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Westchester County

$105+ 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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — HPN
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Find 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 November 6, 2025.

This Delta deal was found by Cheapflights users on 11/4. 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 12/54:51 pmCLE - HPN
1 stop5h 18mDelta
Sun 12/76:10 amHPN - CLE
1 stop6h 57mDelta
Deal found 11/4$209
This American Airlines deal was found by Cheapflights users on 11/4. 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 11/1910:22 amCLE - HPN
1 stop4h 17mAmerican Airlines
Sun 11/236:49 pmHPN - CLE
1 stop5h 54mAmerican Airlines
Deal found 11/4$239
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/510:54 amCLE - HPN
2 stops26h 00mMultiple Airlines
Fri 12/1212:10 pmHPN - CLE
1 stop6h 06mMultiple Airlines
Deal found 11/5$275
This Delta deal was found by Cheapflights users on 11/6. 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 11/82:09 pmCLE - HPN
1 stop8h 00mDelta
Tue 11/115:14 pmHPN - CLE
1 stop6h 43mDelta
Deal found 11/6$289
This Delta deal was found by Cheapflights users on 11/4. 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 12/116:05 amCLE - HPN
2 stops9h 44mDelta
Mon 12/156:50 pmHPN - CLE
1 stop5h 47mDelta
Deal found 11/4$313
This Delta deal was found by Cheapflights users on 11/6. 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 11/155:18 amCLE - HPN
1 stop6h 41mDelta
Sun 11/166:00 amHPN - CLE
1 stop7h 05mDelta
Deal found 11/6$318
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 11/107:00 amCLE - HPN
1 stop4h 28mMultiple Airlines
Wed 11/121:14 pmHPN - CLE
1 stop24h 08mMultiple Airlines
Deal found 11/6$325
This Delta deal was found by Cheapflights users on 11/6. 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 11/145:22 amCLE - HPN
1 stop6h 37mDelta
Sun 11/166:00 amHPN - CLE
1 stop7h 05mDelta
Deal found 11/6$347
This Delta deal was found by Cheapflights users on 11/4. 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.
Wed 11/196:00 amCLE - HPN
2 stops9h 49mDelta
Sun 11/236:00 amHPN - CLE
1 stop7h 05mDelta
Deal found 11/4$374

Cheap 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 November 6, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$209
(Delta)

One-way from

$105
(Delta)

Popular in

December

Cheapest in

February

Average price

$225
Provider with most accurate pricing for Cleveland Hopkins Intl-New York (NYC) flight deals.
Search Deals
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
Search Deals
One-way flight from Cleveland Hopkins Intl to Westchester County
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 6, 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

Fri 12/5

2:13 pm-10:09 pm

1 stop7h 56m

White Plains Westchester County

Fri 12/12

3:08 pm-11:36 pm

1 stop8h 28m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 12/11

6:01 am-10:52 am

1 stop4h 51m

White Plains Westchester County

Mon 12/15

5:19 pm-11:47 pm

1 stop6h 28m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Sat 12/6

10:57 am-4:37 pm

1 stop5h 40m

White Plains Westchester County

Mon 12/8

3:08 pm-11:36 pm

1 stop8h 28m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Wed 12/10

6:05 am-12:00 pm

1 stop5h 55m

White Plains Westchester County

Sun 12/14

5:17 pm-11:53 pm

1 stop6h 36m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Fri 12/5

4:51 pm-10:09 pm

1 stop5h 18m

White Plains Westchester County

Sun 12/7

6:10 am-1:07 pm

1 stop6h 57m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Wed 11/19

10:22 am-2:39 pm

1 stop4h 17m

White Plains Westchester County

Sun 11/23

6:49 pm-12:43 am

1 stop5h 54m

$239

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Tue 3/3

7:05 am-2:29 pm

1 stop7h 24m

White Plains Westchester County

Wed 3/4

6:00 am-1:22 pm

1 stop7h 22m

$277

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Wed 1/14

12:55 pm-6:00 pm

1 stop5h 05m

White Plains Westchester County

Fri 1/16

6:40 pm-12:39 am

1 stop5h 59m

$277

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 11/27

2:10 pm-10:09 pm

1 stop7h 59m

$105

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Tue 11/18

1:56 pm-12:34 pm

2 stops22h 38m

$115

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 19 results
1
2

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 August is currently the most expensive (average of $250). 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 November 6, 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 November 6, 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
11,040 reviews

Food

6.4

Comfort

7.2

Crew

8.0

Entertainment

6.9

Overall

7.2

Boarding

7.5

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.
American Airlines
7.2
Good
11,040 reviews
American Airlines
7.2
Good
11,040 reviews

Food

6.4

Comfort

7.2

Crew

8.0

Entertainment

6.9

Overall

7.2

Boarding

7.5

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.

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 4h 51m. Fly via Delta or American Airlines to get the fastest option. Cleveland and Westchester County are separated by a distance of 423 mi. This flight may include one or multiple stops.

  • 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 August is currently the most expensive (average of $250). 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$199Average$268FlexibilityNo cancel feeOn-time71%

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