$113+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — HPN
Sep 22 — Sep 291
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Cleveland to Westchester County
Cheapest
Best
Last-minute
One-way
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 August 23, 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 August 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sat 9/1911:10 am -
1 stop9h 50m
Tue 9/227:45 pm -
1 stop19h 33m
Deal found 8/18![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/211:34 pm -
1 stop7h 26m
Wed 9/237:45 pm -
1 stop21h 46m
Deal found 8/18![Multiple Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 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 -
1 stop19h 33m
Deal found 8/22![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:10 am -
1 stop9h 50m
Sat 9/197:45 pm -
2 stops16h 19m
Deal found 8/22![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Sat 10/311:10 am -
1 stop9h 50m
Sat 10/107:45 pm -
2 stops16h 24m
Deal found 8/21![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/2211:10 am -
1 stop9h 50m
Fri 9/257:45 pm -
2 stops16h 19m
Deal found 8/19![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 8/18. 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
Wed 9/237:45 pm -
1 stop21h 46m
Deal found 8/18![Multiple Airlines logo]()
$287
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 August 23, 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 August 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/211:34 pm -
1 stop7h 26m
Wed 9/237:45 pm -
1 stop21h 46m
Deal found 8/18![Multiple Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 8/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/84:27 pm -
1 stop6h 32m
Sat 9/127:06 am -
1 stop7h 19m
Deal found 8/20![American Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 8/19. 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 10/201:00 pm -
1 stop5h 00m
Thu 10/2212:53 pm -
1 stop7h 47m
Deal found 8/19![Delta logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/2211:10 am -
1 stop9h 50m
Fri 9/257:45 pm -
2 stops16h 19m
Deal found 8/19![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 8/18. 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
Wed 9/237:45 pm -
1 stop21h 46m
Deal found 8/18![Multiple Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 8/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:51 pm -
1 stop8h 08m
Tue 9/85:45 pm -
1 stop6h 10m
Deal found 8/20![American Airlines logo]()
$342
This Delta deal was found by Cheapflights users on 8/19. 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 10/207:05 am -
1 stop5h 03m
Fri 10/236:40 pm -
1 stop6h 17m
Deal found 8/19![Delta logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:10 am -
1 stop9h 50m
Sat 9/197:45 pm -
1 stop21h 46m
Deal found 8/22![Multiple Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/205:11 pm -
1 stop5h 48m
Wed 9/235:36 pm -
1 stop6h 15m
Deal found 8/18![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 8/19. 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 12/106:15 am -
1 stop5h 34m
Sun 12/1310:29 am -
1 stop5h 38m
Deal found 8/19![Delta logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Fri 10/23:45 pm -
2 stops29h 15m
Fri 10/97:45 pm -
1 stop16h 15m
Deal found 8/21![Multiple Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 8/21. 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 10/105:04 pm -
1 stop5h 13m
Sun 10/116:00 am -
1 stop6h 03m
Deal found 8/21![Delta logo]()
$527
Last-minute flights from Cleveland to Westchester CountyDiscover last-minute flight deals from Cleveland to Westchester County. Data last updated August 23, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Westchester County. Data last updated August 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 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 -
1 stop19h 33m
Deal found 8/22![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:10 am -
1 stop9h 50m
Sat 9/197:45 pm -
2 stops16h 19m
Deal found 8/22![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sat 9/1911:10 am -
1 stop9h 50m
Tue 9/227:45 pm -
1 stop19h 33m
Deal found 8/18![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 8/18. 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
Wed 9/237:45 pm -
1 stop21h 46m
Deal found 8/18![Multiple Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/211:34 pm -
1 stop7h 26m
Wed 9/237:45 pm -
1 stop21h 46m
Deal found 8/18![Multiple Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/2211:10 am -
1 stop9h 50m
Fri 9/257:45 pm -
2 stops16h 19m
Deal found 8/19![Multiple Airlines logo]()
$271
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 August 23, 2026.
Search for one-way flight options from Cleveland to Westchester County. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/2311:10 am -
1 stop9h 50m
Deal found 8/19![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/2211:10 am -
1 stop9h 50m
Deal found 8/19![Multiple Airlines logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 10/123:46 pm -
2 stops29h 14m
Deal found 8/19![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/217:00 am -
2 stops14h 00m
Deal found 8/19![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 Kiwi.com 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 8/22![Multiple Airlines logo]()
$139
This Delta deal was found by Cheapflights users on 8/22. 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 9/286:00 am -
1 stop6h 03m
Deal found 8/22![Delta logo]()
$174
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 August 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $213 (Kiwi.com) |
One-way from | $113 (Kiwi.com) |
Popular in | June |
Cheapest in | May |
Average price | $251 |
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 August 23, 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
Mon 9/21
1:34 pm-9:00 pm
1 stop7h 26m
White Plains Westchester County
Wed 9/23
7:45 pm-5:31 pm
1 stop21h 46m
$239
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Tue 9/22
11:10 am-9:00 pm
1 stop9h 50m
White Plains Westchester County
Fri 9/25
7:45 pm-12:04 pm
2 stops16h 19m
$271
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Sun 9/20
9:59 pm-11:20 am
2 stops13h 21m
White Plains Westchester County
Wed 9/23
7:45 pm-5:31 pm
1 stop21h 46m
$287
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Wed 9/16
11:10 am-9:00 pm
1 stop9h 50m
White Plains Westchester County
Sat 9/19
7:45 pm-5:31 pm
1 stop21h 46m
$309
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Tue 9/8
4:27 pm-10:59 pm
1 stop6h 32m
White Plains Westchester County
Sat 9/12
7:06 am-2:25 pm
1 stop7h 19m
$337
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Fri 9/4
2:51 pm-10:59 pm
1 stop8h 08m
White Plains Westchester County
Tue 9/8
5:45 pm-11:55 pm
1 stop6h 10m
$342
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Tue 10/20
1:00 pm-6:00 pm
1 stop5h 00m
White Plains Westchester County
Thu 10/22
12:53 pm-8:40 pm
1 stop7h 47m
$347
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Tue 10/20
7:05 am-12:08 pm
1 stop5h 03m
White Plains Westchester County
Fri 10/23
6:40 pm-12:57 am
1 stop6h 17m
$357
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Sun 9/20
5:11 pm-10:59 pm
1 stop5h 48m
White Plains Westchester County
Wed 9/23
5:36 pm-11:51 pm
1 stop6h 15m
$357
Quickest round-trip
ClevelandWhite Plains
CLE Cleveland Hopkins Intl - HPN White Plains Westchester County
CLEHPN
Cleveland Hopkins Intl
Thu 12/10
6:15 am-11:49 am
1 stop5h 34m
White Plains Westchester County
Sun 12/13
10:29 am-4:07 pm
1 stop5h 38m
$367
Showing 1-10 of 21 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 August 23, 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
Food
6.4
Entertainment
6.8
Comfort
7.2
Boarding
7.5
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2023
DFW - JFK
Overall
7.1
Crew
7.9
Food
6.4
Entertainment
6.8
Comfort
7.2
Boarding
7.5
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Alternative routes for Cleveland to Westchester County
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Westchester County by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Cleveland to Westchester County by cabin class
Find flights from Cleveland to Westchester County, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Cleveland and Westchester County flights
Browse other Cleveland and Westchester County flight options. Last updated on August 23, 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 August 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$318 | FlexibilityNo cancel fee | On-time71% |