Cheap flights from Boston to Westchester County

Flights overview

Useful information for finding cheap flights from Boston to Westchester County and booking your next trip
Cheapest round-trip flights $254
American 2 stops 29 hr Fri, Jan 30 — Mon, Feb 2
The cheapest round-trip flight from Boston to Westchester County is currently $254
Cheapest one-way flight $133
American 2 stops 29 hr Fri, Jan 23
The cheapest one-way flight from Boston to Westchester County is currently $133
Last-minute weekend getaway $442
Cape Air 1 stop 5 hr Sat, Nov 15 — Mon, Nov 17
The cheapest last-minute weekend getaway from Boston to Westchester County is currently $442
Cheapest business class flights $807
American 2 stops 15 hr Sat, Jan 31 — Mon, Feb 2
The cheapest business class round-trip flight from Boston to Westchester County is currently $807
Fastest flight 3 hr 35 min The fastest flight with stops from Boston to Westchester County takes 3 hr 35 min
Nonstop flights None There are no direct flights on this route.

When is the cheapest time to fly?

The cheapest month to fly from Boston to Westchester County is typically October. The most expensive month to fly is typically March.
October
Cheapest
Typical prices: $265–435
March
Most expensive
Typical prices: $330–355

Popular airlines from Boston to Westchester County

  • American
    from $300
    Typical price: $315–610
    666 weekly connecting flights
    BOS - HPN Every day
  • JetBlue
    from $298
    Typical price: $395–910
    122 weekly connecting flights
    BOS - HPN Every day
  • Delta
    from $1,167
    Typical price: $1,100–1,400
    37 weekly connecting flights
    BOS - HPN Every day
  • Cape Air
    from $332
    Typical price: $340–465
    26 weekly connecting flights
    BOS - HPN Every day

Popular airports near Boston

  • Boston Logan International Airport (BOS)
    Boston United States 12 min 2 mi
  • John F. Kennedy International Airport (JFK)
    New York United States 3 hr 38 min 184 mi
  • LaGuardia Airport (LGA)
    New York United States 3 hr 27 min 181 mi
  • Rhode Island T.F. Green International Airport (PVD)
    Providence United States 1 hr 7 min 47 mi

Popular airports near Westchester County

  • John F. Kennedy International Airport (JFK)
    New York United States 57 min 33 mi
  • LaGuardia Airport (LGA)
    New York United States 45 min 24 mi
  • Westchester County Airport (HPN)
    Westchester County United States 22 min 6 mi
  • Newark Liberty International Airport (EWR)
    Newark United States 1 hr 35 mi

Frequently asked questions about flying from Boston to Westchester County

When are the cheapest days to fly from Boston to Westchester County?
The cheapest flights from Boston to Westchester County are usually in October. Typical ticket prices in October range from $265 to $435.
Which airlines provide the cheapest flights from Boston to Westchester County?
The cheapest round-trip flight from Boston to Westchester County recently found on Google Flights was with American from $254. The cheapest one-way flight was with American from $133.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest American flight from Boston to Westchester County is $300, flying from Jan 30 to Feb 1.
  • The cheapest JetBlue flight from Boston to Westchester County is $298, flying from Jan 8 to Jan 12.
  • The cheapest Delta flight from Boston to Westchester County is $1,167, flying from Nov 28 to Dec 1.
  • The cheapest Cape Air flight from Boston to Westchester County is $332, flying from Jan 8 to Jan 11.
What are the cheapest flights from Boston to Westchester County?
The cheapest round-trip flight from Boston to Westchester County starts at $254 from Fri, Jan 30 to Mon, Feb 2. The cheapest one-way flight starts at $133 and departs on Fri, Jan 23.
How long does it take to fly from Boston to Westchester County?
3 hr 35 min is the shortest flight time from Boston to Westchester County.
When should you fly to Westchester County, United States?
Westchester County is a year-round destination with hot summers (Jun–Aug) and cold, snowy winters (Dec–Feb). In the hamlet of Katonah, the American Roots Music Festival (Jun) offers a variety of genres, including folk, gospel and blues. Clearwater's Great Hudson River Revival (Jun) in Croton-on-Hudson is a music and environmental festival with concerts, boat rides and the Green Living Expo. The riverside Great Jack O’Lantern Blaze (Sep–Nov) celebrates Halloween with light displays made of thousands of hand-carved pumpkins.
How do I find cheap dates to fly from Boston to Westchester County?
It's easy to use Google Flights to find the cheapest days to fly from Boston to Westchester County.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What is the best airline to fly from Boston to Westchester County?
What counts as the best airline for your flights from Boston to Westchester County really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Boston to Westchester County.

