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Westchester County

$124+ Cheap flights from Massachusetts 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — HPN
abr. 22 — abr. 291
mar. 4/22
mar. 4/29
1 adult, Economy
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Cheap flight deals from Massachusetts to Westchester County

Keep the following information in mind while searching for Massachusetts to Westchester County flight deals. Data was last updated abril 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$257
(JetBlue)

One-way from

$124
(JetBlue)

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 Massachusetts to Westchester County
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One-way flight from Massachusetts 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 Massachusetts to Westchester County

Cheapest flights from Massachusetts to Westchester County
Explore the most affordable flight options available from Massachusetts to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 17, 2025.

This JetBlue deal was found by Cheapflights users on 4/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/25:59 pmACK - HPN
Nonstop1h 06mJetBlue
dom. 8/38:59 amHPN - ACK
Nonstop1h 04mJetBlue
Deal found 4/16$257
This Booking.com deal was found by Cheapflights users on 4/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/308:35 amBOS - HPN
1 stop24h 17mCape Air
mar. 6/35:20 pmHPN - BOS
1 stop18h 55mCape Air
Deal found 4/16$389
This JetBlue deal was found by Cheapflights users on 4/17. 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.
vie. 5/23:02 pmBDL - HPN
1 stop6h 53mJetBlue
mar. 5/67:25 amHPN - BDL
1 stop9h 04mJetBlue
Deal found 4/17$418
This JetBlue deal was found by Cheapflights users on 4/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/1411:25 amBOS - HPN
1 stop10h 35mJetBlue
mié. 5/219:00 amHPN - BOS
1 stop7h 05mJetBlue
Deal found 4/15$423
This Mytrip deal was found by Cheapflights users on 4/17. 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.
jue. 5/155:45 amBOS - HPN
2 stops29h 36mMultiple Airlines
jue. 5/225:20 pmHPN - BOS
1 stop20h 39mMultiple Airlines
Deal found 4/17$477
This JetBlue deal was found by Cheapflights users on 4/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/306:00 amALB - HPN
1 stop7h 30mJetBlue
mié. 5/79:35 amHPN - ALB
1 stop6h 29mJetBlue
Deal found 4/16$504
This American Airlines deal was found by Cheapflights users on 4/17. 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 stop15h 07mAmerican Airlines
Deal found 4/17$544
This American Airlines deal was found by Cheapflights users on 4/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 7/131:24 pmALB - HPN
1 stop10h 08mAmerican Airlines
vie. 7/183:06 pmHPN - ALB
1 stop8h 36mAmerican Airlines
Deal found 4/15$551
This American Airlines deal was found by Cheapflights users on 4/16. 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.
sáb. 8/22:43 pmACK - HPN
1 stop3h 38mAmerican Airlines
dom. 8/36:30 amHPN - ACK
1 stop29h 13mAmerican Airlines
Deal found 4/16$758
This JetBlue Airways deal was found by Cheapflights users on 4/16. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/25:59 pmACK - HPN
Nonstop1h 06mMultiple Airlines
dom. 8/311:42 amHPN - ACK
1 stop3h 54mMultiple Airlines
Deal found 4/16$987

Cheapflights Fare Finder

Customize your flight search to find flights from Massachusetts 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 17, 2025.
Use the filters below to find and compare flights from Massachusetts to Westchester County that are best for you.

Fly from

Massachusetts

Fly to

Westchester County

Route

Depart

Return

Price

NantucketWhite Plains

ACK - HPN

ACKHPN

Nantucket Memorial

sáb. 8/2

5:59 pm-7:05 pm

Nonstop1h 06m

White Plains Westchester County

dom. 8/3

8:59 am-10:03 am

Nonstop1h 04m

$257

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

vie. 5/30

8:35 am-8:52 am

1 stop24h 17m

White Plains Westchester County

mar. 6/3

5:20 pm-12:15 pm

1 stop18h 55m

$389

HartfordWhite Plains

BDL - HPN

BDLHPN

Hartford Bradley Intl

vie. 5/2

3:02 pm-9:55 pm

1 stop6h 53m

White Plains Westchester County

mar. 5/6

7:25 am-4:29 pm

1 stop9h 04m

$418

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

mié. 5/14

11:25 am-10:00 pm

1 stop10h 35m

White Plains Westchester County

mié. 5/21

9:00 am-4:05 pm

1 stop7h 05m

$423

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

jue. 5/15

5:45 am-11:21 am

2 stops29h 36m

White Plains Westchester County

jue. 5/22

5:20 pm-1:59 pm

1 stop20h 39m

$477

AlbanyWhite Plains

ALB - HPN

ALBHPN

Albany Intl

mié. 4/30

6:00 am-1:30 pm

1 stop7h 30m

White Plains Westchester County

mié. 5/7

9:35 am-4:04 pm

1 stop6h 29m

$504

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-8:36 am

1 stop15h 07m

$544

AlbanyWhite Plains

ALB - HPN

ALBHPN

Albany Intl

dom. 7/13

1:24 pm-11:32 pm

1 stop10h 08m

White Plains Westchester County

vie. 7/18

3:06 pm-11:42 pm

1 stop8h 36m

$551

NantucketWhite Plains

ACK - HPN

ACKHPN

Nantucket Memorial

sáb. 8/2

2:43 pm-6:21 pm

1 stop3h 38m

White Plains Westchester County

dom. 8/3

6:30 am-11:43 am

1 stop29h 13m

$758

NantucketWhite Plains

ACK - HPN

ACKHPN

Nantucket Memorial

sáb. 8/2

5:59 pm-7:05 pm

Nonstop1h 06m

White Plains Westchester County

dom. 8/3

11:42 am-3:36 pm

1 stop3h 54m

$987

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 19 results
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Best time to book a flight from Massachusetts to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Massachusetts 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 Massachusetts to Westchester County

What is the cheapest time of day to fly from MA to REU?

Find hourly flight availability from Massachusetts 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 abril 17, 2025.

When flying from Massachusetts to Westchester County, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 17, 2025.
To help decide which airline to fly from Massachusetts to Westchester County, see what other customers have to say about Delta, JetBlue and American Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
Delta
8.0
Very good
7,917 reviews
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
JetBlue
7.3
Good
2,926 reviews
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Massachusetts 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 are the cheapest airlines to fly from Massachusetts to Westchester County one-way?

    The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $124. However, be on the lookout for offers from Cape Air and American Airlines, as they are both options that can get you from Massachusetts to Westchester County for a low price.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Westchester County (average of $276). Flying from Massachusetts 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.

See more FAQs

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Alternative routes for Massachusetts to Westchester County

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Top airline flying from Massachusetts to Westchester County

Discover the top airline that operate flights from Massachusetts 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 abril 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$176Average$228FlexibilityNo cancel feeOn-time62%

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