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Westchester County

$129+ 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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — HPN
ene. 28 — feb. 41
mar. 1/28
mar. 2/4
1 adult, Economy
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Cheap flight deals from Massachusetts to Westchester County

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Westchester County (zzREU). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 23, 2025.

Round-trip from

$260
(Mytrip)

One-way from

$129
(JetBlue)
From Massachusetts to Westchester County
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One-way flight from Massachusetts to Westchester County
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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 enero 23, 2025.

This Mytrip deal was found by Cheapflights users on 1/23. 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. 2/285:45 amBOS - HPN
1 stop6h 45mMultiple Airlines
dom. 3/28:20 amHPN - BOS
3 stops24h 48mMultiple Airlines
Deal found 1/23$260
This Kiwi.com deal was found by Cheapflights users on 1/23. 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.
jue. 2/68:35 amBOS - HPN
1 stop24h 17mCape Air
lun. 2/105:20 pmHPN - BOS
1 stop24h 24mCape Air
Deal found 1/23$349
This JetBlue deal was found by Cheapflights users on 1/23. 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.
dom. 3/26:00 amBDL - HPN
1 stop7h 30mJetBlue
jue. 3/69:59 amHPN - BDL
1 stop7h 01mJetBlue
Deal found 1/23$452
This JetBlue deal was found by Cheapflights users on 1/23. 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. 12/53:30 pmBOS - HPN
1 stop7h 28mJetBlue
dom. 12/74:29 pmHPN - BOS
1 stop7h 21mJetBlue
Deal found 1/23$454
This American Airlines deal was found by Cheapflights users on 1/23. 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.
mié. 2/196:57 amBOS - HPN
2 stops11h 03mAmerican Airlines
dom. 2/235:09 pmHPN - BOS
1 stop14h 22mAmerican Airlines
Deal found 1/23$552
This JetBlue deal was found by Cheapflights users on 1/23. 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. 2/88:20 amALB - HPN
1 stop9h 39mJetBlue
mié. 2/127:30 amHPN - ALB
1 stop10h 10mJetBlue
Deal found 1/23$659
This Gotogate deal was found by Cheapflights users on 1/23. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/712:44 pmACK - HPN
2 stops44h 08mCape Air
mar. 2/115:20 pmHPN - ACK
2 stops47h 15mCape Air
Deal found 1/23$757
This KAYAK deal was found by Cheapflights users on 1/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 1/288:15 pmBOS - HPN
2 stops15h 38mDelta
jue. 1/3012:35 pmHPN - BOS
1 stop11h 07mDelta
Deal found 1/22$763
This Gotogate deal was found by Cheapflights users on 1/22. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/710:45 amMVY - HPN
2 stops5h 42mCape Air
mié. 9/109:35 amHPN - MVY
2 stops5h 39mCape Air
Deal found 1/22$1,215

Find flights from Massachusetts to Westchester County within your budget

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 enero 23, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

vie. 2/28

5:45 am-12:30 pm

1 stop6h 45m

White Plains Westchester County

dom. 3/2

8:20 am-9:08 am

3 stops24h 48m

$260

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

jue. 2/6

8:35 am-8:52 am

1 stop24h 17m

White Plains Westchester County

lun. 2/10

5:20 pm-5:44 pm

1 stop24h 24m

$349

HartfordWhite Plains

BDL - HPN

BDLHPN

Hartford Bradley Intl

dom. 3/2

6:00 am-1:30 pm

1 stop7h 30m

White Plains Westchester County

jue. 3/6

9:59 am-5:00 pm

1 stop7h 01m

$452

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

mar. 4/8

5:28 am-2:34 pm

1 stop9h 06m

White Plains Westchester County

mié. 4/9

7:55 am-6:35 pm

1 stop10h 40m

$473

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

mié. 2/19

6:57 am-6:00 pm

2 stops11h 03m

White Plains Westchester County

dom. 2/23

5:09 pm-7:31 am

1 stop14h 22m

$552

AlbanyWhite Plains

ALB - HPN

ALBHPN

Albany Intl

sáb. 2/8

8:20 am-5:59 pm

1 stop9h 39m

White Plains Westchester County

mié. 2/12

7:30 am-5:40 pm

1 stop10h 10m

$659

NantucketWhite Plains

ACK - HPN

ACKHPN

Nantucket Memorial

vie. 2/7

12:44 pm-8:52 am

2 stops44h 08m

White Plains Westchester County

mar. 2/11

5:20 pm-4:35 pm

2 stops47h 15m

$757

NantucketWhite Plains

ACK - HPN

ACKHPN

Nantucket Memorial

lun. 7/21

5:59 pm-7:05 pm

Nonstop1h 06m

$129

NantucketWhite Plains

ACK - HPN

ACKHPN

Nantucket Memorial

mar. 7/22

4:15 pm-11:44 am

2 stops19h 29m

$177

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

mié. 3/26

3:15 pm-11:27 pm

1 stop8h 12m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/22

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.

Travel insights for flights from Massachusetts to Westchester County

Get recent, data-driven insights about flights from Massachusetts to Westchester County including ideal travel times, pricing trends, and more.

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 enero 23, 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 enero 23, 2025.
To help decide which airline to fly from Massachusetts to Westchester County, see what other customers have to say about Cape Air and JetBlue. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,508 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

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

Delta
8.0
Very good
8,508 reviews
Delta
8.0
Very good
8,508 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

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

JetBlue
7.4
Good
3,186 reviews
Delta
8.0
Very good
8,508 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

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

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,508 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

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 $129. However, be on the lookout for offers from Delta and Cape Air, 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 $339). 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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Alternative routes for Massachusetts 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 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 enero 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$176Average$228FlexibilityNo cancel feeOn-time62%
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