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Westchester County

$191+ 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
nov. 22 — nov. 291
sáb. 11/22
sáb. 11/29
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 octubre 23, 2025.

This American Airlines deal was found by Cheapflights users on 10/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/152:33 pmCLE - HPN
1 stop3h 46mAmerican Airlines
dom. 11/166:30 amHPN - CLE
1 stop3h 22mAmerican Airlines
Deal found 10/22$209
This American Airlines deal was found by Cheapflights users on 10/20. 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.
sáb. 11/84:34 pmCLE - HPN
1 stop6h 55mAmerican Airlines
lun. 11/105:59 pmHPN - CLE
1 stop6h 00mAmerican Airlines
Deal found 10/20$214
This Delta deal was found by Cheapflights users on 10/22. 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.
mar. 11/186:00 amCLE - HPN
1 stop6h 00mDelta
sáb. 11/226:42 pmHPN - CLE
1 stop5h 48mDelta
Deal found 10/22$239
This Delta deal was found by Cheapflights users on 10/22. 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.
vie. 11/144:51 pmCLE - HPN
1 stop5h 18mDelta
lun. 11/175:14 pmHPN - CLE
1 stop6h 43mDelta
Deal found 10/22$243
This Delta deal was found by Cheapflights users on 10/21. 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.
mié. 10/225:09 pmCLE - HPN
1 stop5h 00mDelta
mié. 10/2910:24 amHPN - CLE
1 stop5h 50mDelta
Deal found 10/21$269
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/512:20 pmCLE - HPN
1 stop5h 53mAmerican Airlines
dom. 11/96:30 amHPN - CLE
1 stop3h 22mAmerican Airlines
Deal found 10/21$273
This Delta deal was found by Cheapflights users on 10/22. 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.
mar. 11/1810:17 amCLE - HPN
1 stop7h 44mDelta
jue. 11/2012:55 pmHPN - CLE
1 stop6h 03mDelta
Deal found 10/22$277
This Delta deal was found by Cheapflights users on 10/22. 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.
lun. 12/157:00 amCLE - HPN
2 stops8h 49mDelta
mié. 12/176:10 amHPN - CLE
1 stop6h 57mDelta
Deal found 10/22$282
This Delta deal was found by Cheapflights users on 10/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/85:20 amCLE - HPN
1 stop6h 39mDelta
lun. 11/105:14 pmHPN - CLE
2 stops7h 24mDelta
Deal found 10/20$294
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
vie. 11/147:00 amCLE - HPN
1 stop4h 28mMultiple Airlines
lun. 11/178:00 amHPN - CLE
2 stops38h 27mMultiple Airlines
Deal found 10/22$305

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 octubre 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$209
(Delta)

One-way from

$191
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$210
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
Search Deals
One-way flight from Cleveland Hopkins Intl to Westchester County
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Highest demand for flights based on searches. 11% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in October 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 octubre 23, 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

sáb. 12/13

4:51 pm-10:09 pm

1 stop5h 18m

White Plains Westchester County

lun. 12/15

6:50 pm-12:37 am

1 stop5h 47m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

mié. 4/15

6:00 am-12:14 pm

1 stop6h 14m

White Plains Westchester County

sáb. 4/18

3:15 pm-10:54 pm

1 stop7h 39m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

sáb. 11/8

4:34 pm-11:29 pm

1 stop6h 55m

White Plains Westchester County

lun. 11/10

5:59 pm-11:59 pm

1 stop6h 00m

$214

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

mié. 11/19

10:57 am-4:34 pm

1 stop5h 37m

White Plains Westchester County

sáb. 11/22

6:42 pm-12:30 am

1 stop5h 48m

$239

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

vie. 11/14

4:51 pm-10:09 pm

1 stop5h 18m

White Plains Westchester County

lun. 11/17

5:14 pm-11:57 pm

1 stop6h 43m

$243

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

jue. 3/19

6:00 am-12:11 pm

1 stop6h 11m

White Plains Westchester County

mié. 3/25

6:00 am-1:26 pm

1 stop7h 26m

$265

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

mié. 11/5

12:20 pm-6:13 pm

1 stop5h 53m

White Plains Westchester County

dom. 11/9

6:30 am-9:52 am

1 stop3h 22m

$273

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

sáb. 11/8

6:24 am-11:29 am

1 stop5h 05m

White Plains Westchester County

dom. 11/9

6:30 am-9:52 am

1 stop3h 22m

$273

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

lun. 12/15

2:13 pm-10:09 pm

1 stop7h 56m

White Plains Westchester County

mié. 12/17

4:29 pm-9:31 pm

1 stop5h 02m

$277

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

mar. 3/3

2:35 pm-9:36 pm

1 stop7h 01m

White Plains Westchester County

mié. 3/4

5:10 pm-11:51 pm

1 stop6h 41m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

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 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 octubre 23, 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 octubre 23, 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
11,033 reviews

Food

6.4

Comfort

7.2

Crew

8.0

Boarding

7.5

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Adwitiya,Sep 2025

DEL - JFK

I recently flew AA’s business class from Delhi to New York, and while the experience ticked the basic boxes, it didn’t quite soar. - Dining: I opted for the vegetarian meal, which was… fine. Not memorable, not offensive—just hovering in the realm of “meh.” The menu could use a refresh with more thoughtful, flavorful options. - Seating: AA seems to be chasing quantity over quality, squeezing in as many business class seats as possible. Yes, they’re lie-flat, but noticeably narrower than what you’d find on other international carriers. Comfort was passable, but not premium. Overall, I’d call it “business class lite.” It gets the job done, but lacks the finesse and attention to detail that elevate a journey. A few strategic tweaks—better food, more spacious seating, and a touch more hospitality—could make a world of difference.
American Airlines
7.2
Good
11,033 reviews
American Airlines
7.2
Good
11,033 reviews

Food

6.4

Comfort

7.2

Crew

8.0

Boarding

7.5

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Adwitiya,Sep 2025

DEL - JFK

I recently flew AA’s business class from Delhi to New York, and while the experience ticked the basic boxes, it didn’t quite soar. - Dining: I opted for the vegetarian meal, which was… fine. Not memorable, not offensive—just hovering in the realm of “meh.” The menu could use a refresh with more thoughtful, flavorful options. - Seating: AA seems to be chasing quantity over quality, squeezing in as many business class seats as possible. Yes, they’re lie-flat, but noticeably narrower than what you’d find on other international carriers. Comfort was passable, but not premium. Overall, I’d call it “business class lite.” It gets the job done, but lacks the finesse and attention to detail that elevate a journey. A few strategic tweaks—better food, more spacious seating, and a touch more hospitality—could make a world of difference.

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 18m. 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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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 octubre 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$199Average$271FlexibilityNo cancel feeOn-time71%

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