$162 Cheap Flights from White Plains (HPN) to Boston (BOS)

View $162 flight on Tue, Sep 9, 2025Opens in a new window

Popular airlines from Westchester County Airport (HPN) to Logan International Airport (BOS)

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Cheap Flights from White Plains to Boston (HPN-BOS)

Prices were available within the past 7 days and start at $162 for one-way flights and $283 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Wed, Oct 29 - Tue, Nov 4
HPN
White Plains
BOS
Boston
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Oct 29 from White Plains to Boston, returning Tue, Nov 4, priced at $283 found 1 day ago
JetBlue Airways
Sat, Oct 25 - Wed, Oct 29
HPN
White Plains
BOS
Boston
$293 Roundtrip, found 1 day ago
$293
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Oct 25 from White Plains to Boston, returning Wed, Oct 29, priced at $293 found 1 day ago
Cape Air
Thu, Dec 25 - Fri, Jan 9
HPN
White Plains
BOS
Boston
$296 Roundtrip, found 1 day ago
$296
Roundtrip
found 1 day ago
Select Cape Air flight, departing Thu, Dec 25 from White Plains to Boston, returning Fri, Jan 9, priced at $296 found 1 day ago
JetBlue Airways
Tue, Sep 2 - Tue, Sep 16
HPN
White Plains
BOS
Boston
$298 Roundtrip, found 3 days ago
$298
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Sep 2 from White Plains to Boston, returning Tue, Sep 16, priced at $298 found 3 days ago
JetBlue Airways
Sun, Oct 26 - Wed, Oct 29
HPN
White Plains
BOS
Boston
$303 Roundtrip, found 1 day ago
$303
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Oct 26 from White Plains to Boston, returning Wed, Oct 29, priced at $303 found 1 day ago
JetBlue Airways
Tue, Sep 2 - Tue, Sep 23
HPN
White Plains
BOS
Boston
$304 Roundtrip, found 3 days ago
$304
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Sep 2 from White Plains to Boston, returning Tue, Sep 23, priced at $304 found 3 days ago
JetBlue Airways
Tue, Aug 26 - Thu, Sep 11
HPN
White Plains
BOS
Boston
$308 Roundtrip, found 5 days ago
$308
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Aug 26 from White Plains to Boston, returning Thu, Sep 11, priced at $308 found 5 days ago
American Airlines
Tue, Oct 28 - Wed, Oct 29
HPN
White Plains
BOS
Boston
$325 Roundtrip, found 1 day ago
$325
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 28 from White Plains to Boston, returning Wed, Oct 29, priced at $325 found 1 day ago
Delta
Sat, Nov 1 - Sat, Nov 8
HPN
White Plains
BOS
Boston
$383 Roundtrip, found 1 day ago
$383
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Nov 1 from White Plains to Boston, returning Sat, Nov 8, priced at $383 found 1 day ago
Breeze Airways
Tue, Sep 16 - Wed, Sep 24
HPN
White Plains
PSM
Portsmouth
$523 Roundtrip, found 1 day ago
$523
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Sep 16 from White Plains to Portsmouth, returning Wed, Sep 24, priced at $523 found 1 day ago

Find the cheapest month to fly from White Plains (HPN) to Boston (BOS)

September is typically the cheapest month to fly

From $221 - $455 per traveler.

Graph displaying average flight prices per month

Alternative airports near Boston

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Logan Intl. BOS. Cheapest and Closest option available. Average driving time to city center is 7 minutes. Flights from $508
BOS
Logan Intl.
CheapestClosest
Average driving time to city center7 min
Flights from $508
Flights from White Plains (HPN) to Boston (BOS)
Origin airport
Westchester County
Destination airport
Logan Intl.
Airlines serving
American Airlines, Cape Air, Delta, JetBlue Airways
Roundtrip price
$283
Distance
164 mi

White Plains to Boston Flights

The cheapest times to fly from White Plains to Boston

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from White Plains to Boston are during the month of October. You can find some of the cheapest flights from White Plains to Boston with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from White Plains to Boston

Sunday is one of the best days to book for cheap flights from White Plains to Boston: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from White Plains to Boston

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from White Plains to Boston in 2025. You can also book with separate airlines for your outbound and return journeys, from $162 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap White Plains to Boston flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your White Plains to Boston airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Westchester County Airport (HPN) to Logan Intl. Airport (BOS) cost?
Discover the latest flight deals from HPN to BOS by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from HPN to BOS?
The cheapest flights from HPN to BOS are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Westchester County Airport (HPN) to Logan Intl. Airport (BOS)?
Direct flights aren't available from White Plains, NY (HPN-Westchester County) to Logan Intl. Airport (BOS). However, there are other airports that have nonstop flights. Begin your journey at John F. Kennedy Intl. Airport (JFK) and head straight to Boston without layovers.
What is the cheapest airline that flies from HPN to BOS?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from HPN to BOS. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Westchester County Airport (HPN) to Logan Intl. Airport (BOS)?
You'll have to hop on a flight with a layover if you're traveling from Westchester County Airport (HPN) to Logan Intl. Airport (BOS). Direct flights don't operate daily on this route. However, simply filter your search to include one or two stops to find an option that works for you.
What day of the week has the most flights from HPN to BOS?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from HPN to BOS?
Delta Air Lines has the strongest track record for on-time direct flights from Westchester County Airport (HPN) to Logan Intl. Airport (BOS), with an on-time rating of 83%. Use the Expedia App to view your flight schedule before you take off and get real-time alerts about any changes.
What is the best time to fly from Westchester County Airport (HPN) to Logan Intl. Airport (BOS)?
To reach Logan Intl. Airport (BOS) without delays, book a flight that leaves from Westchester County Airport (HPN) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Westchester County Airport (HPN) to Logan Intl. Airport (BOS) last-minute?
Booking your plane ticket from HPN to BOS shortly before your trip is typically more expensive. But if you're flexible with your itinerary, you could snag a cheap last-minute fare.
Is it cheaper to book a HPN to BOS flight and hotel package?
Opting for a HPN to BOS flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Select from our extensive range of hotels and then add flights, activities and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Westchester County Airport (HPN) to Logan Intl. Airport (BOS)?
If you reserved your HPN to BOS flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for more details.

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*Available to One Key members.