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Westchester County

$104+ 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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — HPN
Apr 2 — Apr 91
Thu 4/2
Thu 4/9
1 adult, Economy
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Cheap 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 March 3, 2026.

This American Airlines deal was found by Cheapflights users on 2/26. 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 3/265:00 am
CLE
-
HPN
1 stop6h 29m
American Airlines
Thu 4/25:29 pm
HPN
-
CLE
1 stop7h 05m
American Airlines
Deal found 2/26$207
This American Airlines deal was found by Cheapflights users on 2/26. 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 3/1311:00 am
CLE
-
HPN
1 stop5h 47m
American Airlines
Tue 3/175:37 pm
HPN
-
CLE
1 stop6h 57m
American Airlines
Deal found 2/26$237
This American Airlines deal was found by Cheapflights users on 2/28. 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 3/114:09 pm
CLE
-
HPN
1 stop3h 59m
American Airlines
Sat 3/215:29 pm
HPN
-
CLE
1 stop6h 38m
American Airlines
Deal found 2/28$242
This American Airlines deal was found by Cheapflights users on 3/2. 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 4/25:35 am
CLE
-
HPN
1 stop5h 24m
American Airlines
Sun 4/55:29 pm
HPN
-
CLE
1 stop7h 05m
American Airlines
Deal found 3/2$247
This Delta deal was found by Cheapflights users on 2/28. 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 4/174:54 pm
CLE
-
HPN
1 stop5h 09m
Delta
Mon 4/205:21 pm
HPN
-
CLE
1 stop6h 34m
Delta
Deal found 2/28$263
This Delta deal was found by Cheapflights users on 3/1. 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 3/166:00 am
CLE
-
HPN
1 stop6h 03m
Delta
Mon 3/165:17 pm
HPN
-
CLE
2 stops7h 12m
Delta
Deal found 3/1$287
This Kiwi.com deal was found by Cheapflights users on 3/1. 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 6/198:30 am
CLE
-
HPN
1 stop8h 59m
Multiple Airlines
Sun 6/218:00 am
HPN
-
CLE
2 stops16h 39m
Multiple Airlines
Deal found 3/1$316
This Delta deal was found by Cheapflights users on 3/1. 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 3/176:00 am
CLE
-
HPN
2 stops9h 49m
Delta
Sat 3/216:00 am
HPN
-
CLE
1 stop7h 39m
Delta
Deal found 3/1$317
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 6/58:30 am
CLE
-
HPN
1 stop8h 59m
Multiple Airlines
Sun 6/712:07 pm
HPN
-
CLE
2 stops20h 33m
Multiple Airlines
Deal found 3/2$331
This Delta deal was found by Cheapflights users on 2/28. 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 3/117:05 am
CLE
-
HPN
2 stops8h 44m
Delta
Sat 3/213:13 pm
HPN
-
CLE
1 stop7h 40m
Delta
Deal found 2/28$337
This Delta deal was found by Cheapflights users on 2/26. 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 2/276:30 am
CLE
-
HPN
1 stop5h 26m
Delta
Sun 3/15:12 pm
HPN
-
CLE
1 stop6h 42m
Delta
Deal found 2/26$352
This Delta deal was found by Cheapflights users on 2/28. 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 4/164:54 pm
CLE
-
HPN
1 stop5h 09m
Delta
Sun 4/193:10 pm
HPN
-
CLE
1 stop8h 38m
Delta
Deal found 2/28$353

Find 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 March 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$207
(American Airlines)

One-way from

$104
(American Airlines)

Popular in

November

Cheapest in

July

Average price

$181
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. 16% potential increase in price ($40 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 March 2026
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 March 3, 2026.
Use the filters below to find and compare flights from Cleveland to Westchester County that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 4/16

4:54 pm-10:03 pm

1 stop5h 09m

White Plains Westchester County

Mon 4/20

6:57 pm-12:34 am

1 stop5h 37m

$237

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Mon 3/16

5:35 am-10:59 am

1 stop5h 24m

White Plains Westchester County

Mon 3/16

4:30 pm-12:34 am

1 stop8h 04m

$237

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Fri 3/13

11:00 am-4:47 pm

1 stop5h 47m

White Plains Westchester County

Tue 3/17

5:37 pm-12:34 am

1 stop6h 57m

$237

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 4/2

5:35 am-10:59 am

1 stop5h 24m

White Plains Westchester County

Sun 4/5

5:29 pm-12:34 am

1 stop7h 05m

$247

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Fri 4/17

4:54 pm-10:03 pm

1 stop5h 09m

White Plains Westchester County

Mon 4/20

5:21 pm-11:55 pm

1 stop6h 34m

$263

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Mon 3/16

6:00 am-12:03 pm

1 stop6h 03m

White Plains Westchester County

Mon 3/16

5:17 pm-12:29 am

2 stops7h 12m

$287

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Thu 4/16

4:54 pm-10:03 pm

1 stop5h 09m

White Plains Westchester County

Sun 4/19

3:10 pm-11:48 pm

1 stop8h 38m

$353

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Tue 3/17

6:00 am-3:49 pm

2 stops9h 49m

White Plains Westchester County

Sat 3/21

12:35 pm-8:59 pm

2 stops8h 24m

$357

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Tue 3/31

6:00 am-12:03 pm

1 stop6h 03m

White Plains Westchester County

Thu 4/2

5:17 pm-11:50 pm

1 stop6h 33m

$401

ClevelandWhite Plains

CLE - HPN

CLEHPN

Cleveland Hopkins Intl

Fri 3/13

6:00 am-12:03 pm

1 stop6h 03m

White Plains Westchester County

Tue 3/17

12:35 pm-10:58 pm

2 stops10h 23m

$423

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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 $136). 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 March 3, 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
7.1
Good
11,375 reviews

Boarding

7.5

Food

6.4

Entertainment

6.9

Crew

8.0

Overall

7.1

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.1
Good
11,375 reviews
American Airlines
7.1
Good
11,375 reviews

Boarding

7.5

Food

6.4

Entertainment

6.9

Crew

8.0

Overall

7.1

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 09m. 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 $136). 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

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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 March 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$199Average$249FlexibilityNo cancel feeOn-time71%

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