$136+ 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — HPN
Oct 1 — Oct 81
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 September 1, 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 September 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Wed 9/3011:10 am -
1 stop9h 50m
Wed 10/77:45 pm -
1 stop21h 47m
Deal found 8/27![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/219:59 pm -
2 stops13h 28m
Fri 9/257:45 pm -
1 stop19h 33m
Deal found 8/31![Multiple Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/209:59 pm -
2 stops13h 21m
Tue 9/227:45 pm -
1 stop19h 33m
Deal found 8/31![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 9/241:22 pm -
1 stop7h 38m
Thu 10/17:45 pm -
2 stops40h 19m
Deal found 8/27![Multiple Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 8/30. 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.
Mon 9/141:34 pm -
1 stop7h 26m
Fri 9/187:45 pm -
2 stops16h 37m
Deal found 8/30![Multiple Airlines logo]()
$346
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/247:40 pm -
1 stop3h 46m
Thu 10/16:00 am -
1 stop6h 34m
Deal found 8/27![American Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 8/27. 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.
Thu 9/178:28 am -
1 stop3h 28m
Sun 9/206:00 am -
1 stop5h 58m
Deal found 8/27![Delta logo]()
$367
This American Airlines deal was found by Cheapflights users on 8/30. 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.
Mon 9/142:55 pm -
1 stop8h 04m
Fri 9/185:23 pm -
1 stop6h 36m
Deal found 8/30![American Airlines logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 8/30. 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.
Fri 10/231:29 pm -
1 stop7h 31m
Sun 10/257:45 pm -
2 stops16h 24m
Deal found 8/30![Multiple Airlines logo]()
$391
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 September 1, 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 September 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 9/241:22 pm -
1 stop7h 38m
Thu 10/17:45 pm -
2 stops40h 19m
Deal found 8/27![Multiple Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 8/26. 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.
Sat 10/108:10 am -
1 stop3h 40m
Mon 10/196:40 pm -
1 stop6h 17m
Deal found 8/26![Delta logo]()
$347
This American Airlines deal was found by Cheapflights users on 8/30. 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.
Mon 9/142:55 pm -
1 stop8h 04m
Fri 9/185:23 pm -
1 stop6h 36m
Deal found 8/30![American Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 8/27. 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.
Thu 9/178:28 am -
1 stop3h 28m
Sun 9/206:00 am -
1 stop5h 58m
Deal found 8/27![Delta logo]()
$367
This American Airlines deal was found by Cheapflights users on 8/27. 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.
Fri 9/117:39 pm -
1 stop3h 47m
Tue 9/156:00 am -
1 stop6h 33m
Deal found 8/27![American Airlines logo]()
$432
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/161:29 pm -
1 stop7h 31m
Sun 10/1812:05 pm -
2 stops20h 52m
Deal found 8/31![Multiple Airlines logo]()
$455
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/111:00 pm -
1 stop5h 00m
Mon 9/146:40 pm -
1 stop5h 59m
Deal found 8/31![Delta logo]()
$420
This Delta deal was found by Cheapflights users on 8/29. 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.
Fri 9/187:05 am -
1 stop4h 58m
Mon 9/215:20 pm -
1 stop6h 34m
Deal found 8/29![Delta logo]()
$508
This American Airlines deal was found by Cheapflights users on 8/28. 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 9/229:30 am -
1 stop5h 22m
Fri 9/255:36 pm -
1 stop6h 15m
Deal found 8/28![American Airlines logo]()
$560
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/46:43 am -
1 stop5h 13m
Mon 9/76:00 am -
1 stop5h 29m
Deal found 8/31![Delta logo]()
$577
Last-minute flights from Cleveland to Westchester CountyDiscover last-minute flight deals from Cleveland to Westchester County. Data last updated September 1, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Westchester County. Data last updated September 1, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/111:00 pm -
1 stop5h 00m
Mon 9/146:40 pm -
1 stop5h 59m
Deal found 8/31![Delta logo]()
$420
This Kiwi.com deal was found by Cheapflights users on 8/30. 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.
Mon 9/141:34 pm -
1 stop7h 26m
Fri 9/187:45 pm -
2 stops16h 37m
Deal found 8/30![Multiple Airlines logo]()
$346
This American Airlines deal was found by Cheapflights users on 8/30. 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.
Mon 9/142:55 pm -
1 stop8h 04m
Fri 9/185:23 pm -
1 stop6h 36m
Deal found 8/30![American Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 8/27. 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.
