$125 Cheap Flights from White Plains (HPN) to Boston (BOS)

View $125 flight on Fri, Oct 31, 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 $125 for one-way flights and $243 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Tue, Oct 21 - Sat, Oct 25
HPN
White Plains
BOS
Boston
$243 Roundtrip, found 4 hours ago
$243
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, Oct 21 from White Plains to Boston, returning Sat, Oct 25, priced at $243 found 4 hours ago
JetBlue Airways
Tue, Oct 21 - Mon, Oct 27
HPN
White Plains
BOS
Boston
$246 Roundtrip, found 4 hours ago
$246
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, Oct 21 from White Plains to Boston, returning Mon, Oct 27, priced at $246 found 4 hours ago
JetBlue Airways
Mon, Oct 27 - Thu, Oct 30
HPN
White Plains
BOS
Boston
$249 Roundtrip, found 4 hours ago
$249
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Mon, Oct 27 from White Plains to Boston, returning Thu, Oct 30, priced at $249 found 4 hours ago
JetBlue Airways
Tue, Oct 21 - Sat, Nov 1
HPN
White Plains
BOS
Boston
$253 Roundtrip, found 4 hours ago
$253
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, Oct 21 from White Plains to Boston, returning Sat, Nov 1, priced at $253 found 4 hours ago
JetBlue Airways
Thu, Oct 23 - Mon, Oct 27
HPN
White Plains
BOS
Boston
$256 Roundtrip, found 4 hours ago
$256
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Thu, Oct 23 from White Plains to Boston, returning Mon, Oct 27, priced at $256 found 4 hours ago
JetBlue Airways
Thu, Oct 23 - Sat, Nov 1
HPN
White Plains
BOS
Boston
$263 Roundtrip, found 4 hours ago
$263
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Thu, Oct 23 from White Plains to Boston, returning Sat, Nov 1, priced at $263 found 4 hours ago
JetBlue Airways
Fri, Oct 24 - Mon, Oct 27
HPN
White Plains
BOS
Boston
$266 Roundtrip, found 4 hours ago
$266
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Fri, Oct 24 from White Plains to Boston, returning Mon, Oct 27, priced at $266 found 4 hours ago
American Airlines
Wed, Dec 10 - Thu, Dec 11
HPN
White Plains
BOS
Boston
$314 Roundtrip, found 3 hours ago
$314
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Dec 10 from White Plains to Boston, returning Thu, Dec 11, priced at $314 found 3 hours ago
Cape Air
Sat, Dec 13 - Wed, Dec 17
HPN
White Plains
BOS
Boston
$326 Roundtrip, found 2 days ago
$326
Roundtrip
found 2 days ago
Select Cape Air flight, departing Sat, Dec 13 from White Plains to Boston, returning Wed, Dec 17, priced at $326 found 2 days ago
Delta
Thu, Sep 4 - Sat, Sep 6
HPN
White Plains
BOS
Boston
$328 Roundtrip, found 14 hours ago
$328
Roundtrip
found 14 hours ago
Select Delta flight, departing Thu, Sep 4 from White Plains to Boston, returning Sat, Sep 6, priced at $328 found 14 hours ago

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

September is typically the cheapest month to fly

From $221 - $456 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 $490
BOS
Logan Intl.
CheapestClosest
Average driving time to city center7 min
Flights from $490
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
$243
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 $125 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?
Grab a cheap one-way flight from $125 or cheap return flight from $243 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 October, 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.

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*Available to One Key members.