HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$115+ Cheap flights from White Plains (HPN) to Massachusetts

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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — BOS
Jan 30 — Feb 61
Fri 1/30
Fri 2/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from White Plains to Massachusetts with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from White Plains to Massachusetts

Cheapest flights from White Plains to Massachusetts
Explore the most affordable flight options available from White Plains to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 31, 2025.

This Cape Air deal was found by Cheapflights users on 12/29. 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.
Wed 12/315:16 pmHPN - BOS
1 stop14h 54mCape Air
Sun 1/48:48 amBOS - HPN
1 stop24h 04mCape Air
Deal found 12/29$415
This Cape Air deal was found by Cheapflights users on 12/29. 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.
Tue 12/309:23 amHPN - BOS
1 stop26h 35mCape Air
Wed 12/312:24 pmBOS - HPN
1 stop18h 28mCape Air
Deal found 12/29$419
This Cape Air deal was found by Cheapflights users on 12/29. 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.
Wed 12/319:23 amHPN - BOS
1 stop5h 55mCape Air
Wed 12/315:40 pmBOS - HPN
1 stop15h 12mCape Air
Deal found 12/29$429
This Cape Air deal was found by Cheapflights users on 12/29. 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.
Wed 12/319:23 amHPN - BOS
1 stop22h 47mCape Air
Thu 1/112:39 pmBOS - HPN
1 stop4h 07mCape Air
Deal found 12/29$435
This Kiwi.com deal was found by Cheapflights users on 12/29. 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.
Wed 12/315:16 pmHPN - BOS
1 stop14h 54mMultiple Airlines
Sun 1/412:29 pmBOS - HPN
2 stops22h 59mMultiple Airlines
Deal found 12/29$504
This American Airlines deal was found by Cheapflights users on 12/29. 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 12/316:30 amHPN - BOS
2 stops12h 49mAmerican Airlines
Thu 1/17:00 amBOS - HPN
1 stop11h 24mAmerican Airlines
Deal found 12/29$574
This Cape Air deal was found by Cheapflights users on 12/28. 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 Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:16 pmHPN - MVY
2 stops39h 58mCape Air
Sat 1/310:10 amMVY - HPN
2 stops22h 42mCape Air
Deal found 12/28$823
This American Airlines deal was found by Cheapflights users on 12/29. 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 12/316:30 amHPN - BOS
2 stops12h 17mAmerican Airlines
Sun 1/49:37 amBOS - HPN
2 stops10h 50mAmerican Airlines
Deal found 12/29$827
This Delta deal was found by Cheapflights users on 12/29. 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 12/3112:45 pmHPN - BOS
1 stop25h 07mDelta
Fri 1/28:15 pmBOS - HPN
2 stops15h 44mDelta
Deal found 12/29$830
This Cape Air deal was found by Cheapflights users on 12/28. 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 Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:23 amHPN - MVY
2 stops26h 52mCape Air
Fri 1/210:10 amMVY - HPN
2 stops30h 36mCape Air
Deal found 12/28$833
This Delta deal was found by Cheapflights users on 12/29. 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 12/316:03 amHPN - BOS
1 stop29h 04mDelta
Thu 1/14:35 pmBOS - HPN
2 stops19h 24mDelta
Deal found 12/29$834
This Cape Air deal was found by Cheapflights users on 12/28. 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 Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:23 amHPN - MVY
2 stops23h 51mCape Air
Fri 1/210:10 amMVY - HPN
2 stops22h 42mCape Air
Deal found 12/28$853

Find flight deals from White Plains to Massachusetts

Keep the following information in mind while searching for White Plains to Massachusetts flight deals. Data was last updated December 31, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$219
(JetBlue)

One-way from

$115
(Kiwi.com)

Popular in

April

Cheapest in

November

Average price

$237

Good one-way deal

$1,141 or less
Provider with most accurate pricing for New York (NYC)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Boston Logan Intl flights.
Search Deals
From White Plains Westchester County to Massachusetts
Search Deals
One-way flight from White Plains Westchester County to Massachusetts
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a one-way flight from White Plains Westchester County to Massachusetts.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains to Massachusetts 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 December 31, 2025.
Use the filters below to find and compare flights from White Plains to Massachusetts that are best for you.

