Cheap flights from Westchester County to Boston

One-way fares from $161 · HPN → BOS · prices found by travellers in the last 48 hours

Compare all dates Boston → Westchester County
Cheapest fare
$161

Cape Air · Tue, Mar 16

Cheapest month
March

from $161

Direct flights
Not recently

Usually 1+ stop

Quickest trip
2h 36m

270 km

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Cheapest month to fly from Westchester County to Boston

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $218
  2. March 2027 Cheapest $161

Cheapest dates in March 2027

The lowest fares we've seen for each day, cheapest first.

Cape Air
Depart17:24 Tue, Mar 16HPN → BOS 2h 36m · 1 stop
$161one way, per person
View deal
See every date in March 2027 →

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About flights from Westchester County to Boston

Westchester County (HPN) and Boston (BOS) are about 270 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 2h 36m. Over the next few months, one-way fares start from $161, and March 2027 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Westchester County to Boston?

The cheapest one-way fare we've seen recently is $161 with Cape Air, departing Tuesday, March 16, 2027. Over the coming months, the lowest fare in each month ranges from $161 to $218.

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

March 2027 currently has the lowest fares, from $161 one way.

Are there direct flights from Westchester County to Boston?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Westchester County to Boston?

The quickest journey we've seen takes about 2h 36m. Westchester County and Boston are around 270 km apart.

Which airlines fly from Westchester County to Boston?

Recent fares on this route were with Cape Air.

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