BNA
1 stop5h 42m
American Airlines
Deal found 2/5![American Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Wed 5/68:06 pm
SDF
- HPN
1 stop24h 53m
Breeze Airways
Wed 5/1312:00 pm
HPN
- SDF
1 stop25h 27m
Breeze Airways
Deal found 2/4![Breeze Airways logo]()
$432
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 2/187:00 am
BNA
- HPN
1 stop5h 07m
American Airlines
Sun 2/226:30 am
HPN
- BNA
1 stop7h 15m
American Airlines
Deal found 2/3![American Airlines logo]()
$167
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 3/198:15 am
CVG
- HPN
1 stop3h 38m
Delta
Wed 3/253:13 pm
HPN
- CVG
1 stop8h 39m
Delta
Deal found 2/2![Delta logo]()
$225
This Delta deal was found by Cheapflights users on 2/4. 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 2/268:05 am
CVG
- HPN
1 stop3h 51m
Delta
Sun 3/16:00 am
HPN
- CVG
1 stop7h 13m
Delta
Deal found 2/4![Delta logo]()
$229
This Delta deal was found by Cheapflights users on 2/4. 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.
Sat 2/2810:58 am
CVG
- HPN
1 stop5h 34m
Delta
Tue 3/36:43 pm
HPN
- CVG
1 stop5h 12m
Delta
Deal found 2/4![Delta logo]()
$229
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 3/58:05 am
CVG
- HPN
1 stop3h 51m
Delta
Sun 3/83:13 pm
HPN
- CVG
1 stop8h 39m
Delta
Deal found 2/3![Delta logo]()
$229
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 3/136:00 am
CVG
- HPN
1 stop5h 53m
Delta
Mon 3/164:29 pm
HPN
- CVG
1 stop5h 32m
Delta
Deal found 2/2![Delta logo]()
$254
This American Airlines deal was found by Cheapflights users on 2/4. 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 4/96:46 am
CVG
- HPN
1 stop3h 44m
American Airlines
Mon 4/136:30 am
HPN
- CVG
1 stop3h 55m
American Airlines
Deal found 2/4![American Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 2/192:26 pm
SDF
- HPN
1 stop21h 02m
Multiple Airlines
Mon 2/238:00 am
HPN
- SDF
2 stops30h 38m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$405
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 2/2712:03 pm
CVG
- HPN
1 stop3h 46m
Delta
Tue 3/36:00 am
HPN
- CVG
1 stop5h 08m
Delta
Deal found 2/3![Delta logo]()
$254
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 3/1911:56 am
CVG
- HPN
1 stop3h 53m
Delta
Fri 3/273:13 pm
HPN
- CVG
1 stop8h 39m
Delta
Deal found 2/2![Delta logo]()
$254
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 3/1911:56 am
CVG
- HPN
1 stop3h 53m
Delta
Thu 3/266:00 am
HPN
- CVG
1 stop6h 05m
Delta
Deal found 2/2![Delta logo]()
$276
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.
Thu 4/211:42 am
TYS
- HPN
1 stop5h 05m
American Airlines
Mon 4/65:30 pm
HPN
- TYS
1 stop4h 04m
American Airlines
Deal found 2/2![American Airlines logo]()
$379
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 2/198:05 am
CVG
- HPN
1 stop3h 51m
Delta
Mon 2/2312:36 pm
HPN
- CVG
1 stop6h 49m
Delta
Deal found 2/3![Delta logo]()
$289
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 3/205:00 am
TYS
- HPN
1 stop4h 29m
American Airlines
Sun 3/226:00 am
HPN
- TYS
1 stop4h 58m
American Airlines
Deal found 2/4![American Airlines logo]()
$379
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.
