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Westchester County

$178+ Cheap flights from Boston (BOS) 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — HPN
abr. 20 — abr. 271
dom. 4/20
dom. 4/27
1 adult, Economy
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Cheap flight deals from Boston to Westchester County

Keep the following information in mind while searching for Boston to Westchester County flight deals. Data was last updated abril 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$396
(Mytrip)

One-way from

$178
(Mytrip)

Popular in

February

Cheapest in

October

Average price

$237
Provider with most accurate pricing for Boston Logan Intl-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-New York (NYC) flights.
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From Boston Logan Intl to Westchester County
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One-way flight from Boston Logan Intl to Westchester County
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Highest demand for flights based on searches. 22% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Boston to Westchester County

Cheapest flights from Boston to Westchester County
Explore the most affordable flight options available from Boston to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 15, 2025.

This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/233:20 pmBOS - HPN
1 stop25h 32mCape Air
lun. 5/269:20 amHPN - BOS
1 stop22h 44mCape Air
Deal found 4/14$396
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/291:31 pmBOS - HPN
1 stop6h 59mMultiple Airlines
sáb. 5/35:20 pmHPN - BOS
1 stop18h 55mMultiple Airlines
Deal found 4/14$408
This JetBlue deal was found by Cheapflights users on 4/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/298:15 amBOS - HPN
1 stop7h 15mJetBlue
jue. 6/59:00 amHPN - BOS
1 stop7h 05mJetBlue
Deal found 4/14$413
This American Airlines deal was found by Cheapflights users on 4/14. 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.
jue. 6/268:10 amBOS - HPN
2 stops10h 11mAmerican Airlines
lun. 6/305:29 pmHPN - BOS
1 stop14h 11mAmerican Airlines
Deal found 4/14$544

Cheapflights Fare Finder

Customize your flight search to find flights from Boston 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 abril 15, 2025.
Use the filters below to find and compare flights from Boston to Westchester County that are best for you.

Fly from

Boston

Fly to

Westchester County

Route

Depart

Return

Price

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

vie. 5/23

3:20 pm-4:52 pm

1 stop25h 32m

White Plains Westchester County

lun. 5/26

9:20 am-8:04 am

1 stop22h 44m

$396

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

mar. 4/29

1:31 pm-8:30 pm

1 stop6h 59m

White Plains Westchester County

sáb. 5/3

5:20 pm-12:15 pm

1 stop18h 55m

$408

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

jue. 5/29

8:15 am-3:30 pm

1 stop7h 15m

White Plains Westchester County

jue. 6/5

9:00 am-4:05 pm

1 stop7h 05m

$413

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

jue. 6/26

8:10 am-6:21 pm

2 stops10h 11m

White Plains Westchester County

lun. 6/30

5:29 pm-7:40 am

1 stop14h 11m

$544

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

lun. 5/12

2:25 pm-11:29 am

1 stop21h 04m

$178

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

jue. 5/15

8:35 am-4:52 pm

1 stop8h 17m

$189

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

lun. 4/28

12:55 pm-11:15 pm

1 stop10h 20m

$222

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

lun. 6/16

1:16 pm-11:23 pm

2 stops10h 07m

$642

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Best time to book a flight from Boston to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Boston 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 Boston to Westchester County
No data available for this route at this time. Please check back soon.

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 abril 15, 2025.
JetBlue
7.3
Good
2,926 reviews

Overall

7.3

Crew

8.0

Boarding

7.5

Entertainment

7.3

Comfort

7.6

Food

6.7

Reviews

1 / 20
4.0
Okay

Anonymous,Feb 2025

BOS - SFO

Flight was delayed an hour due to a flight plan issue. Then additional fuel was needed. The crew did communicate well. Upon departure there was not food available for purchase, at least not by the time they got to row 23. Wifi didn't work consistently. Not the normal Jetblue experience. The Captain and crew were great though.
JetBlue
7.3
Good
2,926 reviews
JetBlue
7.3
Good
2,926 reviews

Overall

7.3

Crew

8.0

Boarding

7.5

Entertainment

7.3

Comfort

7.6

Food

6.7

Reviews

1 / 20
4.0
Okay

Anonymous,Feb 2025

BOS - SFO

Flight was delayed an hour due to a flight plan issue. Then additional fuel was needed. The crew did communicate well. Upon departure there was not food available for purchase, at least not by the time they got to row 23. Wifi didn't work consistently. Not the normal Jetblue experience. The Captain and crew were great though.
American Airlines
7.2
Good
10,000 reviews
JetBlue
7.3
Good
2,926 reviews

Overall

7.3

Crew

8.0

Boarding

7.5

Entertainment

7.3

Comfort

7.6

Food

6.7

Reviews

1 / 20
4.0
Okay

Anonymous,Feb 2025

BOS - SFO

Flight was delayed an hour due to a flight plan issue. Then additional fuel was needed. The crew did communicate well. Upon departure there was not food available for purchase, at least not by the time they got to row 23. Wifi didn't work consistently. Not the normal Jetblue experience. The Captain and crew were great though.

Related info for your journey

Find useful and relevant information for your journey from Boston 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 Boston to Westchester County?

    If you book a flight to Westchester County from Boston, you will be flying from Logan Intl, which is the city’s only airport. Boston Logan Intl (BOS) is located 2.6 mi from the center of Boston.

  • What are the cheapest airlines to fly from Boston to Westchester County one-way?

    For one-way options, check prices for Cape Air. According to our data, you can fly for as low as $189. Users have also found prices from $222 and $642 on JetBlue and American Airlines, respectively.

  • Can I find deals for flights from Boston to Westchester County that include hotel bookings?

    Yes. In addition to deals on Boston to Westchester County flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Westchester County?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Westchester County.

  • Can I find deals for business class flights from Boston to Westchester County?

    Yes. Cheapflights offers flight deals from Boston 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 Boston to Westchester County?

    Currently, January is the cheapest month in which you can book a flight from Boston to Westchester County (average of $276). Flying from Boston to Westchester County in March is currently the most expensive (average of $341). 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.

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