$122 Cheap Flights from White Plains (HPN) to Boston (BOS)

View $122 flight on Sun, Nov 23, 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at $122 for one-way flights and $241 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Mon, Nov 24 - Tue, Dec 9
HPN
White Plains
BOS
Boston
$241 Roundtrip, found 6 hours ago
$241
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Mon, Nov 24 from White Plains to Boston, returning Tue, Dec 9, priced at $241 found 6 hours ago
JetBlue Airways
Tue, Dec 9 - Wed, Dec 10
HPN
White Plains
BOS
Boston
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Dec 9 from White Plains to Boston, returning Wed, Dec 10, priced at $247 found 1 day ago
JetBlue Airways
Tue, Feb 3 - Fri, Feb 6
HPN
White Plains
BOS
Boston
$252 Roundtrip, just found
$252
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Feb 3 from White Plains to Boston, returning Fri, Feb 6, priced at $252 just found
JetBlue Airways
Wed, Nov 19 - Mon, Dec 8
HPN
White Plains
BOS
Boston
$257 Roundtrip, found 5 days ago
$257
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Nov 19 from White Plains to Boston, returning Mon, Dec 8, priced at $257 found 5 days ago
American Airlines
Tue, Dec 9 - Wed, Dec 10
HPN
White Plains
BOS
Boston
$258 Roundtrip, found 2 days ago
$258
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Dec 9 from White Plains to Boston, returning Wed, Dec 10, priced at $258 found 2 days ago
JetBlue Airways
Mon, Nov 24 - Mon, Dec 8
HPN
White Plains
BOS
Boston
$258 Roundtrip, found 3 days ago
$258
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Nov 24 from White Plains to Boston, returning Mon, Dec 8, priced at $258 found 3 days ago
JetBlue Airways
Mon, Nov 24 - Sat, Dec 6
HPN
White Plains
BOS
Boston
$262 Roundtrip, found 6 hours ago
$262
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Mon, Nov 24 from White Plains to Boston, returning Sat, Dec 6, priced at $262 found 6 hours ago
JetBlue Airways
Thu, Feb 5 - Fri, Feb 6
HPN
White Plains
BOS
Boston
$263 Roundtrip, just found
$263
Roundtrip
just found
Select JetBlue Airways flight, departing Thu, Feb 5 from White Plains to Boston, returning Fri, Feb 6, priced at $263 just found
JetBlue Airways
Tue, Feb 3 - Tue, Feb 10
HPN
White Plains
BOS
Boston
$267 Roundtrip, just found
$267
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Feb 3 from White Plains to Boston, returning Tue, Feb 10, priced at $267 just found
Delta
Tue, Dec 9 - Wed, Dec 10
HPN
White Plains
BOS
Boston
$294 Roundtrip, found 2 days ago
$294
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Dec 9 from White Plains to Boston, returning Wed, Dec 10, priced at $294 found 2 days ago

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

October is typically the cheapest month to fly

From $237 - $653 per traveler.

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 $341
BOS
Logan Intl.
CheapestClosest
Average driving time to city center7 min
Flights from $341

Frequently asked questions

How much does a flight from Westchester County Airport (HPN) to Logan Intl. Airport (BOS) cost?
Grab a cheap one-way flight from $122 or cheap return flight from $241 from Westchester County Airport (HPN) to Logan Intl. Airport (BOS) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Westchester County Airport (HPN) to Logan Intl. Airport (BOS)?
The cheapest month to fly from HPN to BOS is November, when there's less demand. Off-peak season is generally when airlines offer lower prices between these airports.
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 Westchester County Airport (HPN) to Logan Intl. Airport (BOS)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest HPN to BOS flight.
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.

Travel information

Origin airport
Westchester County
Destination airport
Logan Intl.
Airlines serving
American Airlines, Cape Air, Delta, JetBlue Airways
Roundtrip price
$240
Distance
164 mi

Book with confidence

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 November. 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 $122 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.

 

White Plains to Boston Flights

Explore a world of travel with Expedia

*Available to One Key members.