$129+ Cheap flights from Cleveland (CLE) 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — HPN
Jul 30 — Aug 61
Round-trip
1 adult, Economy
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Find cheap flights from Cleveland 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 Cleveland to Westchester CountyExplore the most affordable flight options available from Cleveland to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2026.
Explore the most affordable flight options available from Cleveland to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2026.
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:43 am
CLE
- HPN
1 stop5h 13m
Delta
Tue 8/185:17 pm
HPN
- CLE
1 stop4h 05m
Delta
Deal found 6/28![Delta logo]()
$257
This American Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/315:22 am
CLE
- HPN
1 stop5h 08m
American Airlines
Sun 8/24:39 pm
HPN
- CLE
1 stop5h 16m
American Airlines
Deal found 6/29![American Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:43 am
CLE
- HPN
1 stop5h 13m
Delta
Fri 8/215:17 pm
HPN
- CLE
1 stop6h 39m
Delta
Deal found 6/28![Delta logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:02 pm
CLE
- HPN
1 stop7h 58m
Multiple Airlines
Sun 8/238:00 am
HPN
- CLE
2 stops27h 55m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:59 pm
CLE
- HPN
1 stop3h 30m
American Airlines
Sun 7/195:26 pm
HPN
- CLE
1 stop6h 33m
American Airlines
Deal found 6/26![American Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:15 pm
CLE
- HPN
2 stops18h 05m
Multiple Airlines
Sun 8/238:00 am
HPN
- CLE
1 stop9h 15m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$318
This Delta deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:18 am
CLE
- HPN
1 stop3h 38m
Delta
Thu 7/305:12 pm
HPN
- CLE
1 stop6h 44m
Delta
Deal found 6/27![Delta logo]()
$328
This American Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/112:51 pm
CLE
- HPN
1 stop7h 08m
American Airlines
Thu 8/205:24 pm
HPN
- CLE
1 stop6h 22m
American Airlines
Deal found 6/28![American Airlines logo]()
$347
This American Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:04 pm
CLE
- HPN
1 stop6h 25m
American Airlines
Sun 7/125:26 pm
HPN
- CLE
1 stop6h 33m
American Airlines
Deal found 6/28![American Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/171:02 pm
CLE
- HPN
1 stop4h 27m
Multiple Airlines
Sun 7/198:00 am
HPN
- CLE
2 stops27h 49m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 7/116:40 am
CLE
- HPN
1 stop5h 16m
Delta
Tue 7/145:12 pm
HPN
- CLE
1 stop6h 44m
Delta
Deal found 6/30![Delta logo]()
$367
Best flights from Cleveland to Westchester CountyDiscover carefully curated flight deals from Cleveland to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 30, 2026.
Discover carefully curated flight deals from Cleveland to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 30, 2026.
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:43 am
CLE
- HPN
1 stop5h 13m
Delta
Wed 8/1912:36 pm
HPN
- CLE
1 stop6h 00m
Delta
Deal found 6/28![Delta logo]()
$257
This American Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 am
CLE
- HPN
1 stop4h 30m
American Airlines
Thu 7/306:24 am
HPN
- CLE
1 stop7h 38m
American Airlines
Deal found 6/27![American Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:15 pm
CLE
- HPN
2 stops18h 05m
Multiple Airlines
Sun 8/238:00 am
HPN
- CLE
1 stop9h 15m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$318
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:43 am
CLE
- HPN
1 stop5h 13m
Delta
Tue 8/185:17 pm
HPN
- CLE
1 stop4h 05m
Delta
Deal found 6/28![Delta logo]()
$257
This American Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/315:22 am
CLE
- HPN
1 stop5h 08m
American Airlines
Sun 8/24:39 pm
HPN
- CLE
1 stop5h 16m
American Airlines
