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$95+ Cheap flights from White Plains to Boston (HPN - 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — BOS
Feb 23 — Mar 21
Mon 2/23
Mon 3/2
1 adult, Economy
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Cheap flight deals from White Plains to Boston

Cheapest flights from White Plains to Boston
Explore the most affordable flight options available from White Plains to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 24, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/22. 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.
Wed 3/41:27 pm
HPN
-
BOS
1 stop21h 23m
Multiple Airlines
Tue 3/1012:36 pm
BOS
-
HPN
2 stops24h 11m
Multiple Airlines
Deal found 1/22$239
This Expedia deal was found by Cheapflights users on 1/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:30 pm
HPN
-
BOS
1 stop12h 43m
JetBlue
Tue 3/101:55 pm
BOS
-
HPN
1 stop8h 50m
JetBlue
Deal found 1/22$261
This Kiwi.com deal was found by Cheapflights users on 1/23. 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.
Wed 1/289:23 am
HPN
-
BOS
1 stop7h 47m
Cape Air
Fri 1/308:48 am
BOS
-
HPN
1 stop7h 58m
Cape Air
Deal found 1/23$301
This Expedia deal was found by Cheapflights users on 1/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/168:35 pm
HPN
-
BOS
1 stop13h 28m
JetBlue
Tue 3/172:15 pm
BOS
-
HPN
1 stop7h 47m
JetBlue
Deal found 1/22$303
This Kiwi.com deal was found by Cheapflights users on 1/22. 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.
Wed 2/49:23 am
HPN
-
BOS
1 stop5h 55m
Multiple Airlines
Thu 2/53:43 pm
BOS
-
HPN
2 stops19h 45m
Multiple Airlines
Deal found 1/22$312
This Kiwi.com deal was found by Cheapflights users on 1/22. 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.
Mon 2/235:16 pm
HPN
-
BOS
1 stop14h 54m
Multiple Airlines
Wed 2/252:23 pm
BOS
-
HPN
2 stops21h 05m
Multiple Airlines
Deal found 1/22$313
This Expedia deal was found by Cheapflights users on 1/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:23 am
HPN
-
BOS
1 stop7h 47m
Multiple Airlines
Sun 5/31:00 pm
BOS
-
HPN
1 stop9h 36m
Multiple Airlines
Deal found 1/23$319
This Booking.com deal was found by Cheapflights users on 1/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/145:16 pm
HPN
-
BOS
1 stop22h 02m
Cape Air
Tue 3/178:48 am
BOS
-
HPN
1 stop7h 58m
Cape Air
Deal found 1/21$320
This Expedia deal was found by Cheapflights users on 1/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/59:23 am
HPN
-
BOS
1 stop5h 55m
Multiple Airlines
Mon 3/96:00 am
BOS
-
HPN
1 stop7h 34m
Multiple Airlines
Deal found 1/22$321
This Gotogate deal was found by Cheapflights users on 1/22. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/269:23 am
HPN
-
BOS
1 stop5h 55m
Cape Air
Sat 2/2812:39 pm
BOS
-
HPN
1 stop4h 07m
Cape Air
Deal found 1/22$322
This Kiwi.com deal was found by Cheapflights users on 1/22. 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.
Mon 3/1612:08 pm
HPN
-
BOS
2 stops9h 25m
Multiple Airlines
Tue 3/175:40 pm
BOS
-
HPN
1 stop15h 12m
Multiple Airlines
Deal found 1/22$329
This Cape Air deal was found by Cheapflights users on 1/23. 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.
Wed 1/289:23 am
HPN
-
BOS
1 stop5h 55m
Cape Air
Wed 1/285:40 pm
BOS
-
HPN
1 stop15h 12m
Cape Air
Deal found 1/23$330

Find flight deals from White Plains to Boston

Discover tips and strategies to find the most affordable flight options for your journey from White Plains (HPN) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$239
(Kiwi.com)

One-way from

$95
(Kiwi.com)

Popular in

April

Cheapest in

November

Average price

$257
Provider with most accurate pricing for White Plains Westchester County-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for White Plains Westchester County-Boston Logan Intl flights.
Search Deals
From White Plains Westchester County to Boston Logan Intl
Search Deals
One-way flight from White Plains 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).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains 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 January 24, 2026.
Use the filters below to find and compare flights from White Plains to Boston that are best for you.

