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$101+ Cheap flights from Newburgh, NY 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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — BOS
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap flight deals from Newburgh to Boston

Cheapest flights from Newburgh to Boston
Explore the most affordable flight options available from Newburgh to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/13. 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 12/2511:43 amSWF - BOS
1 stop22h 18mMultiple Airlines
Sat 1/310:25 amBOS - SWF
2 stops49h 37mMultiple Airlines
Deal found 12/13$662
This Mytrip deal was found by Cheapflights users on 12/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:56 pmSWF - BOS
1 stop15h 54mMultiple Airlines
Mon 12/225:45 amBOS - SWF
1 stop13h 50mMultiple Airlines
Deal found 12/13$732
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Tue 12/2311:43 amSWF - BOS
1 stop22h 18mMultiple Airlines
Fri 12/2612:45 pmBOS - SWF
2 stops21h 15mMultiple Airlines
Deal found 12/13$950

Find flight deals from Newburgh to Boston

Keep the following information in mind while searching for Newburgh to Boston flight deals. Data was last updated December 15, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$368
(Kiwi.com)

One-way from

$101
(Kiwi.com)

Popular in

April

Cheapest in

November

Average price

$225
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 Newburgh to Boston Logan Intl
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One-way flight from Newburgh to Boston Logan Intl
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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 ($3 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Newburgh 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 December 15, 2025.
Use the filters below to find and compare flights from Newburgh to Boston that are best for you.

Fly from

Newburgh

Fly to

Boston

Route

Depart

Return

Price

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Sun 1/11

12:13 pm-11:19 pm

1 stop11h 06m

Boston Logan Intl

Sun 1/18

5:27 pm-10:19 am

1 stop16h 52m

$368

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Thu 12/25

11:43 am-10:01 am

1 stop22h 18m

Boston Logan Intl

Sat 1/3

10:25 am-12:02 pm

2 stops49h 37m

$662

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Fri 12/19

6:56 pm-10:50 am

1 stop15h 54m

Boston Logan Intl

Mon 12/22

5:45 am-7:35 pm

1 stop13h 50m

$732

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Tue 12/23

11:43 am-10:01 am

1 stop22h 18m

Boston Logan Intl

Fri 12/26

12:45 pm-10:00 am

2 stops21h 15m

$950

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Mon 1/12

11:09 am-11:57 pm

1 stop12h 48m

$102

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Fri 1/30

11:09 am-11:57 pm

1 stop12h 48m

$102

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Mon 2/2

11:09 am-11:57 pm

1 stop12h 48m

$103

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Fri 1/23

11:09 am-11:57 pm

1 stop12h 48m

$110

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Mon 5/4

11:40 am-11:14 pm

1 stop11h 34m

$136

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Sun 2/15

6:02 pm-9:08 am

1 stop15h 06m

$162

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 12 results
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Best time to book a flight from Newburgh to Boston

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

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

Currently, December is the cheapest month in which you can book a flight from Newburgh to Boston (average of $78). Flying from Newburgh to Boston in July is currently the most expensive (average of $170). 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.

What is the cheapest time of day to fly from N3W to BOS?

Find hourly flight availability from Newburgh to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 15, 2025.

When flying from Newburgh to Boston, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 21% versus a flight in the afternoon.

What is the cheapest day to fly from Newburgh to Boston?

Use this chart to determine the cheapest time to fly round-trip from Newburgh to Boston. Price data was last updated on December 13, 2025.

Travelers seeking maximum savings on their Newburgh to Boston flight should consider departing on Thursday at noon when fares are most often at their lowest. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Newburgh to Boston

Explore weekly flight availability from Newburgh to Boston. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 15, 2025.

The most flights from N3W to BOS are scheduled on a Sunday (103 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (34 on average).

Related info for your journey

Find useful and relevant information for your journey from Newburgh 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 Newburgh?

    Located just 2.6 mi from the city center, Boston Logan Intl is the airport most travelers will use when flying to Boston from Newburgh. Booking flights from Newburgh to Logan Intl (BOS) should be relatively easy as there are 0 daily inbound flights from Newburgh from 5 different airlines.

  • What are the most reliable airlines from Newburgh to Boston?

    Consider Kenya Airways (94%), Air Europa (86%) or GOL (84%) when booking your flight. These represent the most reliable airlines when flying from Newburgh to Boston.

  • What are the cheapest flights from Newburgh to Boston?

    The cheapest flight price from Newburgh to Boston is $69. On average you can expect to pay $1,109. The most popular route, (New Windsor Stewart - Boston Logan Intl), can usually be booked for $365.

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

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

  • How can I find direct flights from Newburgh to Boston?

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

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

    Yes. Cheapflights offers flight deals from Newburgh 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 Newburgh to Boston?

    Currently, December is the cheapest month in which you can book a flight from Newburgh to Boston (average of $78). Flying from Newburgh to Boston in July is currently the most expensive (average of $170). 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
Brockton
Cranston
Lincoln
Lowell
Smithfield
Peabody
Quincy
York Beach
Warwick
Londonderry
Swansea
Old Orchard Beach
Waltham
Chelsea

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Alternative routes for Newburgh to Boston

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Newburgh to Boston

Discover the top 5 airlines that operate flights from Newburgh to Boston. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$49Average$136FlexibilityNo cancel feeOn-time65%
DeltaCheapest$110Average$273FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$113Average$204FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$127Average$282FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$135Average$255FlexibilityNo cancel feeOn-time71%

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