Cheap flights from Massachusetts to Westchester County

BOS — HPN
Oct 10 — Oct 171

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

To save up to 75% on this flight, we recommend booking at least 45 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Massachusetts to Westchester County from $132 1-2 weeks out and tickets from $181 for flights departing within the next 72 hours.

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

January is one of the best times of the year to fly to Westchester County from Massachusetts. Prices for January average $136 per person but you can even find prices for as low as $57. The most expensive prices can be found in the month of August. Opting for a January flight can save you 22% on your journey compared to booking in August

When is the cheapest time to fly from Massachusetts to Westchester County (MA - REU)?

When flying from Massachusetts 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 Massachusetts to Westchester County in October, November 2022

The best prices found for Massachusetts to Westchester County flights for October, November
Oct 21 - Oct 24
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 30m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 30m
$98

Delta

Pick Dates

Deal found 10/4/22

Oct 13 - Oct 17
ACK

Nantucket Memorial

HPN

White Plains Westchester County

Nonstop

1h 01m
HPN

White Plains Westchester County

ACK

Nantucket Memorial

Nonstop

1h 01m
$139

JetBlue

Pick Dates

Deal found 10/4/22

Nov 22 - Nov 28
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 03m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 01m
$208

Delta

Pick Dates

Deal found 10/4/22

Massachusetts to Westchester County 2022 flight deals

Cheap flights to Westchester County from Massachusetts found for this year
Oct 21 - Oct 23
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 30m
$98

Delta

Pick Dates

Deal found 10/5/22

Oct 13 - Oct 17
ACK

Nantucket Memorial

HPN

White Plains Westchester County

Nonstop

1h 01m
HPN

White Plains Westchester County

ACK

Nantucket Memorial

Nonstop

1h 01m
$139

JetBlue

Pick Dates

Deal found 10/4/22

Dec 14 - Jan 13
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 08m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 29m
$168

Delta

Pick Dates

Deal found 10/4/22

Cheap Alaska Airlines flights from Massachusetts to Westchester County

Oct 16 - Oct 23
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 31m
$212

Alaska Airlines

Pick Dates

Deal found 10/2/22

Oct 13 - Oct 20
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 30m
$228

Alaska Airlines

Pick Dates

Deal found 10/2/22

Oct 18 - Oct 25
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

1 stop

10h 44m
$327

Alaska Airlines

Pick Dates

Deal found 10/2/22

Cheap Cape Air flights from Massachusetts to Westchester County

Dec 16 - Jan 15
BOS

Boston Logan Intl

HPN

White Plains Westchester County

1 stop

4h 45m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

1 stop

24h 20m
$424

Cape Air

Pick Dates

Deal found 10/4/22

Nov 23 - Nov 28
BOS

Boston Logan Intl

HPN

White Plains Westchester County

1 stop

23h 50m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

1 stop

24h 20m
$435

Cape Air

Pick Dates

Deal found 10/4/22

Nov 23 - Nov 27
BOS

Boston Logan Intl

HPN

White Plains Westchester County

1 stop

14h 32m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

1 stop

24h 20m
$443

Cape Air

Pick Dates

Deal found 10/2/22

Non-stop flights to Westchester County from Massachusetts

Save time with Massachusetts to Westchester County direct flight deals
Oct 21 - Oct 24
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 30m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 30m
$98

Delta

Pick Dates

Deal found 10/4/22

Dec 14 - Jan 13
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 08m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 29m
$168

Delta

Pick Dates

Deal found 10/4/22

Nov 22 - Nov 28
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 03m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 01m
$208

Delta

Pick Dates

Deal found 10/4/22

Last minute flights from Massachusetts to Westchester County

Late deals on return flights to Westchester County from Massachusetts, departing today and this week
Oct 13 - Oct 17
ACK

Nantucket Memorial

HPN

White Plains Westchester County

Nonstop

1h 01m
HPN

White Plains Westchester County

ACK

Nantucket Memorial

Nonstop

1h 01m
$139

JetBlue

Pick Dates

Deal found 10/4/22

Oct 13 - Oct 20
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 30m
$228

Alaska Airlines

Pick Dates

Deal found 10/2/22

Oct 13 - Oct 13
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 30m
HPN

White Plains Westchester County

BOS

Boston Logan Intl

Nonstop

1h 31m
$278

Delta

Pick Dates

Deal found 10/4/22

One-way flights to Westchester County from Massachusetts

The cheapest one-way flights from Massachusetts to Westchester County
Oct 21
BOS

Boston Logan Intl

HPN

White Plains Westchester County

Nonstop

1h 29m
$49

Delta

Pick Dates

Deal found 10/4/22

Oct 17
ACK

Nantucket Memorial

HPN

White Plains Westchester County

Nonstop

1h 01m
$60

JetBlue

Pick Dates

Deal found 10/3/22

Oct 17
ACK

Nantucket Memorial

HPN

White Plains Westchester County

Nonstop

1h 01m
$70

JetBlue

Pick Dates

Deal found 10/4/22

Related info for your journey

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

Which airlines flying from Massachusetts to Westchester County have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Massachusetts to Westchester County that may be offering flexible cancellation policies are JetBlue, Delta, and Elite Airways. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

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

Yes, there are multiple flights from Massachusetts 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 $273.

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

Cheapflights has at least 12 direct flights from Massachusetts to Westchester County under $100. A good price for a nonstop flight from Massachusetts to Westchester County is less than $2,133.

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

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

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

The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $49. However, be on the lookout for offers from JetBlue and United Airlines, as they are both options that can get you from Massachusetts to Westchester County for a low price.

Flights to Westchester County from Massachusetts

Destination points for flights from Massachusetts to Westchester County

Select to see more specific information for flights from Massachusetts to all places in Westchester County

Top 2 airlines flying from Massachusetts to Westchester County

The chart below displays the airlines Cheapflights users traveling from Massachusetts to Westchester County choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
JetBlueCheapest$88Average$173FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search JetBlue flights
DeltaCheapest$97Average$252FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights

Hourly flight availability from Massachusetts to Westchester County

See what time of day planes typically take off from Massachusetts to Westchester County
12%of flight departuresEarly morningMidnight to 6 am
11%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
77%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM