Cheap flights from Boston (BOS) to Westchester County

BOS — HPN
Oct 2 — Oct 91

How far in advance should I book a flight from Boston to Westchester County?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 41 days in advance, which can save you up to 75% on flights from Boston to Westchester County compared to booking the week you need them. Waiting 41 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $132. For sooner than that we have options available in the next 3 days from $181.

What is the cheapest month to fly from Boston to Westchester County?

Our data shows that January tends to be the cheapest month to fly to Westchester County from Boston. Users have commonly found prices around $135 for the month, but tickets can be as low as $57. Due to multiple factors, prepare for potentially higher prices in August.

When is the cheapest time to fly from Boston to Westchester County (BOS - REU)?

When flying from Boston 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.

Cheap flights from Boston to Westchester County in September, October 2022

The best prices found for BOS to Westchester County flights for September, October
Oct 14 - Oct 16
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 31m
$98

Delta

Pick Dates

Deal found 9/25/22

Oct 6 - Oct 10
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 31m
$188

Delta

Pick Dates

Deal found 9/24/22

Oct 18 - Oct 18
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 30m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

1 stop

7h 38m
$251

Multiple Airlines

Pick Dates

Deal found 9/26/22

Boston to Westchester County 2022 flight deals

Cheap flights to Westchester County from Boston found for this year
Oct 14 - Oct 16
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 31m
$98

Delta

Pick Dates

Deal found 9/25/22

Nov 15 - Nov 17
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 07m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 02m
$133

Delta

Pick Dates

Deal found 9/26/22

Oct 6 - Oct 10
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 31m
$188

Delta

Pick Dates

Deal found 9/24/22

Cheap Delta flights from Boston to Westchester County

Oct 14 - Oct 16
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 31m
$98

Delta

Pick Dates

Deal found 9/25/22

Nov 15 - Nov 17
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 07m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 02m
$133

Delta

Pick Dates

Deal found 9/26/22

Oct 7 - Oct 10
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 30m
$188

Delta

Pick Dates

Deal found 9/25/22

Cheap United Airlines flights from Boston to Westchester County

Oct 18 - Oct 29
BOS

Boston Logan Intl

HPN

White Plains Westchester County

1 stop

10h 55m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

1 stop

11h 11m
$354

United Airlines

Pick Dates

Deal found 9/26/22

Oct 27 - Oct 30
BOS

Boston Logan Intl

HPN

White Plains Westchester County

1 stop

11h 25m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

1 stop

22h 47m
$389

United Airlines

Pick Dates

Deal found 9/24/22

Oct 27 - Oct 30
BOS

Boston Logan Intl

HPN

White Plains Westchester County

2 stops

11h 40m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

1 stop

15h 59m
$393

United Airlines

Pick Dates

Deal found 9/24/22

Non-stop flights to Westchester County from Boston

Save time with Boston to Westchester County direct flight deals
Oct 14 - Oct 16
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 31m
$98

Delta

Pick Dates

Deal found 9/25/22

Nov 15 - Nov 17
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 07m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 02m
$133

Delta

Pick Dates

Deal found 9/26/22

Oct 7 - Oct 10
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 30m
$188

Delta

Pick Dates

Deal found 9/25/22

Last minute flights from Boston to Westchester County

Late deals on return flights to Westchester County from Boston, departing today and this week
Oct 6 - Oct 10
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 31m
$188

Delta

Pick Dates

Deal found 9/24/22

Oct 6 - Oct 7
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 30m
$278

Delta

Pick Dates

Deal found 9/26/22

Oct 6 - Oct 10
BOS

Boston Logan Intl

HPN

White Plains Westchester County

1 stop

7h 50m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 30m
$327

Multiple Airlines

Pick Dates

Deal found 9/24/22

One-way flights to Westchester County from Boston

The cheapest one-way flights from Boston to Westchester County
Oct 16
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
$49

Delta

Pick Dates

Deal found 9/25/22

Nov 23
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 10m
$84

Delta

Pick Dates

Deal found 9/25/22

Oct 7
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
$139

Delta

Pick Dates

Deal found 9/25/22

Related info for your journey

Useful info, stats and facts about Boston to Westchester County flights.

What airport do you fly from for flights from Boston to Westchester County?

If you book a flight to Westchester County from Boston, you will be flying from Logan Intl, which is the city’s only airport. Boston Logan Intl (BOS) is located 2.6 mi from the center of Boston.

Which airlines flying from Boston Logan Intl to Westchester County have flexible cancellations due to COVID-19?

Some of our airline partners flying from Boston Logan Intl to Westchester County have new flexible policies in place due to COVID-19. Delta, Cape Air, and JetBlue are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Delta with this kind of flexibility.

Can I find flights from Boston to Westchester County for under $100 on Cheapflights?

Yes, there are multiple flights from Boston to Westchester County for under $100. The cheapest flight booked recently is on Delta for just $98, but on average you can expect to pay $305.

Are there nonstop flights from Boston to Westchester County for under $100 on Cheapflights?

Cheapflights has at least 6 direct flights from Boston to Westchester County under $100. A good price for a nonstop flight from Boston to Westchester County is less than $1,227.

Are there last-minute flights available from Boston to Westchester County for under $200?

There are currently 20+ open flights from Boston to Westchester County within the next 7 days for less than $200.

What are the cheapest airlines to fly from Boston to Westchester County one-way?

For one-way options, check prices for Delta. According to our data, you can fly for as low as $49. Users have also found prices from $182 and $213 on JetBlue and Cape Air, respectively.

What are the most popular airlines that fly from Boston to Westchester County?

Consider Cape Air, JetBlue or Delta when booking your flight. These represent the most popular airlines when flying from Boston to Westchester County.

What are the cheapest flights from Boston to Westchester County?

Looking at all options, your cheapest flight can be booked for $30. While the most popular route (Boston Logan Intl - White Plains Westchester County) can be booked for $98 on average our data indicates $1,438 when flying from Boston to Westchester County.

Alternative routes for Boston to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.