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Westchester County

$149+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — HPN
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Cleveland to Westchester County

Cheapest flights from Cleveland to Westchester County
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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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 12/235:30 amCLE - HPN
1 stop5h 04mAmerican Airlines
Sun 1/46:56 pmHPN - CLE
1 stop5h 29mAmerican Airlines
Deal found 12/16$264
This Delta deal was found by Cheapflights users on 12/16. 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 12/1610:30 amCLE - HPN
1 stop5h 19mDelta
Thu 12/1812:55 pmHPN - CLE
1 stop6h 00mDelta
Deal found 12/16$564
This Delta deal was found by Cheapflights users on 12/17. 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 12/2012:03 pmCLE - HPN
1 stop3h 46mDelta
Tue 12/236:03 amHPN - CLE
1 stop6h 10mDelta
Deal found 12/17$704
This Delta deal was found by Cheapflights users on 12/17. 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 12/296:29 amCLE - HPN
1 stop5h 30mDelta
Tue 12/305:16 pmHPN - CLE
1 stop5h 15mDelta
Deal found 12/17$838

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 December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$209
(Delta)

One-way from

$149
(Delta)

Popular in

November

Cheapest in

February

Average price

$251
Provider with most accurate pricing for Cleveland Hopkins Intl-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-New York (NYC) flights.
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From Cleveland Hopkins Intl to Westchester County
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One-way flight from Cleveland Hopkins Intl to Westchester County
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Highest demand for flights based on searches. 20% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 18, 2025.
Use the filters below to find and compare flights from Cleveland to Westchester County that are best for you.

Fly from

Cleveland

Fly to

Westchester County

Route

Depart

Return

Price

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Wed 1/7

10:25 am-3:49 pm

1 stop5h 24m

White Plains Westchester County

Sat 1/10

6:00 am-11:44 am

1 stop5h 44m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 5/28

6:00 am-12:14 pm

1 stop6h 14m

White Plains Westchester County

Sat 5/30

6:40 pm-12:37 am

1 stop5h 57m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Wed 5/6

7:00 am-12:14 pm

1 stop5h 14m

White Plains Westchester County

Sat 5/9

3:15 pm-10:54 pm

1 stop7h 39m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 1/1

3:10 pm-9:59 pm

1 stop6h 49m

White Plains Westchester County

Mon 1/5

4:30 pm-9:43 pm

1 stop5h 13m

$224

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Mon 12/29

6:29 am-11:59 am

1 stop5h 30m

White Plains Westchester County

Tue 12/30

5:16 pm-10:31 pm

1 stop5h 15m

$838

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Sun 1/11

6:30 am-11:58 am

1 stop5h 28m

$149

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Sat 1/10

7:58 am-1:00 pm

1 stop5h 02m

$149

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Sat 1/10

12:49 pm-6:00 pm

1 stop5h 11m

$149

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Fri 1/9

4:31 pm-10:00 pm

1 stop5h 29m

$149

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Fri 1/23

6:00 am-12:06 pm

1 stop6h 06m

$149

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 12 results
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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.
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

What is the cheapest month to book a flight from Cleveland to Westchester County?

Currently, March is the cheapest month in which you can book a flight from Cleveland to Westchester County (average of $134). Flying from Cleveland to Westchester County in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CLE to REU?

Find hourly flight availability from Cleveland to Westchester County. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

One of the essential ways to save on airfare from Cleveland to Westchester County is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 42% on airfare.

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 December 18, 2025.
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.
American Airlines
7.2
Good
11,054 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,054 reviews
American Airlines
7.2
Good
11,054 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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.

  • What airport do you fly from for flights from Cleveland to Westchester County?

    If you book a flight to Westchester County from Cleveland, you will be flying from Hopkins Intl, which is the city’s only airport. Cleveland Hopkins Intl (CLE) is located 10.1 mi from the center of Cleveland.

  • How long is the flight from Cleveland to Westchester County?

    There are many flights that can get you from Cleveland to Westchester County in 5h 24m. Fly via Delta to get the fastest option. Cleveland and Westchester County are separated by a distance of 423 mi.

  • Can I find deals for flights from Cleveland to Westchester County that include hotel bookings?

    Yes. In addition to deals on Cleveland to Westchester County flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cleveland to Westchester County?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cleveland to Westchester County.

  • Can I find deals for business class flights from Cleveland to Westchester County?

    Yes. Cheapflights offers flight deals from Cleveland to Westchester County by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Cleveland to Westchester County?

    Currently, March is the cheapest month in which you can book a flight from Cleveland to Westchester County (average of $134). Flying from Cleveland to Westchester County in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$199Average$257FlexibilityNo cancel feeOn-time71%

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