$119+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — HPN
May 24 — May 311
Round-trip
1 adult, Economy
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Find cheap flights from Cleveland to Westchester County 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 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 April 24, 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 April 24, 2026.
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/154:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Sun 5/176:00 am
HPN
- CLE
1 stop5h 37m
Delta
Deal found 4/20![Delta logo]()
$227
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/54:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Sun 6/76:29 am
HPN
- CLE
1 stop5h 04m
Delta
Deal found 4/23![Delta logo]()
$232
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/63:50 pm
CLE
- HPN
1 stop4h 37m
American Airlines
Sun 5/106:30 am
HPN
- CLE
1 stop5h 34m
American Airlines
Deal found 4/21![American Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:05 am
CLE
- HPN
1 stop5h 03m
Delta
Wed 8/56:49 pm
HPN
- CLE
1 stop6h 08m
Delta
Deal found 4/22![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/44:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Mon 6/86:29 am
HPN
- CLE
1 stop5h 04m
Delta
Deal found 4/22![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/294:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Sun 5/316:00 am
HPN
- CLE
1 stop7h 03m
Delta
Deal found 4/20![Delta logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:00 pm
CLE
- HPN
1 stop22h 20m
Multiple Airlines
Sun 6/78:00 am
HPN
- CLE
2 stops11h 34m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:35 am
CLE
- HPN
1 stop5h 16m
Delta
Sat 6/66:40 pm
HPN
- CLE
1 stop5h 59m
Delta
Deal found 4/22![Delta logo]()
$287
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:35 am
CLE
- HPN
1 stop4h 55m
American Airlines
Mon 5/256:00 am
HPN
- CLE
1 stop8h 04m
American Airlines
Deal found 4/21![American Airlines logo]()
$292
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/63:53 pm
CLE
- HPN
1 stop4h 36m
American Airlines
Mon 6/86:59 pm
HPN
- CLE
1 stop5h 25m
American Airlines
Deal found 4/21![American Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2410:30 am
CLE
- HPN
1 stop5h 19m
Delta
Fri 5/296:00 am
HPN
- CLE
1 stop5h 36m
Delta
Deal found 4/20![Delta logo]()
$297
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 April 24, 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 April 24, 2026.
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/154:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Sun 5/176:00 am
HPN
- CLE
1 stop5h 37m
Delta
Deal found 4/20![Delta logo]()
$227
This American Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:35 am
CLE
- HPN
1 stop4h 55m
American Airlines
Fri 5/295:59 pm
HPN
- CLE
1 stop4h 17m
American Airlines
Deal found 4/23![American Airlines logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:00 pm
CLE
- HPN
1 stop22h 20m
Multiple Airlines
Sun 6/78:00 am
HPN
- CLE
2 stops11h 34m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/154:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Sat 5/166:40 pm
HPN
- CLE
1 stop5h 59m
Delta
Deal found 4/21![Delta logo]()
$227
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/54:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Sat 6/66:40 pm
HPN
- CLE
1 stop5h 59m
Delta
Deal found 4/22![Delta logo]()
$227
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/44:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Sun 6/76:29 am
HPN
- CLE
1 stop5h 04m
Delta
Deal found 4/22![Delta logo]()
$232
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:35 am
CLE
- HPN
1 stop4h 55m
American Airlines
Sun 5/247:10 am
HPN
- CLE
1 stop6h 54m
American Airlines
Deal found 4/21![American Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/54:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Sun 6/76:29 am
HPN
- CLE
1 stop5h 04m
Delta
Deal found 4/23![Delta logo]()
$232
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/64:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Sun 6/76:29 am
HPN
- CLE
1 stop5h 04m
Delta
Deal found 4/22![Delta logo]()
$232
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/44:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Mon 6/86:29 am
HPN
- CLE
1 stop5h 04m
Delta
Deal found 4/22![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:35 am
CLE
- HPN
1 stop5h 16m
Delta
Sat 6/66:40 pm
HPN
- CLE
1 stop5h 59m
Delta
Deal found 4/22![Delta logo]()
$287
Last-minute flights from Cleveland to Westchester CountyDiscover last-minute flight deals from Cleveland to Westchester County. Data last updated April 24, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Westchester County. Data last updated April 24, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2312:34 pm
CLE
- HPN
1 stop5h 54m
American Airlines
Fri 5/295:59 pm
HPN
- CLE
1 stop4h 17m
American Airlines
Deal found 4/21![American Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2410:30 am
CLE
- HPN
1 stop5h 19m
Delta
Fri 5/296:00 am
HPN
- CLE
1 stop5h 36m
Delta
Deal found 4/20![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:05 am
CLE
- HPN
1 stop7h 24m
Delta
Mon 5/44:29 pm
HPN
- CLE
1 stop6h 37m
Delta
Deal found 4/22![Delta logo]()
$317
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/63:50 pm
CLE
- HPN
1 stop4h 37m
American Airlines
Sun 5/106:30 am
HPN
- CLE
1 stop5h 34m
American Airlines
Deal found 4/21![American Airlines logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/69:57 pm
CLE
- HPN
2 stops13h 30m
Multiple Airlines
Sun 5/108:00 am
HPN
- CLE
1 stop13h 25m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/154:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Sun 5/176:00 am
HPN
- CLE
1 stop5h 37m
Delta
Deal found 4/20![Delta logo]()
$227
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:35 am
CLE
- HPN
1 stop4h 55m
American Airlines
Mon 5/256:00 am
HPN
- CLE
1 stop8h 04m
American Airlines
Deal found 4/21![American Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/224:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Mon 5/256:00 am
HPN
- CLE
1 stop5h 36m
Delta
Deal found 4/21![Delta logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/223:46 pm
CLE
- HPN
2 stops19h 34m
Multiple Airlines
Fri 5/296:09 pm
HPN
- CLE
1 stop23h 18m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$335
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2310:41 am
CLE
- HPN
1 stop5h 08m
Delta
Mon 5/256:00 am
HPN
- CLE
1 stop5h 36m
Delta
Deal found 4/21![Delta logo]()
$232
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/294:20 pm
CLE
- HPN
1 stop6h 00m
Delta
Sun 5/316:00 am
HPN
- CLE
1 stop7h 03m
Delta
Deal found 4/20![Delta logo]()
$267
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 April 24, 2026.
