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$112+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — BOS
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$311
(JetBlue)

One-way from

$112
(JetBlue)

Popular in

April

Cheapest in

October

Average price

$157
From White Plains Westchester County to Boston Logan Intl
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One-way flight from White Plains Westchester County to Boston Logan Intl
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Highest demand for flights based on searches. 12% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/11. 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 9/171:14 pmHPN - BOS
1 stop22h 50mMultiple Airlines
Wed 9/243:00 pmBOS - HPN
2 stops44h 28mMultiple Airlines
Deal found 9/11$306
This JetBlue deal was found by Cheapflights users on 9/11. 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.
Fri 10/39:39 amHPN - BOS
1 stop7h 38mJetBlue
Sat 10/412:45 pmBOS - HPN
1 stop10h 01mJetBlue
Deal found 9/11$311
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/228:25 amHPN - BOS
1 stop6h 52mMultiple Airlines
Thu 9/258:47 amBOS - HPN
1 stop26h 41mMultiple Airlines
Deal found 9/9$323
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/178:25 amHPN - BOS
1 stop12h 31mMultiple Airlines
Sun 10/199:51 pmBOS - HPN
1 stop22h 54mMultiple Airlines
Deal found 9/9$325
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/38:25 amHPN - BOS
1 stop14h 45mMultiple Airlines
Sun 10/58:47 amBOS - HPN
1 stop26h 41mMultiple Airlines
Deal found 9/9$332
This JetBlue deal was found by Cheapflights users on 9/11. 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.
Fri 9/261:00 pmHPN - BOS
1 stop9h 30mJetBlue
Tue 9/302:20 pmBOS - HPN
1 stop8h 11mJetBlue
Deal found 9/11$336
This JetBlue deal was found by Cheapflights users on 9/10. 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 9/187:30 amHPN - BOS
1 stop11h 16mJetBlue
Sun 9/212:41 pmBOS - HPN
1 stop7h 35mJetBlue
Deal found 9/10$343
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 10/231:19 pmHPN - BOS
1 stop7h 34mMultiple Airlines
Fri 10/249:55 amBOS - HPN
1 stop10h 50mMultiple Airlines
Deal found 9/11$344
This JetBlue deal was found by Cheapflights users on 9/8. 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 10/217:30 amHPN - BOS
1 stop10h 17mJetBlue
Wed 10/222:19 pmBOS - HPN
1 stop7h 44mJetBlue
Deal found 9/8$353
This JetBlue deal was found by Cheapflights users on 9/9. 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.
Wed 11/121:00 pmHPN - BOS
1 stop10h 11mJetBlue
Fri 11/142:15 pmBOS - HPN
1 stop8h 47mJetBlue
Deal found 9/9$375
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 9/268:25 amHPN - BOS
1 stop6h 52mMultiple Airlines
Tue 9/3012:20 pmBOS - HPN
2 stops24h 14mMultiple Airlines
Deal found 9/11$379

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 September 11, 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

Fri 10/3

9:39 am-5:17 pm

1 stop7h 38m

Boston Logan Intl

Sat 10/4

12:45 pm-10:46 pm

1 stop10h 01m

$311

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 9/26

1:00 pm-10:30 pm

1 stop9h 30m

Boston Logan Intl

Tue 9/30

2:20 pm-10:31 pm

1 stop8h 11m

$336

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Thu 10/23

1:19 pm-8:53 pm

1 stop7h 34m

Boston Logan Intl

Fri 10/24

9:55 am-8:45 pm

1 stop10h 50m

$344

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Tue 10/21

7:30 am-5:47 pm

1 stop10h 17m

Boston Logan Intl

Wed 10/22

2:19 pm-10:03 pm

1 stop7h 44m

$353

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Wed 11/12

1:00 pm-11:11 pm

1 stop10h 11m

Boston Logan Intl

Fri 11/14

2:15 pm-11:02 pm

1 stop8h 47m

$375

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 9/26

8:25 am-3:17 pm

1 stop6h 52m

Boston Logan Intl

Tue 9/30

12:20 pm-12:34 pm

2 stops24h 14m

$379

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Sat 10/4

1:00 pm-8:50 pm

1 stop7h 50m

Boston Logan Intl

Sun 10/5

8:00 am-9:00 pm

1 stop13h 00m

$384

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 10/3

8:25 am-3:17 pm

1 stop6h 52m

Boston Logan Intl

Sun 10/5

2:15 pm-11:28 am

2 stops21h 13m

$386

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Mon 10/27

6:30 am-1:56 pm

2 stops7h 26m

Boston Logan Intl

Mon 10/27

5:30 pm-11:29 pm

1 stop5h 59m

$388

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 10/24

9:39 am-5:03 pm

1 stop7h 24m

Boston Logan Intl

Sun 10/26

6:20 am-2:06 pm

1 stop7h 46m

$399

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 24 results
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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, January is the cheapest month in which you can book a flight from White Plains to Boston (average of $218). Flying from White Plains to Boston in July is currently the most expensive (average of $311). 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 38m. 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, January is the cheapest month in which you can book a flight from White Plains to Boston (average of $218). Flying from White Plains to Boston in July is currently the most expensive (average of $311). 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
Chelsea
Warwick
Peabody
Quincy
York Beach
Swansea
Waltham
Saugus
Burlington

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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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