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Westchester County

$170+ 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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — HPN
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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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 August 18, 2025.

Round-trip from

$209
(American Airlines)

One-way from

$170
(Delta)

Popular in

December

Cheapest in

February

Average price

$179
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. 12% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 August 18, 2025.

This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/108:03 pmCLE - HPN
1 stop3h 23mAmerican Airlines
Mon 9/155:29 pmHPN - CLE
1 stop6h 09mAmerican Airlines
Deal found 8/17$209
This Delta deal was found by Cheapflights users on 8/17. 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.
Tue 9/166:00 amCLE - HPN
1 stop6h 00mDelta
Sat 9/205:20 pmHPN - CLE
2 stops7h 19mDelta
Deal found 8/17$214
This Delta deal was found by Cheapflights users on 8/16. 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.
Wed 9/107:35 amCLE - HPN
2 stops8h 14mDelta
Mon 9/154:29 pmHPN - CLE
1 stop6h 45mDelta
Deal found 8/16$244
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:00 amCLE - HPN
1 stop4h 30mAmerican Airlines
Sun 9/217:14 amHPN - CLE
1 stop4h 34mAmerican Airlines
Deal found 8/17$258
This Delta deal was found by Cheapflights users on 8/17. 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.
Tue 8/195:30 amCLE - HPN
1 stop6h 27mDelta
Tue 8/263:09 pmHPN - CLE
1 stop7h 05mDelta
Deal found 8/17$259
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:39 amCLE - HPN
1 stop4h 50mAmerican Airlines
Mon 9/225:29 pmHPN - CLE
1 stop6h 09mAmerican Airlines
Deal found 8/17$269
This Delta deal was found by Cheapflights users on 8/17. 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 9/207:07 amCLE - HPN
1 stop7h 22mDelta
Sat 9/206:40 pmHPN - CLE
1 stop5h 59mDelta
Deal found 8/17$277
This Delta deal was found by Cheapflights users on 8/17. 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 8/184:33 pmCLE - HPN
1 stop5h 50mDelta
Tue 8/264:29 pmHPN - CLE
1 stop5h 45mDelta
Deal found 8/17$288
This Delta deal was found by Cheapflights users on 8/17. 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.
Thu 9/186:00 amCLE - HPN
1 stop6h 00mDelta
Tue 9/233:25 pmHPN - CLE
2 stops8h 25mDelta
Deal found 8/17$289
This Delta deal was found by Cheapflights users on 8/17. 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.
Fri 9/197:46 pmCLE - HPN
1 stop16h 13mDelta
Sat 9/205:20 pmHPN - CLE
2 stops7h 19mDelta
Deal found 8/17$292

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 August 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 9/17

8:29 am-11:59 am

1 stop3h 30m

White Plains Westchester County

Sat 9/20

6:40 pm-12:39 am

1 stop5h 59m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Wed 9/10

5:20 pm-11:26 pm

1 stop6h 06m

White Plains Westchester County

Mon 9/15

5:29 pm-11:38 pm

1 stop6h 09m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Sat 9/20

7:07 am-2:29 pm

1 stop7h 22m

White Plains Westchester County

Tue 9/23

5:20 pm-11:50 pm

1 stop6h 30m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Tue 9/16

8:29 am-11:59 am

1 stop3h 30m

White Plains Westchester County

Tue 9/23

5:20 pm-11:50 pm

1 stop6h 30m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Wed 9/17

5:30 am-11:59 am

1 stop6h 29m

White Plains Westchester County

Tue 9/23

6:00 am-12:46 pm

1 stop6h 46m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Tue 9/16

10:47 am-4:35 pm

1 stop5h 48m

White Plains Westchester County

Sat 9/20

12:42 pm-7:06 pm

1 stop6h 24m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 11/6

7:05 am-12:00 pm

1 stop4h 55m

$170

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Fri 11/7

4:54 pm-10:09 pm

1 stop5h 15m

$170

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 12/11

6:00 am-12:11 pm

1 stop6h 11m

$200

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Sun 9/7

5:30 am-11:57 am

1 stop6h 27m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 12 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, January is the cheapest month in which you can book a flight from Cleveland to Westchester County (average of $276). Flying from Cleveland to Westchester County in March is currently the most expensive (average of $339). 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 August 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Cleveland to Westchester County as you normally would.

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 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
10,000 reviews

Entertainment

6.9

Boarding

7.5

Crew

8.0

Food

6.5

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Boarding

7.5

Crew

8.0

Food

6.5

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

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.

  • 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, January is the cheapest month in which you can book a flight from Cleveland to Westchester County (average of $276). Flying from Cleveland to Westchester County in March is currently the most expensive (average of $339). 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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Alternative routes for Cleveland to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
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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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$198Average$271FlexibilityNo cancel feeOn-time71%

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