Fly from

White Plains

Fly to

Massachusetts

Route

Depart

Return

Price

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 4/10

6:30 am-4:05 pm

1 stop9h 35m

Boston Logan Intl

Sun 4/12

10:10 am-5:59 pm

1 stop7h 49m

$219

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Sun 1/25

1:20 pm-5:44 pm

1 stop28h 24m

Boston Logan Intl

Sun 2/1

3:43 pm-11:28 am

2 stops19h 45m

$237

White PlainsAlbany

HPN - ALB

HPNALB

White Plains Westchester County

Wed 1/14

1:17 pm-11:21 am

1 stop22h 04m

Albany Intl

Sun 1/18

12:01 pm-11:28 am

1 stop23h 27m

$254

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Tue 4/21

10:48 am-9:15 pm

1 stop10h 27m

Boston Logan Intl

Wed 4/22

1:09 pm-10:36 pm

1 stop9h 27m

$264

White PlainsHartford

HPN - BDL

HPNBDL

White Plains Westchester County

Sat 1/24

7:00 am-4:26 pm

1 stop9h 26m

Hartford Bradley Intl

Tue 1/27

3:20 pm-11:01 pm

1 stop7h 41m

$278

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 2/6

7:00 am-4:04 pm

1 stop9h 04m

Boston Logan Intl

Sun 2/8

7:30 pm-11:55 am

1 stop16h 25m

$281

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 2/27

12:08 pm-11:46 pm

2 stops11h 38m

Boston Logan Intl

Sun 3/1

10:01 am-11:28 am

1 stop25h 27m

$290

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 2/6

12:08 pm-11:19 pm

2 stops11h 11m

Boston Logan Intl

Sun 2/8

2:24 pm-8:52 am

1 stop18h 28m

$301

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 1/16

12:08 pm-11:10 am

2 stops23h 02m

Boston Logan Intl

Sat 1/17

6:39 pm-12:40 pm

1 stop18h 01m

$315

White PlainsHartford

HPN - BDL

HPNBDL

White Plains Westchester County

Tue 1/13

7:00 am-4:26 pm

1 stop9h 26m

Hartford Bradley Intl

Sat 1/17

3:20 pm-11:01 pm

1 stop7h 41m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/30

Showing 1-10 of 48 results
1
2
3
...
5

Best time to book a flight from White Plains to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from White Plains 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 White Plains to Massachusetts

What is the cheapest month to book a flight from White Plains to Massachusetts?

Currently, December is the cheapest month in which you can book a flight from White Plains to Massachusetts (average of $83). Flying from White Plains to Massachusetts in July is currently the most expensive (average of $170). 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.

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

Find hourly flight availability from White Plains to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 31, 2025.

One of the essential ways to save on airfare from White Plains to Massachusetts is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 71% on airfare.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated December 31, 2025.
Peruse reviews from past customers who have flown with Cape Air and JetBlue from White Plains to Massachusetts to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Cape Air
9.3
Wonderful
36 reviews

Food

8.8

Boarding

9.1

Overall

9.3

Crew

9.5

Entertainment

9.0

Comfort

8.7
Cape Air
9.3
Wonderful
36 reviews
Cape Air
9.3
Wonderful
36 reviews

Food

8.8

Boarding

9.1

Overall

9.3

Crew

9.5

Entertainment

9.0

Comfort

8.7
JetBlue
7.2
Good
2,903 reviews
Cape Air
9.3
Wonderful
36 reviews

Food

8.8

Boarding

9.1

Overall

9.3

Crew

9.5

Entertainment

9.0

Comfort

8.7

Related info for your journey

Find useful and relevant information for your journey from White Plains to Massachusetts. 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 White Plains to Massachusetts?

    Most people fly from White Plains Westchester County (HPN) if they book a flight from White Plains to Massachusetts. White Plains Westchester County is conveniently located just 3.7 mi from White Plains’s city center.

  • How long is the flight from White Plains to Massachusetts?

    JetBlue and Breeze Airways can get you from White Plains to Massachusetts in just under 9h 35m. Your travel time can differ by up to 12h 29m. Airlines will cover a distance of 165 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from White Plains to Massachusetts one-way?

    The cheapest airlines for a one-way flight from White Plains to Massachusetts are JetBlue ($93), Cape Air ($184), and Tradewind ($475).

  • What are the most popular routes from White Plains to Massachusetts?

    When deciding which route to take from White Plains to Massachusetts consider White Plains Westchester County - Nantucket Memorial, White Plains Westchester County - Boston Logan Intl or White Plains Westchester County - West Tisbury Martha's Vineyard as they are the most popular.

  • Can I find deals for flights from White Plains to Massachusetts that include hotel bookings?

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

  • How can I find direct flights from White Plains to Massachusetts?

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

  • Can I find deals for business class flights from White Plains to Massachusetts?

    Yes. Cheapflights offers flight deals from White Plains to Massachusetts 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 White Plains to Massachusetts?

    Currently, December is the cheapest month in which you can book a flight from White Plains to Massachusetts (average of $83). Flying from White Plains to Massachusetts in July is currently the most expensive (average of $170). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for White Plains to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Miami flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
Newark to West Palm Beach flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Los Angeles flights
Newark to Las Vegas flights
John F Kennedy Intl to West Palm Beach flights
John F Kennedy Intl to Orlando flights
Newark to Orlando flights
LaGuardia to Orlando flights
John F Kennedy Intl to Dallas/Fort Worth flights
LaGuardia to West Palm Beach flights
LaGuardia to Tampa flights
John F Kennedy Intl to Sky Harbor Intl flights
LaGuardia to Dallas/Fort Worth flights
Newark to Los Angeles flights
Newark to Tampa flights
John F Kennedy Intl to San Francisco flights
Newark to New Orleans flights
LaGuardia to Las Vegas flights
John F Kennedy Intl to Tampa flights
Newark to Sky Harbor Intl flights
LaGuardia to Los Angeles flights
John F Kennedy Intl to New Orleans flights
LaGuardia to New Orleans flights
John F Kennedy Intl to Salt Lake City flights
Newark to Denver flights
John F Kennedy Intl to Hobby flights
Newark to Dallas/Fort Worth flights
John F Kennedy Intl to O'Hare Intl flights
John F Kennedy Intl to Atlanta flights
LaGuardia to Atlanta flights
LaGuardia to Hobby flights
John F Kennedy Intl to Denver flights
LaGuardia to Denver flights
John F Kennedy Intl to Seattle flights
John F Kennedy Intl to Honolulu flights
Newark to Salt Lake City flights
Newark to Fort Myers flights
Newark to Hobby flights
Newark to George Bush Intcntl flights
Newark to Seattle flights
Newark to San Francisco flights
John F Kennedy Intl to Fort Myers flights
White Plains to Orlando flights
John F Kennedy Intl to George Bush Intcntl flights

Top 3 airlines flying from White Plains to Massachusetts

Discover the top 3 airlines that operate flights from White Plains to Massachusetts. 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 December 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$219Average$333FlexibilityNo cancel feeOn-time62%
Cape AirCheapest$507Average$779FlexibilityNo cancel feeOn-time63%
TradewindCheapest$547Average$1,094FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.