HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Westchester County

$99+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — HPN
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Cleveland to Westchester County with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 January 6, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$197
(Delta)

One-way from

$99
(Delta)

Popular in

November

Cheapest in

February

Average price

$189
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.
Search Deals
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. 21% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 6, 2026.

This Delta deal was found by Cheapflights users on 1/4. 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 3/511:53 amCLE - HPN
1 stop6h 07mDelta
Sun 3/86:59 pmHPN - CLE
1 stop5h 32mDelta
Deal found 1/4$197
This Delta deal was found by Cheapflights users on 1/6. 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.
Tue 2/176:00 amCLE - HPN
2 stops9h 49mDelta
Fri 2/206:43 pmHPN - CLE
1 stop5h 47mDelta
Deal found 1/6$202
This Delta deal was found by Cheapflights users on 1/3. 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.
Sun 1/186:30 amCLE - HPN
1 stop5h 29mDelta
Tue 1/206:00 amHPN - CLE
1 stop7h 22mDelta
Deal found 1/3$209
This Delta deal was found by Cheapflights users on 1/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/2010:20 amCLE - HPN
1 stop5h 29mDelta
Sat 1/246:40 pmHPN - CLE
1 stop5h 56mDelta
Deal found 1/5$218
This Delta deal was found by Cheapflights users on 1/6. 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.
Mon 1/196:30 amCLE - HPN
1 stop5h 26mDelta
Thu 1/2212:59 pmHPN - CLE
1 stop7h 42mDelta
Deal found 1/6$227
This Delta deal was found by Cheapflights users on 1/4. 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.
Mon 1/196:30 amCLE - HPN
2 stops9h 19mDelta
Fri 1/236:00 amHPN - CLE
1 stop7h 22mDelta
Deal found 1/4$232
This American Airlines deal was found by Cheapflights users on 1/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/1612:21 pmCLE - HPN
1 stop5h 47mAmerican Airlines
Sun 1/185:15 pmHPN - CLE
1 stop6h 42mAmerican Airlines
Deal found 1/5$238
This Delta deal was found by Cheapflights users on 1/6. 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.
Tue 1/1312:55 pmCLE - HPN
1 stop5h 05mDelta
Wed 1/2112:36 pmHPN - CLE
1 stop6h 19mDelta
Deal found 1/6$247
This Delta deal was found by Cheapflights users on 1/6. 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.
Tue 1/137:45 amCLE - HPN
1 stop6h 41mDelta
Wed 1/1412:59 pmHPN - CLE
1 stop4h 52mDelta
Deal found 1/6$267
This Delta deal was found by Cheapflights users on 1/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/64:31 pmCLE - HPN
1 stop5h 29mDelta
Tue 1/136:40 pmHPN - CLE
1 stop5h 59mDelta
Deal found 1/5$278

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 January 6, 2026.
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 3/6

11:53 am-6:00 pm

1 stop6h 07m

White Plains Westchester County

Mon 3/9

5:17 pm-11:50 pm

1 stop6h 33m

$197

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Wed 4/8

7:05 am-2:29 pm

1 stop7h 24m

White Plains Westchester County

Fri 4/10

4:29 pm-12:31 am

1 stop8h 02m

$197

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Sat 3/7

8:10 am-2:28 pm

1 stop6h 18m

White Plains Westchester County

Mon 3/9

4:29 pm-10:40 pm

1 stop6h 11m

$197

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 3/5

11:53 am-6:00 pm

1 stop6h 07m

White Plains Westchester County

Mon 3/16

12:48 pm-7:02 pm

1 stop6h 14m

$197

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Tue 4/7

6:30 am-11:53 am

1 stop5h 23m

White Plains Westchester County

Fri 4/10

4:29 pm-12:31 am

1 stop8h 02m

$197

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Fri 3/6

11:53 am-6:00 pm

1 stop6h 07m

White Plains Westchester County

Sat 3/7

6:43 pm-12:30 am

1 stop5h 47m

$197

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Fri 3/6

2:32 pm-10:00 pm

1 stop7h 28m

White Plains Westchester County

Sat 3/14

12:48 pm-6:27 pm

1 stop5h 39m

$197

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 3/5

11:53 am-6:00 pm

1 stop6h 07m

White Plains Westchester County

Sun 3/8

6:59 pm-12:31 am

1 stop5h 32m

$197

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Tue 2/17

11:53 am-6:00 pm

1 stop6h 07m

White Plains Westchester County

Fri 2/20

5:12 pm-11:54 pm

1 stop6h 42m

$197

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 4/9

6:00 am-12:03 pm

1 stop6h 03m

White Plains Westchester County

Fri 4/10

4:29 pm-12:31 am

1 stop8h 02m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/4

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 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.

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 January 6, 2026.
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
11,083 reviews

Food

6.4

Comfort

7.2

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

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
11,083 reviews
American Airlines
7.2
Good
11,083 reviews

Food

6.4

Comfort

7.2

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

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 6h 07m. 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Cleveland to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
Cincinnati to John F Kennedy Intl flights
Cincinnati to LaGuardia flights
Detroit to John F Kennedy Intl flights
Cincinnati to Newark flights
Detroit to LaGuardia flights
Cleveland to LaGuardia flights
Detroit to Newark flights
Cleveland to John F Kennedy Intl flights
Columbus to LaGuardia flights
Cleveland to Newark flights
Columbus to Newark flights
Columbus to John F Kennedy Intl flights
Pittsburgh to John F Kennedy Intl flights
Pittsburgh to Newark flights
Pittsburgh to LaGuardia flights
Akron to White Plains flights
Dayton to Newark flights
Detroit to White Plains flights
Dayton to LaGuardia flights
Cleveland to Islip flights
Detroit to Albany flights
Dayton to John F Kennedy Intl flights
Cincinnati to Syracuse flights
Akron to Newark flights
Akron to LaGuardia flights
Cincinnati to Stewart flights
Cincinnati to Albany flights
Akron to John F Kennedy Intl flights
Detroit to Rochester flights
Detroit to Buffalo flights
Cleveland to Albany flights
Detroit to Syracuse flights
Detroit to Stewart flights
Pittsburgh to White Plains flights
Dayton to Syracuse flights
Pittsburgh to Albany flights
Columbus to Albany flights
Cincinnati to Buffalo flights
Columbus to Rochester flights
Cleveland to Stewart flights
Pittsburgh to Stewart flights
Cincinnati to Islip flights
Cincinnati to Rochester flights
Columbus to White Plains flights
Dayton to Albany flights
Cleveland to White Plains flights
Cleveland to Rochester flights
Columbus to Syracuse flights
Dayton to Buffalo flights
Cincinnati to White Plains flights

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 January 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$199Average$257FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.