Deal found 6/29![American Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:43 am
CLE
- HPN
1 stop5h 13m
Delta
Fri 8/215:17 pm
HPN
- CLE
1 stop6h 39m
Delta
Deal found 6/28![Delta logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/171:02 pm
CLE
- HPN
1 stop4h 27m
Multiple Airlines
Sun 7/198:00 am
HPN
- CLE
2 stops27h 49m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 7/116:40 am
CLE
- HPN
1 stop5h 16m
Delta
Tue 7/145:12 pm
HPN
- CLE
1 stop6h 44m
Delta
Deal found 6/30![Delta logo]()
$367
This American Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 7/116:11 pm
CLE
- HPN
1 stop4h 48m
American Airlines
Mon 7/133:22 pm
HPN
- CLE
1 stop4h 07m
American Airlines
Deal found 6/30![American Airlines logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/281:02 pm
CLE
- HPN
1 stop7h 58m
Multiple Airlines
Thu 7/308:00 am
HPN
- CLE
2 stops12h 42m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$433
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/101:02 pm
CLE
- HPN
1 stop4h 27m
Multiple Airlines
Sun 7/128:00 am
HPN
- CLE
2 stops27h 49m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$434
Last-minute flights from Cleveland to Westchester CountyDiscover last-minute flight deals from Cleveland to Westchester County. Data last updated June 30, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Westchester County. Data last updated June 30, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 7/710:24 am
CLE
- HPN
1 stop5h 23m
Delta
Fri 7/105:12 pm
HPN
- CLE
1 stop6h 44m
Delta
Deal found 6/30![Delta logo]()
$407
This American Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:04 pm
CLE
- HPN
1 stop6h 25m
American Airlines
Sun 7/125:26 pm
HPN
- CLE
1 stop6h 33m
American Airlines
Deal found 6/28![American Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/101:02 pm
CLE
- HPN
1 stop4h 27m
Multiple Airlines
Sat 7/1112:00 pm
HPN
- CLE
2 stops23h 49m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$401
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 7/1010:48 am
CLE
- HPN
1 stop5h 44m
Delta
Tue 7/145:12 pm
HPN
- CLE
1 stop6h 44m
Delta
Deal found 6/30![Delta logo]()
$412
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 7/116:40 am
CLE
- HPN
1 stop5h 16m
Delta
Tue 7/145:12 pm
HPN
- CLE
1 stop6h 44m
Delta
Deal found 6/30![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/118:18 am
CLE
- HPN
1 stop3h 38m
Delta
Mon 7/135:12 pm
HPN
- CLE
1 stop6h 44m
Delta
Deal found 6/29![Delta logo]()
$423
This American Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:59 pm
CLE
- HPN
1 stop3h 30m
American Airlines
Sun 7/195:26 pm
HPN
- CLE
1 stop6h 33m
American Airlines
Deal found 6/26![American Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/171:02 pm
CLE
- HPN
1 stop4h 27m
Multiple Airlines
Sun 7/198:00 am
HPN
- CLE
2 stops27h 49m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$363
This American Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 am
CLE
- HPN
1 stop4h 30m
American Airlines
Thu 7/306:24 am
HPN
- CLE
1 stop7h 38m
American Airlines
Deal found 6/27![American Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:18 am
CLE
- HPN
1 stop3h 38m
Delta
Thu 7/305:12 pm
HPN
- CLE
1 stop6h 44m
Delta
Deal found 6/27![Delta logo]()
$328
This American Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/315:22 am
CLE
- HPN
1 stop5h 08m
American Airlines
Sun 8/24:39 pm
HPN
- CLE
1 stop5h 16m
American Airlines
Deal found 6/29![American Airlines logo]()
$277
One-way flights from Cleveland to Westchester CountySearch for one-way flight options from Cleveland to Westchester County. Find affordable one-way fares based on user searches. Data last updated June 30, 2026.
Search for one-way flight options from Cleveland to Westchester County. Find affordable one-way fares based on user searches. Data last updated June 30, 2026.
