BOS - SWF

$129 Find Cheap Flights from Boston to Stewart Intl. - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest one-way
$129
Typical prices: $558-$558
Allegiant Air
Wed 10/3
BOS - SWF • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to New Windsor!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from Boston to New Windsor (BOS-SWF)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to New Windsor

Sat, Oct 3 - Wed, Oct 7
Multiple Airlines Logo
10:19 am - 10:58 amBOS  Boston Logan Intl-SWF New Windsor Stewart
24h 39m1 stop Fort Lauderdale
Multiple Airlines Logo
12:39 pm - 11:02 amSWF  New Windsor Stewart-BOS Boston Logan Intl
22h 23m2 stops Raleigh-Durham Orlando
$369Multiple Airlines
Wed, Sep 30 - Fri, Oct 2
Multiple Airlines Logo
12:54 pm - 9:38 amBOS  Boston Logan Intl-SWF New Windsor Stewart
20h 44m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale
Multiple Airlines Logo
8:48 pm - 10:41 amSWF  New Windsor Stewart-BOS Boston Logan Intl
13h 53m1 stop Orlando Sanford Intl
$373Multiple Airlines
Sat, Oct 10 - Sat, Oct 17
Multiple Airlines Logo
10:19 am - 11:03 amBOS  Boston Logan Intl-SWF New Windsor Stewart
24h 44m1 stop Fort Lauderdale
Multiple Airlines Logo
12:39 pm - 11:02 amSWF  New Windsor Stewart-BOS Boston Logan Intl
22h 23m2 stops Raleigh-Durham Orlando
$414Multiple Airlines
Sat, Oct 10 - Sat, Oct 17
Multiple Airlines Logo
10:19 am - 11:03 amBOS  Boston Logan Intl-SWF New Windsor Stewart
24h 44m1 stop Fort Lauderdale
Multiple Airlines Logo
12:39 pm - 11:02 amSWF  New Windsor Stewart-BOS Boston Logan Intl
22h 23m2 stops Raleigh-Durham Orlando
$415Multiple Airlines
Sat, Oct 10 - Sat, Oct 17
Multiple Airlines Logo
10:19 am - 11:03 amBOS  Boston Logan Intl-SWF New Windsor Stewart
24h 44m1 stop Fort Lauderdale
Multiple Airlines Logo
12:39 pm - 11:02 amSWF  New Windsor Stewart-BOS Boston Logan Intl
22h 23m2 stops Raleigh-Durham Orlando
$416Multiple Airlines
Sat, Oct 10 - Sat, Oct 17
Multiple Airlines Logo
10:19 am - 11:03 amBOS  Boston Logan Intl-SWF New Windsor Stewart
24h 44m1 stop Fort Lauderdale
Multiple Airlines Logo
12:39 pm - 11:02 amSWF  New Windsor Stewart-BOS Boston Logan Intl
22h 23m2 stops Raleigh-Durham Orlando
$418Multiple Airlines
Sat, Oct 10 - Sat, Oct 17
Multiple Airlines Logo
10:19 am - 11:03 amBOS  Boston Logan Intl-SWF New Windsor Stewart
24h 44m1 stop Fort Lauderdale
Multiple Airlines Logo
12:39 pm - 11:02 amSWF  New Windsor Stewart-BOS Boston Logan Intl
22h 23m2 stops Raleigh-Durham Orlando
$431Multiple Airlines
Sat, Feb 27 - Sat, Mar 6
Multiple Airlines Logo
11:22 am - 9:17 amBOS  Boston Logan Intl-SWF New Windsor Stewart
21h 55m1 stop Fort Lauderdale
Multiple Airlines Logo
12:39 pm - 8:09 amSWF  New Windsor Stewart-BOS Boston Logan Intl
19h 30m1 stop Raleigh-Durham
$469Multiple Airlines
Fri, Oct 30 - Sun, Nov 1
Multiple Airlines Logo
12:39 pm - 11:39 amBOS  Boston Logan Intl-SWF New Windsor Stewart
23h 00m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham
Multiple Airlines Logo
11:58 am - 10:09 amSWF  New Windsor Stewart-BOS Boston Logan Intl
22h 11m1 stop Fort Lauderdale
$469Multiple Airlines
Fri, Feb 26 - Sat, Mar 6
Multiple Airlines Logo
10:24 am - 11:39 amBOS  Boston Logan Intl-SWF New Windsor Stewart
25h 15m2 stops Orlando Raleigh-Durham
Multiple Airlines Logo
12:39 pm - 8:09 amSWF  New Windsor Stewart-BOS Boston Logan Intl
19h 30m1 stop Raleigh-Durham
$491Multiple Airlines
Useful Info

Key details for Boston to New Windsor flights

Cheapest flight

$129
Flight from Boston to New Windsor

When to book flights from Boston to New Windsor

Are your dates flexible? Find out the best times to travel from Boston to New Windsor based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Boston to New Windsor flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Boston to New Windsor?

    Flights from Boston to New Windsor usually depart from Boston Logan Intl (BOS) and arrive at New Windsor Stewart (SWF).

  • Do I need a passport to fly from Boston to New Windsor?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Boston to New Windsor changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route varied from about $369 to $711. That means the highest observed fare was about 92% higher than the lowest one.

  • How are flight prices from Boston to New Windsor looking right now?

    One-way fares from Boston to New Windsor are currently lower than usual. Average one-way flight prices are about $140, which is 75% below the typical average for this route.

  • What car rental options are available at New Windsor Stewart Airport (SWF)?

    New Windsor Stewart Airport (SWF) hosts 5 major car rental companies, with daily rates starting from around $30 for economy cars. Top options include:
    • Budget
    • Avis
    • Alamo
    • Empire Rent A Car
    • Enterprise Rent-A-Car

Your guide to booking Boston to New Windsor flights

Get tips on when to book, when to fly and what to know before your trip.

More options for your flight from Boston to New Windsor

Complete your trip to New Windsor with a hotel stay or car rental

Car rentals in New Windsor
Hotels in New Windsor