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Westchester County

$131+ 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
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$209
(Delta)

One-way from

$131
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$196
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. 15% potential increase in price ($32 potential increase over avg. RT price).
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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 September 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 September 16, 2025.

This Delta deal was found by Cheapflights users on 9/15. 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 11/87:05 amCLE - HPN
1 stop7h 24mDelta
Mon 11/105:14 pmHPN - CLE
1 stop6h 43mDelta
Deal found 9/15$209
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 10/26:00 amCLE - HPN
1 stop4h 30mAmerican Airlines
Sun 10/56:00 amHPN - CLE
1 stop5h 48mAmerican Airlines
Deal found 9/16$219
This Delta deal was found by Cheapflights users on 9/14. 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 11/1310:57 amCLE - HPN
1 stop5h 37mDelta
Mon 11/176:41 pmHPN - CLE
1 stop6h 03mDelta
Deal found 9/14$239
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/107:50 pmCLE - HPN
1 stop3h 39mAmerican Airlines
Sat 10/116:00 amHPN - CLE
1 stop6h 23mAmerican Airlines
Deal found 9/14$263
This Delta deal was found by Cheapflights users on 9/15. 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 12/310:57 amCLE - HPN
1 stop5h 40mDelta
Sun 12/76:00 amHPN - CLE
1 stop7h 08mDelta
Deal found 9/15$284
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/184:22 pmCLE - HPN
1 stop6h 37mAmerican Airlines
Sat 9/201:41 pmHPN - CLE
1 stop6h 28mAmerican Airlines
Deal found 9/14$288
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/410:02 amCLE - HPN
1 stop7h 27mAmerican Airlines
Sun 12/76:30 amHPN - CLE
1 stop5h 20mAmerican Airlines
Deal found 9/14$289
This Delta deal was found by Cheapflights users on 9/14. 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 10/148:20 amCLE - HPN
1 stop3h 39mDelta
Wed 10/155:20 pmHPN - CLE
1 stop6h 29mDelta
Deal found 9/14$307
This Delta deal was found by Cheapflights users on 9/16. 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.
Fri 10/175:09 pmCLE - HPN
1 stop5h 00mDelta
Mon 10/206:40 pmHPN - CLE
1 stop5h 56mDelta
Deal found 9/16$314
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/1710:08 amCLE - HPN
1 stop7h 19mAmerican Airlines
Sun 10/195:57 pmHPN - CLE
1 stop6h 10mAmerican Airlines
Deal found 9/14$317
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/1612:53 pmCLE - HPN
1 stop4h 34mAmerican Airlines
Fri 10/175:57 pmHPN - CLE
1 stop6h 10mAmerican Airlines
Deal found 9/14$337
This Delta deal was found by Cheapflights users on 9/14. 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 9/277:07 amCLE - HPN
1 stop4h 53mDelta
Tue 9/305:20 pmHPN - CLE
1 stop3h 38mDelta
Deal found 9/14$339

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 September 16, 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

Sat 11/8

7:05 am-2:29 pm

1 stop7h 24m

White Plains Westchester County

Mon 11/10

5:14 pm-11:57 pm

1 stop6h 43m

$209

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 10/2

6:00 am-10:30 am

1 stop4h 30m

White Plains Westchester County

Sun 10/5

6:00 am-11:48 am

1 stop5h 48m

$219

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 11/13

10:57 am-4:34 pm

1 stop5h 37m

White Plains Westchester County

Mon 11/17

6:41 pm-12:44 am

1 stop6h 03m

$239

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Fri 11/14

4:51 pm-10:09 pm

1 stop5h 18m

White Plains Westchester County

Mon 11/17

6:41 pm-12:44 am

1 stop6h 03m

$239

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Fri 10/17

8:30 am-3:59 pm

1 stop7h 29m

White Plains Westchester County

Sun 10/19

5:57 pm-12:07 am

1 stop6h 10m

$263

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 12/4

5:22 am-12:10 pm

1 stop6h 48m

White Plains Westchester County

Sat 12/6

6:00 am-1:09 pm

1 stop7h 09m

$263

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Tue 3/3

12:00 pm-6:06 pm

1 stop6h 06m

White Plains Westchester County

Wed 3/4

4:19 pm-11:18 pm

1 stop6h 59m

$277

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 12/4

10:02 am-5:29 pm

1 stop7h 27m

White Plains Westchester County

Sun 12/7

6:30 am-11:50 am

1 stop5h 20m

$289

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Wed 12/3

5:22 am-4:37 pm

2 stops11h 15m

White Plains Westchester County

Sun 12/7

3:08 pm-11:36 pm

1 stop8h 28m

$289

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 12/4

6:00 am-11:59 am

1 stop5h 59m

$169

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 15 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 $338). 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 September 16, 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 September 16, 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

Comfort

7.2

Entertainment

6.9

Crew

8.0

Overall

7.2

Boarding

7.5

Food

6.4

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
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Entertainment

6.9

Crew

8.0

Overall

7.2

Boarding

7.5

Food

6.4

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 4h 30m. 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, 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 $338). 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$199Average$281FlexibilityNo cancel feeOn-time71%

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