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$121+ 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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — BOS
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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Find 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 October 27, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:00 amHPN - BOS
1 stop14h 22mMultiple Airlines
Sun 11/99:37 amBOS - HPN
1 stop25h 51mMultiple Airlines
Deal found 10/26$299
This Priceline deal was found by Cheapflights users on 10/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/224:15 pmHPN - BOS
1 stop8h 06mJetBlue
Mon 11/247:25 amBOS - HPN
1 stop11h 36mJetBlue
Deal found 10/26$308
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1012:10 pmHPN - BOS
2 stops22h 55mMultiple Airlines
Fri 11/146:00 amBOS - HPN
1 stop14h 45mMultiple Airlines
Deal found 10/26$353
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/228:00 amHPN - BOS
2 stops26h 24mMultiple Airlines
Mon 11/246:00 amBOS - HPN
1 stop14h 45mMultiple Airlines
Deal found 10/26$359
This Priceline deal was found by Cheapflights users on 10/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/224:15 pmHPN - BOS
1 stop8h 06mJetBlue
Sun 11/237:40 amBOS - HPN
1 stop12h 09mJetBlue
Deal found 10/25$378
This JetBlue deal was found by Cheapflights users on 10/27. 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.
Thu 11/131:00 pmHPN - BOS
1 stop7h 04mJetBlue
Thu 11/2011:00 amBOS - HPN
1 stop7h 56mJetBlue
Deal found 10/27$410
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/228:00 amHPN - BOS
2 stops26h 24mMultiple Airlines
Sun 11/2312:39 pmBOS - HPN
1 stop4h 07mMultiple Airlines
Deal found 10/25$416
This JetBlue deal was found by Cheapflights users on 10/26. 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.
Tue 11/41:00 pmHPN - BOS
1 stop7h 04mJetBlue
Fri 11/78:00 amBOS - HPN
1 stop10h 51mJetBlue
Deal found 10/26$444
This JetBlue deal was found by Cheapflights users on 10/26. 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.
Mon 11/107:00 amHPN - BOS
1 stop8h 25mJetBlue
Fri 11/142:15 pmBOS - HPN
1 stop9h 12mJetBlue
Deal found 10/26$466
This KAYAK deal was found by Cheapflights users on 10/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/289:23 amHPN - BOS
1 stop5h 56mCape Air
Wed 10/2912:39 pmBOS - HPN
1 stop4h 07mCape Air
Deal found 10/25$495

Cheap 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 October 27, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$255
(Kiwi.com)

One-way from

$121
(JetBlue)

Popular in

April

Cheapest in

November

Average price

$207
Provider with most accurate pricing for White Plains Westchester County-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for White Plains Westchester County-Boston Logan Intl flights.
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From White Plains Westchester County to Boston Logan Intl
Search Deals
One-way flight from White Plains Westchester County to Boston Logan Intl
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Highest demand for flights based on searches. 5% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 27, 2025.
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

Sat 11/22

4:15 pm-12:21 am

1 stop8h 06m

Boston Logan Intl

Mon 11/24

7:25 am-7:01 pm

1 stop11h 36m

$308

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 11/7

8:00 am-12:41 pm

2 stops28h 41m

Boston Logan Intl

Sun 11/9

9:37 am-11:28 am

1 stop25h 51m

$327

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Sat 11/22

8:00 am-10:24 am

2 stops26h 24m

Boston Logan Intl

Mon 11/24

6:00 am-8:45 pm

1 stop14h 45m

$359

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Thu 11/13

1:00 pm-8:04 pm

1 stop7h 04m

Boston Logan Intl

Thu 11/20

11:00 am-6:56 pm

1 stop7h 56m

$410

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Sat 11/22

8:00 am-10:24 am

2 stops26h 24m

Boston Logan Intl

Sun 11/23

12:39 pm-4:46 pm

1 stop4h 07m

$416

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Thu 12/11

5:16 pm-3:19 pm

1 stop22h 03m

Boston Logan Intl

Fri 12/12

5:40 pm-4:46 pm

1 stop23h 06m

$429

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Mon 11/10

7:00 am-3:25 pm

1 stop8h 25m

Boston Logan Intl

Fri 11/14

2:15 pm-11:27 pm

1 stop9h 12m

$466

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Tue 11/11

9:23 am-3:19 pm

1 stop5h 56m

Boston Logan Intl

Tue 11/11

5:40 pm-8:52 am

1 stop15h 12m

$479

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 11/14

5:16 pm-11:58 am

1 stop18h 42m

Boston Logan Intl

Fri 11/21

5:40 pm-4:46 pm

1 stop23h 06m

$495

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Tue 11/25

8:00 am-10:57 pm

1 stop14h 57m

Boston Logan Intl

Wed 11/26

1:45 pm-8:52 am

1 stop19h 07m

$514

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/24

Showing 1-10 of 21 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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
GotogatePrice Accuracy3 starsTrust Score*3 stars

*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 Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on White Plains-Boston flight deals on Cheapflights vs. Mytrip >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 Mytrip the most. Mytrip 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, November is the cheapest month in which you can book a flight from White Plains to Boston (average of $58). Flying from White Plains to Boston in February is currently the most expensive (average of $124). 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 8h 06m. White Plains and Boston are separated by a distance of 165 mi.

  • 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, November is the cheapest month in which you can book a flight from White Plains to Boston (average of $58). Flying from White Plains to Boston in February is currently the most expensive (average of $124). 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
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
Waltham
Chelsea

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