This American Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/165:57 pm
CLE
- HPN
1 stop5h 02m
American Airlines
Deal found 6/27![American Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 8/65:51 pm
CLE
- HPN
2 stops23h 38m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:51 pm
CLE
- HPN
2 stops17h 29m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/101:02 pm
CLE
- HPN
1 stop4h 27m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/273:46 pm
CLE
- HPN
2 stops20h 47m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$156
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/308:18 am
CLE
- HPN
1 stop3h 38m
Delta
Deal found 6/26![Delta logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/165:51 pm
CLE
- HPN
2 stops23h 38m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/73:46 pm
CLE
- HPN
2 stops19h 34m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$172
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:24 am
CLE
- HPN
1 stop5h 23m
Delta
Deal found 6/28![Delta logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/165:51 pm
CLE
- HPN
2 stops23h 38m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$207
Find flight deals from Cleveland to Westchester County
Keep the following information in mind while searching for Cleveland to Westchester County flight deals. Data was last updated June 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $257 (American Airlines) |
One-way from | $129 (American Airlines) |
Popular in | March |
Cheapest in | August |
Average price | $259 |
Cheapflights Fare Finder
Customize your flight search to find flights from Cleveland 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 June 30, 2026.
Use the filters below to find and compare flights from Cleveland to Westchester County that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Tue 8/11
6:43 am-11:56 am
1 stop5h 13m
White Plains Westchester County
Wed 8/19
12:36 pm-6:36 pm
1 stop6h 00m
$257
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Tue 7/28
6:00 am-10:30 am
1 stop4h 30m
White Plains Westchester County
Thu 7/30
6:24 am-2:02 pm
1 stop7h 38m
$257
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Tue 8/11
6:43 am-11:56 am
1 stop5h 13m
White Plains Westchester County
Tue 8/18
5:17 pm-9:22 pm
1 stop4h 05m
$257
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Fri 7/31
5:22 am-10:30 am
1 stop5h 08m
White Plains Westchester County
Sun 8/2
4:39 pm-9:55 pm
1 stop5h 16m
$277
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Tue 8/11
6:43 am-11:56 am
1 stop5h 13m
White Plains Westchester County
Fri 8/21
5:17 pm-11:56 pm
1 stop6h 39m
$287
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Fri 8/21
5:15 pm-11:20 am
2 stops18h 05m
White Plains Westchester County
Sun 8/23
8:00 am-5:15 pm
1 stop9h 15m
$318
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Fri 7/17
1:02 pm-5:29 pm
1 stop4h 27m
White Plains Westchester County
Sun 7/19
8:00 am-11:49 am
2 stops27h 49m
$363
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Sat 7/11
6:40 am-11:56 am
1 stop5h 16m
White Plains Westchester County
Tue 7/14
5:12 pm-11:56 pm
1 stop6h 44m
$367
Quickest round-trip
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Sat 7/11
6:11 pm-10:59 pm
1 stop4h 48m
White Plains Westchester County
Mon 7/13
3:22 pm-7:29 pm
1 stop4h 07m
$407
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Tue 7/28
1:02 pm-9:00 pm
1 stop7h 58m
White Plains Westchester County
Thu 7/30
8:00 am-8:42 pm
2 stops12h 42m
$433
Showing 1-10 of 23 resultsSorted by cheapest first
Best time to book a flight from Cleveland to Westchester County
Have a flexible travel schedule? Discover the best time to fly to Westchester County from Cleveland with our price prediction graph.
CLE-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 Cleveland to Westchester County
CLE-zzREU
CLE-HPN
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Reviews of airlines servicing Westchester County
Get insights into the airlines that provide service to Westchester County. 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 Westchester County. Reviews last updated June 30, 2026.
Peruse reviews from past customers who have flown with American Airlines from Cleveland to Westchester County to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.2
Crew
7.9
Boarding
7.5
Food
6.4
Overall
7.1
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2023
DFW - JFK
Comfort
7.2
Crew
7.9
Boarding
7.5
Food
6.4
Overall
7.1
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2023
DFW - JFK
Related info for your journey
Find useful and relevant information for your journey from Cleveland 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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Cleveland and Westchester County flights
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Top airline flying from Cleveland to Westchester County
Discover the top airline that operate flights from Cleveland 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 June 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$196 | Average$291 | FlexibilityNo cancel fee | On-time71% |