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Westchester County

$120+ 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — HPN
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
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 November 21, 2024.

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 November 21, 2024.

This JetBlue deal was found by Cheapflights users on 11/20. 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.
Tue 12/103:35 pmBOS - HPN
1 stop7h 52mJetBlue
Wed 12/1110:59 amHPN - BOS
1 stop10h 17mJetBlue
Deal found 11/20$282
This Cape Air deal was found by Cheapflights users on 11/21. 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 Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/298:35 amBOS - HPN
1 stop24h 17mCape Air
Sun 1/59:20 amHPN - BOS
1 stop25h 39mCape Air
Deal found 11/21$376
This JetBlue deal was found by Cheapflights users on 11/21. 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.
Sat 12/72:45 pmALB - HPN
1 stop6h 44mJetBlue
Wed 12/1110:59 amHPN - ALB
1 stop9h 00mJetBlue
Deal found 11/21$377
This JetBlue deal was found by Cheapflights users on 11/21. 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.
Thu 12/1211:55 amBDL - HPN
1 stop9h 39mJetBlue
Sun 12/154:26 pmHPN - BDL
1 stop7h 29mJetBlue
Deal found 11/21$408
This American Airlines deal was found by Cheapflights users on 11/20. 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 12/62:34 pmALB - HPN
1 stop19h 58mAmerican Airlines
Tue 12/1011:02 amHPN - ALB
1 stop24h 41mAmerican Airlines
Deal found 11/20$561
This American Airlines deal was found by Cheapflights users on 11/21. 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 12/127:01 pmBDL - HPN
1 stop25h 09mAmerican Airlines
Sun 12/155:16 pmHPN - BDL
2 stops21h 32mAmerican Airlines
Deal found 11/21$734
This Cape Air deal was found by Cheapflights users on 11/21. 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 Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/62:15 pmMVY - HPN
2 stops26h 37mCape Air
Tue 12/109:20 amHPN - MVY
2 stops28h 00mCape Air
Deal found 11/21$804
This American Airlines deal was found by Cheapflights users on 11/20. 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 11/285:53 amBOS - HPN
1 stop32h 58mAmerican Airlines
Fri 11/295:16 pmHPN - BOS
2 stops17h 10mAmerican Airlines
Deal found 11/20$873
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Mon 11/258:35 amBOS - HPN
1 stop24h 17mMultiple Airlines
Sun 12/112:00 pmHPN - BOS
3 stops29h 06mMultiple Airlines
Deal found 11/20$876
This Delta deal was found by Cheapflights users on 11/20. 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 11/279:05 amBOS - HPN
1 stop7h 25mDelta
Sat 11/305:10 pmHPN - BOS
1 stop6h 39mDelta
Deal found 11/20$2,172

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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

Thu 1/9

11:31 am-11:15 am

2 stops23h 44m

White Plains Westchester County

Mon 1/13

12:00 pm-10:50 pm

2 stops10h 50m

$229

HartfordWhite Plains

BDL - HPN

BDLHPN

Hartford Bradley Intl

Mon 1/6

1:56 pm-11:00 am

2 stops21h 04m

White Plains Westchester County

Thu 1/9

8:20 am-5:37 pm

1 stop9h 17m

$266

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

Tue 12/10

3:35 pm-11:27 pm

1 stop7h 52m

White Plains Westchester County

Wed 12/11

10:59 am-9:16 pm

1 stop10h 17m

$282

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

Thu 1/9

12:40 pm-8:52 am

1 stop20h 12m

White Plains Westchester County

Mon 1/13

9:20 am-10:59 am

1 stop25h 39m

$336

HartfordWhite Plains

BDL - HPN

BDLHPN

Hartford Bradley Intl

Mon 1/13

3:27 pm-10:30 pm

1 stop7h 03m

White Plains Westchester County

Thu 1/16

7:30 am-2:32 pm

1 stop7h 02m

$353

AlbanyWhite Plains

ALB - HPN

ALBHPN

Albany Intl

Sat 12/7

2:45 pm-9:29 pm

1 stop6h 44m

White Plains Westchester County

Wed 12/11

10:59 am-7:59 pm

1 stop9h 00m

$377

BostonWhite Plains

BOS - HPN

BOSHPN

Boston Logan Intl

Sat 4/12

11:49 am-9:04 pm

2 stops9h 15m

White Plains Westchester County

Sat 4/19

8:15 pm-9:01 am

1 stop12h 46m

$547

AlbanyWhite Plains

ALB - HPN

ALBHPN

Albany Intl

Fri 12/6

2:34 pm-10:32 am

1 stop19h 58m

White Plains Westchester County

Tue 12/10

11:02 am-11:43 am

1 stop24h 41m

$561

HartfordWhite Plains

BDL - HPN

BDLHPN

Hartford Bradley Intl

Thu 12/12

7:01 pm-8:10 pm

1 stop25h 09m

White Plains Westchester County

Sun 12/15

5:16 pm-2:48 pm

2 stops21h 32m

$734

West TisburyWhite Plains

MVY - HPN

MVYHPN

West Tisbury Martha's Vineyard

Fri 12/6

2:15 pm-4:52 pm

2 stops26h 37m

White Plains Westchester County

Tue 12/10

9:20 am-1:20 pm

2 stops28h 00m

$804

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 22 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 November 21, 2024.

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 November 21, 2024.
To help decide which airline to fly from Massachusetts to Westchester County, see what other customers have to say about JetBlue, Cape Air and American Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
123 reviews

Food

6.7

Entertainment

6.6

Boarding

8.4

Comfort

8.3

Overall

8.2

Crew

8.9

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

Breeze Airways
8.2
Very good
123 reviews
Breeze Airways
8.2
Very good
123 reviews

Food

6.7

Entertainment

6.6

Boarding

8.4

Comfort

8.3

Overall

8.2

Crew

8.9

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

Delta
8.0
Very good
8,755 reviews
Breeze Airways
8.2
Very good
123 reviews

Food

6.7

Entertainment

6.6

Boarding

8.4

Comfort

8.3

Overall

8.2

Crew

8.9

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

JetBlue
7.5
Good
3,389 reviews
Breeze Airways
8.2
Very good
123 reviews

Food

6.7

Entertainment

6.6

Boarding

8.4

Comfort

8.3

Overall

8.2

Crew

8.9

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.2
Very good
123 reviews

Food

6.7

Entertainment

6.6

Boarding

8.4

Comfort

8.3

Overall

8.2

Crew

8.9

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

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 $141. 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 $275). Flying from Massachusetts to Westchester County in June is currently the most expensive (average of $330). 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

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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$176Average$228FlexibilityNo cancel feeOn-time62%
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