Sat 3/287:45 am
LEX
- HPN
1 stop3h 58m
Delta
Sat 4/46:59 pm
HPN
- LEX
1 stop4h 54m
Delta
Deal found 2/2![Delta 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 3/64:22 pm
EVV
- HPN
1 stop4h 37m
American Airlines
Sun 3/85:29 pm
HPN
- EVV
1 stop7h 17m
American Airlines
Deal found 2/2![American Airlines logo]()
$407
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 7/17:10 am
LEX
- HPN
1 stop5h 04m
Delta
Sat 7/115:10 pm
HPN
- LEX
1 stop4h 23m
Delta
Deal found 2/2![Delta logo]()
$348
This American Airlines deal was found by Cheapflights users on 2/4. 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 2/1912:07 pm
SDF
- HPN
1 stop4h 52m
American Airlines
Mon 2/235:30 pm
HPN
- SDF
1 stop4h 09m
American Airlines
Deal found 2/4![American Airlines logo]()
$429
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 2/207:26 am
LEX
- HPN
1 stop4h 30m
Delta
Tue 2/246:43 pm
HPN
- LEX
1 stop5h 05m
Delta
Deal found 2/3![Delta logo]()
$369
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Wed 5/63:28 pm
LEX
- HPN
1 stop7h 32m
American Airlines
Wed 5/136:59 pm
HPN
- LEX
1 stop4h 57m
American Airlines
Deal found 2/4![American Airlines logo]()
$461
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/197:17 pm
TRI
- HPN
1 stop14h 27m
Delta
Thu 3/266:00 am
HPN
- TRI
1 stop16h 28m
Delta
Deal found 2/1![Delta logo]()
$385
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 2/266:00 am
EVV
- HPN
1 stop5h 06m
Delta
Sun 3/16:00 am
HPN
- EVV
1 stop5h 33m
Delta
Deal found 2/2![Delta logo]()
$407
This Delta deal was found by Cheapflights users on 2/5. 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 2/276:00 am
EVV
- HPN
1 stop5h 06m
Delta
Sun 3/16:00 am
HPN
- EVV
1 stop5h 33m
Delta
Deal found 2/5![Delta logo]()
$407
Last-minute flights from Kentucky to Westchester CountyDiscover last-minute flight deals from Kentucky to Westchester County. Data last updated February 5, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Westchester County. Data last updated February 5, 2026 and is based on user searches.
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 2/106:30 am
CVG
- HPN
1 stop4h 58m
American Airlines
Sat 2/144:30 pm
HPN
- CVG
1 stop5h 21m
American Airlines
Deal found 2/3![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Wed 2/117:00 am
BNA
- HPN
1 stop5h 00m
American Airlines
Wed 2/186:30 am
HPN
- BNA
1 stop7h 15m
American Airlines
Deal found 2/4![American Airlines logo]()
$193
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 2/128:54 am
BNA
- HPN
1 stop7h 05m
American Airlines
Sun 2/155:30 pm
HPN
- BNA
1 stop6h 14m
American Airlines
Deal found 2/3![American Airlines logo]()
$252
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 2/135:00 am
BNA
- HPN
1 stop5h 29m
American Airlines
Mon 2/165:30 pm
HPN
- BNA
1 stop5h 39m
American Airlines
Deal found 2/3![American Airlines logo]()
$227
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.
Thu 2/196:04 am
BNA
- HPN
1 stop3h 54m
American Airlines
Sat 2/215:29 pm
HPN
- BNA
1 stop5h 57m
American Airlines
Deal found 2/2![American Airlines logo]()
$167
This American Airlines deal was found by Cheapflights users on 2/5. 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 2/2410:10 am
BNA
- HPN
1 stop7h 09m
American Airlines
Sat 2/285:29 pm
HPN
- BNA
1 stop5h 57m
American Airlines
Deal found 2/5![American Airlines logo]()
$159
This Delta deal was found by Cheapflights users on 2/4. 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 2/268:05 am
CVG
- HPN
1 stop3h 51m
Delta
Sun 3/16:00 am
HPN
- CVG
1 stop7h 13m
Delta
Deal found 2/4![Delta logo]()
$229
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 2/2712:03 pm
CVG
- HPN
1 stop3h 46m
Delta
Tue 3/36:00 am
HPN
- CVG
1 stop5h 08m
Delta
Deal found 2/3![Delta logo]()
$254
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:00 am
CVG
- HPN
1 stop6h 06m
Delta
Tue 3/103:13 pm
HPN
- CVG
1 stop8h 39m
Delta
Deal found 2/1![Delta logo]()
$221
This Delta deal was found by Cheapflights users on 2/4. 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.
Wed 3/46:00 am
BNA
- HPN
1 stop4h 56m
Delta
Wed 3/115:17 pm
HPN
- BNA
1 stop4h 53m
Delta
Deal found 2/4![Delta logo]()
$197
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 3/1911:56 am
CVG
- HPN
1 stop3h 53m
Delta
Thu 3/266:00 am
HPN
- CVG
1 stop6h 05m
Delta
Deal found 2/2![Delta logo]()
$276
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 3/215:00 am
CVG
- HPN
1 stop6h 29m
American Airlines
Fri 3/2712:00 pm
HPN
- CVG
1 stop5h 56m
American Airlines
Deal found 2/2![American Airlines logo]()
$298
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 February 5, 2026.
Search for one-way flight options from Kentucky to Westchester County. Find affordable one-way fares based on user searches. Data last updated February 5, 2026.
This Delta deal was found by Cheapflights users on 2/5. 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 2/196:00 am
BNA
- HPN
1 stop4h 56m
Delta
Deal found 2/5![Delta logo]()
$109
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 3/22:06 pm
TYS
- HPN
2 stops21h 22m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$115
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 4/237:45 am
BNA
- HPN
2 stops26h 43m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$147
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Mon 3/94:50 pm
BNA
- HPN
1 stop5h 09m
American Airlines
Deal found 2/4![American Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Wed 3/43:20 pm
CVG
- HPN
2 stops20h 08m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$152
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.
