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$117+ Cheap flights from Westchester County to Boston (BOS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — BOS
dic. 26 — ene. 21
vie. 12/26
vie. 1/2
1 adult, Economy
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Find flight deals from Westchester County to Boston

Cheapest flights from Westchester County to Boston
Explore the most affordable flight options available from Westchester County to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 26, 2025.

This Priceline deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/241:00 pmHPN - BOS
1 stop10h 58mJetBlue
mié. 12/3112:41 pmBOS - HPN
1 stop10h 23mJetBlue
Deal found 11/24$242
This Cape Air deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/225:16 pmHPN - BOS
1 stop18h 42mCape Air
vie. 12/2612:39 pmBOS - HPN
1 stop20h 13mCape Air
Deal found 11/25$375
This JetBlue deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/97:00 amHPN - BOS
1 stop8h 39mJetBlue
sáb. 12/1312:39 pmBOS - HPN
1 stop10h 22mJetBlue
Deal found 11/24$380
This JetBlue deal was found by Cheapflights users on 11/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/111:00 pmHPN - BOS
1 stop10h 11mJetBlue
lun. 12/156:05 amBOS - HPN
1 stop8h 09mJetBlue
Deal found 11/26$385
This FlightHub deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/169:23 amHPN - BOS
1 stop7h 47mCape Air
mar. 12/235:40 pmBOS - HPN
1 stop15h 12mCape Air
Deal found 11/25$390
This Cape Air deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/225:16 pmHPN - BOS
1 stop22h 02mCape Air
lun. 12/295:40 pmBOS - HPN
1 stop15h 12mCape Air
Deal found 11/24$395
This Kiwi.com deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/912:09 pmHPN - BOS
2 stops21h 52mMultiple Airlines
sáb. 12/132:24 pmBOS - HPN
1 stop18h 28mMultiple Airlines
Deal found 11/24$398
This Kiwi.com deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/129:23 amHPN - BOS
1 stop5h 55mMultiple Airlines
dom. 12/1410:22 amBOS - HPN
1 stop25h 06mMultiple Airlines
Deal found 11/24$404
This Cape Air deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/109:23 amHPN - BOS
1 stop5h 55mCape Air
dom. 12/145:40 pmBOS - HPN
1 stop23h 06mCape Air
Deal found 11/25$435
This Kiwi.com deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/249:23 amHPN - BOS
1 stop7h 47mMultiple Airlines
mié. 12/3112:29 pmBOS - HPN
2 stops23h 00mMultiple Airlines
Deal found 11/24$436
This Cape Air deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/289:23 amHPN - BOS
1 stop5h 56mCape Air
lun. 12/295:40 pmBOS - HPN
1 stop15h 12mCape Air
Deal found 11/24$445
This JetBlue deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/121:00 pmHPN - BOS
1 stop10h 11mJetBlue
dom. 12/1410:29 amBOS - HPN
1 stop9h 01mJetBlue
Deal found 11/24$457

Cheap flight deals from Westchester County to Boston

Keep the following information in mind while searching for Westchester County to Boston flight deals. Data was last updated noviembre 26, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$227
(Kiwi.com)

One-way from

$117
(Kiwi.com)

Popular in

April

Cheapest in

December

Average price

$227
Provider with most accurate pricing for New York (NYC)-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Boston Logan Intl flights.
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From Westchester County to Boston Logan Intl
Search Deals
One-way flight from Westchester County to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($8 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to Boston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated noviembre 26, 2025.
Use the filters below to find and compare flights from Westchester County to Boston that are best for you.

Fly from

Westchester County

Fly to

Boston

Route

Depart

Return

Price

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

mié. 12/24

1:00 pm-11:58 pm

1 stop10h 58m

Boston Logan Intl

mié. 12/31

12:41 pm-11:04 pm

1 stop10h 23m

$242

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

sáb. 1/17

1:00 pm-9:17 pm

1 stop8h 17m

Boston Logan Intl

dom. 1/18

8:04 pm-9:27 am

1 stop13h 23m

$304

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

jue. 1/8

5:16 pm-8:10 am

1 stop14h 54m

Boston Logan Intl

jue. 1/15

3:43 pm-11:28 am

2 stops19h 45m

$307

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

mar. 1/13

7:00 am-2:50 pm

1 stop7h 50m

Boston Logan Intl

mié. 1/14

8:04 pm-9:27 am

1 stop13h 23m

$313

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

jue. 1/15

9:23 am-3:18 pm

1 stop5h 55m

Boston Logan Intl

dom. 1/18

12:39 pm-4:46 pm

1 stop4h 07m

$349

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

sáb. 1/10

1:00 pm-11:48 pm

1 stop10h 48m

Boston Logan Intl

mar. 1/13

7:00 am-2:03 pm

1 stop7h 03m

$358

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

vie. 3/27

9:23 am-3:18 pm

1 stop5h 55m

Boston Logan Intl

vie. 3/27

5:40 pm-8:52 am

1 stop15h 12m

$363

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

lun. 1/12

9:23 am-3:18 pm

1 stop5h 55m

Boston Logan Intl

lun. 1/12

5:40 pm-4:46 pm

1 stop23h 06m

$363

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

mar. 1/20

5:16 pm-3:18 pm

1 stop22h 02m

Boston Logan Intl

mié. 1/21

5:40 pm-4:46 pm

1 stop23h 06m

$369

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

jue. 1/15

9:23 am-3:18 pm

1 stop5h 55m

Boston Logan Intl

dom. 1/18

6:00 am-8:30 pm

2 stops14h 30m

$373

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 22 results
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Best time to book a flight from Westchester County to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Westchester County with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Westchester County to Boston
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

  • How long is the flight from Westchester County to Boston?

    Departing from Westchester County to Boston will take you 10h 58m. Airlines will cover a distance of 165 mi.

  • Can I find deals for flights from Westchester County to Boston that include hotel bookings?

    Yes. In addition to deals on Westchester County to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to Boston.

  • Can I find deals for business class flights from Westchester County to Boston?

    Yes. Cheapflights offers flight deals from Westchester County to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
Waltham
Chelsea

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Alternative routes for Westchester County to Boston

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