Fly from

White Plains

Fly to

Boston

Route

Depart

Return

Price

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Wed 3/4

8:30 pm-9:13 am

1 stop12h 43m

Boston Logan Intl

Tue 3/10

1:55 pm-10:45 pm

1 stop8h 50m

$261

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Sun 3/8

9:23 am-5:10 pm

1 stop7h 47m

Boston Logan Intl

Fri 3/13

8:48 am-8:52 am

1 stop24h 04m

$301

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Mon 3/16

8:35 pm-10:03 am

1 stop13h 28m

Boston Logan Intl

Tue 3/17

2:15 pm-10:02 pm

1 stop7h 47m

$303

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 5/1

9:00 pm-2:16 pm

2 stops17h 16m

Boston Logan Intl

Sun 5/3

1:00 pm-10:36 pm

1 stop9h 36m

$312

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Mon 2/23

5:16 pm-8:10 am

1 stop14h 54m

Boston Logan Intl

Wed 2/25

2:23 pm-11:28 am

2 stops21h 05m

$313

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 5/1

9:23 am-5:10 pm

1 stop7h 47m

Boston Logan Intl

Sun 5/3

1:00 pm-10:36 pm

1 stop9h 36m

$319

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Thu 2/26

9:23 am-3:18 pm

1 stop5h 55m

Boston Logan Intl

Sat 2/28

12:39 pm-4:46 pm

1 stop4h 07m

$322

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Tue 2/10

9:23 am-3:18 pm

1 stop5h 55m

Boston Logan Intl

Tue 2/10

5:40 pm-4:46 pm

1 stop23h 06m

$330

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 2/13

5:16 pm-3:18 pm

1 stop22h 02m

Boston Logan Intl

Sat 2/14

5:40 pm-4:46 pm

1 stop23h 06m

$330

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Wed 2/11

9:23 am-3:18 pm

1 stop5h 55m

Boston Logan Intl

Wed 2/11

5:40 pm-4:46 pm

1 stop23h 06m

$330

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/22

Showing 1-10 of 18 results
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Compare providers for flights from White Plains to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from White Plains to Boston in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on White Plains-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on White Plains-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from White Plains-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on White Plains-Boston flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for White Plains-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from White Plains to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from White Plains 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 White Plains to Boston

What is the cheapest month to book a flight from White Plains to Boston?

Currently, July is the cheapest month in which you can book a flight from White Plains to Boston (average of $77). Flying from White Plains to Boston in May is currently the most expensive (average of $136). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

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

  • How long is the flight from White Plains to Boston?

    Departing from White Plains to Boston will take you 7h 47m. White Plains and Boston are separated by a distance of 165 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from White Plains to Boston that include hotel bookings?

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

  • How can I find direct flights from White Plains to Boston?

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

  • Can I find deals for business class flights from White Plains to Boston?

    Yes. Cheapflights offers flight deals from White Plains 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.

  • What is the cheapest month to book a flight from White Plains to Boston?

    Currently, July is the cheapest month in which you can book a flight from White Plains to Boston (average of $77). Flying from White Plains to Boston in May is currently the most expensive (average of $136). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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
Seekonk
Brockton
Warwick
Seabrook
Cranston
Lincoln
Smithfield
Peabody
Quincy
York Beach
Londonderry
Swansea
Old Orchard Beach
Waltham
Lowell
Chelsea

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Alternative routes for White Plains to Boston

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