Search for one-way flight options from Cleveland to Westchester County. Find affordable one-way fares based on user searches. Data last updated April 24, 2026.
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:00 am
CLE
- HPN
1 stop6h 02m
Delta
Deal found 4/21![Delta logo]()
$119
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:00 am
CLE
- HPN
2 stops9h 49m
Delta
Deal found 4/20![Delta logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:07 pm
CLE
- HPN
1 stop22h 21m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$140
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3110:24 am
CLE
- HPN
1 stop5h 23m
Delta
Deal found 4/23![Delta logo]()
$149
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:05 am
CLE
- HPN
1 stop5h 03m
Delta
Deal found 4/22![Delta logo]()
$150
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:00 am
CLE
- HPN
1 stop5h 13m
Delta
Deal found 4/21![Delta logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:24 pm
CLE
- HPN
2 stops15h 56m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$167
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:05 am
CLE
- HPN
1 stop4h 55m
Delta
Deal found 4/23![Delta logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/303:46 pm
CLE
- HPN
3 stops25h 43m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$188
This American Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 6/285:15 pm
CLE
- HPN
1 stop6h 11m
American Airlines
Deal found 4/24![American Airlines logo]()
$209
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 April 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $227 (Delta) |
One-way from | $119 (Delta) |
Popular in | March |
Cheapest in | July |
Average price | $199 |
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 April 24, 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
Fri 5/15
4:20 pm-10:20 pm
1 stop6h 00m
White Plains Westchester County
Sun 5/17
6:00 am-11:37 am
1 stop5h 37m
$227
Quickest round-trip
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Fri 5/22
5:35 am-10:30 am
1 stop4h 55m
White Plains Westchester County
Fri 5/29
5:59 pm-10:16 pm
1 stop4h 17m
$227
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Fri 5/15
4:20 pm-10:20 pm
1 stop6h 00m
White Plains Westchester County
Sat 5/16
6:40 pm-12:39 am
1 stop5h 59m
$227
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Fri 6/5
4:20 pm-10:20 pm
1 stop6h 00m
White Plains Westchester County
Sat 6/6
6:40 pm-12:39 am
1 stop5h 59m
$227
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Thu 6/4
4:20 pm-10:20 pm
1 stop6h 00m
White Plains Westchester County
Sun 6/7
6:29 am-11:33 am
1 stop5h 04m
$232
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Fri 6/5
4:20 pm-10:20 pm
1 stop6h 00m
White Plains Westchester County
Sun 6/7
6:29 am-11:33 am
1 stop5h 04m
$232
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Sat 6/6
4:20 pm-10:20 pm
1 stop6h 00m
White Plains Westchester County
Sun 6/7
6:29 am-11:33 am
1 stop5h 04m
$232
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Thu 6/4
4:20 pm-10:20 pm
1 stop6h 00m
White Plains Westchester County
Mon 6/8
6:29 am-11:33 am
1 stop5h 04m
$263
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Fri 6/5
1:00 pm-11:20 am
1 stop22h 20m
White Plains Westchester County
Sun 6/7
8:00 am-7:34 pm
2 stops11h 34m
$278
ClevelandWhite Plains
CLE - HPN
CLEHPN
Cleveland Hopkins Intl
Sat 6/6
6:35 am-11:51 am
1 stop5h 16m
White Plains Westchester County
Sat 6/6
6:40 pm-12:39 am
1 stop5h 59m
$287
Showing 1-10 of 20 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
No data available for this route at this time. Please check back soon.
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 April 24, 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.
Overall
7.1
Crew
7.9
Boarding
7.5
Entertainment
6.9
Comfort
7.2
Food
6.4
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Overall
7.1
Crew
7.9
Boarding
7.5
Entertainment
6.9
Comfort
7.2
Food
6.4
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Related info for your journey
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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 April 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$263 | FlexibilityNo cancel fee | On-time71% |