In terms of flights, American is the most popular. American offers 666 connecting flights per week. American flies from Boston Logan International Airport (BOS) to Westchester County Airport (HPN) .

Other popular airlines flying from Boston to Westchester County are:
  • JetBlue offers 122 connecting flights per week. JetBlue flies from Boston Logan International Airport (BOS) to Westchester County Airport (HPN) .
  • Delta offers 37 connecting flights per week. Delta flies from Boston Logan International Airport (BOS) to Westchester County Airport (HPN) .
  • Cape Air offers 26 connecting flights per week. Cape Air flies from Boston Logan International Airport (BOS) to Westchester County Airport (HPN) .
The number of connecting flights refers to distinct flights with at least one stop between Boston and Westchester County.
Which airlines provide the cheapest flights from Boston to Westchester County?
The cheapest round-trip flight from Boston to Westchester County recently found on Google Flights was with American from $254. The cheapest one-way flight was with American from $133.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest American flight from Boston to Westchester County is $300, flying from Jan 30 to Feb 1.
  • The cheapest JetBlue flight from Boston to Westchester County is $298, flying from Jan 8 to Jan 12.
  • The cheapest Delta flight from Boston to Westchester County is $1,167, flying from Nov 28 to Dec 1.
  • The cheapest Cape Air flight from Boston to Westchester County is $332, flying from Jan 8 to Jan 11.
Which airlines have direct flights from Boston to Westchester County?
No airline flies direct from Boston to Westchester County.
  • There are 666 American connecting flights from Boston to Westchester County per week. Flights are available every day.
  • There are 122 JetBlue connecting flights from Boston to Westchester County per week. Flights are available every day.
  • There are 37 Delta connecting flights from Boston to Westchester County per week. Flights are available every day.
  • There are 26 Cape Air connecting flights from Boston to Westchester County per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
Which airline provides the cheapest last-minute getaway flight from Boston to Westchester County?
The cheapest last-minute deal between Boston and Westchester County at price $442 is offered by Cape Air from Sat, Nov 15 to Mon, Nov 17.
Which airlines have direct flights from Boston to Westchester County?
No airline flies direct from Boston to Westchester County.
  • There are 666 American connecting flights from Boston to Westchester County per week. Flights are available every day.
  • There are 122 JetBlue connecting flights from Boston to Westchester County per week. Flights are available every day.
  • There are 37 Delta connecting flights from Boston to Westchester County per week. Flights are available every day.
  • There are 26 Cape Air connecting flights from Boston to Westchester County per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
When are direct flights from Boston to Westchester County available?
There are no direct flights from Boston to Westchester County.
How can I find nonstop flights from Boston to Westchester County?
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Boston to Westchester County, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
What are the cheapest business class flights from Boston to Westchester County?
The cheapest business class round-trip flights between Boston and Westchester County start at $807 from Sat, Jan 31 to Mon, Feb 2 with American.
What are the cheapest economy class flights from Boston to Westchester County?
The cheapest economy class round-trip flights between Boston and Westchester County start at $254 from Fri, Jan 30 to Mon, Feb 2.
How can I book business class trips from Boston to Westchester County?
To book business class trips from Boston to Westchester County, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
Are there any last-minute deals from Boston to Westchester County next weekend?
The best last-minute getaway deal for the next weekend between Boston and Westchester County starts at $442 from Sat, Nov 15 to Mon, Nov 17 with Cape Air.
Which airline provides the cheapest last-minute getaway flight from Boston to Westchester County?
The cheapest last-minute deal between Boston and Westchester County at price $442 is offered by Cape Air from Sat, Nov 15 to Mon, Nov 17.
How can I find last-minute flight deals from Boston to Westchester County?
To find last-minute flight deals from Boston to Westchester County, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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