Sun 3/155:33 pm
BNA
- HPN
2 stops16h 55m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$160
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 2/136:25 am
BNA
- HPN
1 stop4h 41m
Delta
Deal found 2/2![Delta logo]()
$164
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.
Sun 3/157:41 pm
CVG
- HPN
3 stops39h 47m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$165
This American Airlines deal was found by Cheapflights users on 2/5. 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.
Wed 2/1811:05 am
BNA
- HPN
2 stops8h 03m
American Airlines
Deal found 2/5![American Airlines logo]()
$169
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.
Sun 3/157:30 am
BNA
- HPN
1 stop7h 29m
American Airlines
Deal found 2/3![American Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Mon 2/166:19 pm
BNA
- HPN
3 stops41h 28m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$177
This KAYAK deal was found by Cheapflights users on 2/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/126:25 am
BNA
- HPN
1 stop4h 41m
Delta
Deal found 2/5![Delta logo]()
$178
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 February 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $159 (American Airlines) |
One-way from | $109 (Delta) |
Popular in | December |
Cheapest in | July |
Average price | $283 |
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 February 5, 2026.
Use the filters below to find and compare flights from Kentucky to Westchester County that are best for you.
Fly from
Kentucky
Fly to
Westchester County
Route
Depart
Return
Price
NashvilleWhite Plains
BNA - HPN
BNAHPN
Nashville Intl
Thu 2/19
8:54 am-4:59 pm
1 stop7h 05m
White Plains Westchester County
Sat 2/21
6:30 am-12:45 pm
1 stop7h 15m
$159
NashvilleWhite Plains
BNA - HPN
BNAHPN
Nashville Intl
Tue 2/24
3:45 pm-10:59 pm
1 stop6h 14m
White Plains Westchester County
Sat 2/28
6:00 am-10:54 am
1 stop5h 54m
$159
NashvilleWhite Plains
BNA - HPN
BNAHPN
Nashville Intl
Fri 2/27
6:04 am-10:58 am
1 stop3h 54m
White Plains Westchester County
Mon 3/2
5:30 pm-10:09 pm
1 stop5h 39m
$159
NashvilleWhite Plains
BNA - HPN
BNAHPN
Nashville Intl
Fri 2/20
6:04 am-10:58 am
1 stop3h 54m
White Plains Westchester County
Tue 2/24
10:05 am-2:47 pm
1 stop5h 42m
$159
NashvilleWhite Plains
BNA - HPN
BNAHPN
Nashville Intl
Wed 2/18
7:00 am-1:07 pm
1 stop5h 07m
White Plains Westchester County
Sun 2/22
6:30 am-12:45 pm
1 stop7h 15m
$167
CincinnatiWhite Plains
CVG - HPN
CVGHPN
Cincinnati Cinci./N. Kentucky
Tue 3/3
6:00 am-12:06 pm
1 stop6h 06m
White Plains Westchester County
Tue 3/10
3:13 pm-11:52 pm
1 stop8h 39m
$221
CincinnatiWhite Plains
CVG - HPN
CVGHPN
Cincinnati Cinci./N. Kentucky
Thu 3/19
8:15 am-11:53 am
1 stop3h 38m
White Plains Westchester County
Wed 3/25
3:13 pm-11:52 pm
1 stop8h 39m
$225
CincinnatiWhite Plains
CVG - HPN
CVGHPN
Cincinnati Cinci./N. Kentucky
Thu 2/26
8:05 am-11:56 am
1 stop3h 51m
White Plains Westchester County
Sun 3/1
6:00 am-1:13 pm
1 stop7h 13m
$229
CincinnatiWhite Plains
CVG - HPN
CVGHPN
Cincinnati Cinci./N. Kentucky
Sat 2/28
10:58 am-4:32 pm
1 stop5h 34m
White Plains Westchester County
Tue 3/3
6:43 pm-11:55 pm
1 stop5h 12m
$229
CincinnatiWhite Plains
CVG - HPN
CVGHPN
Cincinnati Cinci./N. Kentucky
Thu 3/5
8:05 am-11:56 am
1 stop3h 51m
White Plains Westchester County
Sun 3/8
3:13 pm-11:52 pm
1 stop8h 39m
$229
Showing 1-10 of 60 results
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.
BNA-HPN
TYS-HPN
CVG-HPN
SDF-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
BNA-HPN
TYS-HPN
CVG-HPN
SDF-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
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Kentucky and Westchester County flights
Browse other Kentucky and Westchester County flight options. Last updated on February 5, 2026.
Popular flight searches
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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 February 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$222 | Average$260 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$238 | Average$396 | FlexibilityNo cancel fee | On-time71% |