Thu 9/178:28 am -
1 stop3h 28m
Sun 9/206:00 am -
1 stop5h 58m
Deal found 8/27![Delta logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/209:59 pm -
2 stops13h 21m
Tue 9/227:45 pm -
1 stop19h 33m
Deal found 8/31![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/219:59 pm -
2 stops13h 28m
Fri 9/257:45 pm -
1 stop19h 33m
Deal found 8/31![Multiple Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 9/241:22 pm -
1 stop7h 38m
Thu 10/17:45 pm -
2 stops40h 19m
Deal found 8/27![Multiple Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/247:40 pm -
1 stop3h 46m
Thu 10/16:00 am -
1 stop6h 34m
Deal found 8/27![American Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Wed 9/3011:10 am -
1 stop9h 50m
Wed 10/77:45 pm -
1 stop21h 47m
Deal found 8/27![Multiple Airlines logo]()
$240
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 September 1, 2026.
Search for one-way flight options from Cleveland to Westchester County. Find affordable one-way fares based on user searches. Data last updated September 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/291:41 pm -
1 stop7h 19m
Deal found 8/31![Multiple Airlines logo]()
$136
This eDestinos deal was found by Cheapflights users on 8/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:45 pm -
2 stops29h 15m
Deal found 8/29![Multiple Airlines logo]()
$159
This eDestinos deal was found by Cheapflights users on 8/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/203:45 pm -
2 stops29h 15m
Deal found 8/29![Multiple Airlines logo]()
$174
This Delta deal was found by Cheapflights users on 8/27. 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.
Sun 10/117:05 am -
1 stop5h 03m
Deal found 8/27![Delta logo]()
$184
This Delta deal was found by Cheapflights users on 8/27. 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.
Thu 9/247:05 am -
1 stop4h 58m
Deal found 8/27![Delta logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Sun 10/116:00 am -
2 stops29h 20m
Deal found 8/27![Multiple Airlines logo]()
$223
This American Airlines deal was found by Cheapflights users on 8/30. 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.
Mon 9/72:51 pm -
1 stop8h 08m
Deal found 8/30![American Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/166:00 am -
1 stop6h 08m
Deal found 8/31![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 8/28. 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.
Sun 9/206:00 am -
1 stop6h 03m
Deal found 8/28![Delta logo]()
$280
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 September 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $240 (Kiwi.com) |
One-way from | $136 (Kiwi.com) |
Popular in | June |
Cheapest in | May |
Average price | $244 |
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 7,457,451 searches. Data last updated September 1, 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 Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Thu 9/24
1:22 pm-9:00 pm
1 stop7h 38m
White Plains Westchester County
Thu 10/1
7:45 pm-12:04 pm
2 stops40h 19m
$334
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Sat 10/10
8:10 am-11:50 am
1 stop3h 40m
White Plains Westchester County
Mon 10/19
6:40 pm-12:57 am
1 stop6h 17m
$347
Quickest round-trip
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Thu 9/17
8:28 am-11:56 am
1 stop3h 28m
White Plains Westchester County
Sun 9/20
6:00 am-11:58 am
1 stop5h 58m
$367
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Mon 9/14
2:55 pm-10:59 pm
1 stop8h 04m
White Plains Westchester County
Fri 9/18
5:23 pm-11:59 pm
1 stop6h 36m
$387
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Fri 9/11
1:00 pm-6:00 pm
1 stop5h 00m
White Plains Westchester County
Mon 9/14
6:40 pm-12:39 am
1 stop5h 59m
$420
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Fri 9/11
7:39 pm-11:26 pm
1 stop3h 47m
White Plains Westchester County
Tue 9/15
6:00 am-12:33 pm
1 stop6h 33m
$432
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Fri 10/16
1:29 pm-9:00 pm
1 stop7h 31m
White Plains Westchester County
Sun 10/18
12:05 pm-8:57 am
2 stops20h 52m
$455
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Fri 9/18
7:05 am-12:03 pm
1 stop4h 58m
White Plains Westchester County
Mon 9/21
5:20 pm-11:54 pm
1 stop6h 34m
$508
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Tue 9/22
9:30 am-2:52 pm
1 stop5h 22m
White Plains Westchester County
Fri 9/25
5:36 pm-11:51 pm
1 stop6h 15m
$560
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Fri 9/4
6:43 am-11:56 am
1 stop5h 13m
White Plains Westchester County
Mon 9/7
6:00 am-11:29 am
1 stop5h 29m
$577
Showing 1-10 of 22 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 September 1, 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
Overall
7.1
Boarding
7.5
Entertainment
6.8
Food
6.4
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2023
DFW - JFK
Comfort
7.2
Crew
7.9
Overall
7.1
Boarding
7.5
Entertainment
6.8
Food
6.4
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
Browse other Cleveland and Westchester County flight options. Last updated on September 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated September 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$196 | Average$318 | FlexibilityNo cancel fee | On-time71% |