BOS - SWF

$141 Find Cheap Flights from Boston to Stewart Intl. - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest one-way
$141
Typical prices: $558-$558
Allegiant Air
Tue 2/6
BOS - SWF • 1 stop
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Useful Info
Flight Deals

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

 
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Recent round-trip flight deals from Boston to New Windsor

Thu, Dec 10 - Sun, Dec 13
Multiple Airlines Logo
11:08 am - 11:36 amBOS  Boston Logan Intl-SWF New Windsor Stewart
24h 28m2 stops Orlando Charleston
Multiple Airlines Logo
11:06 am - 10:13 amSWF  New Windsor Stewart-BOS Boston Logan Intl
23h 07m1 stop Orlando
$433Multiple Airlines
Thu, Dec 10 - Sun, Dec 13
Multiple Airlines Logo
11:08 am - 10:13 amBOS  Boston Logan Intl-SWF New Windsor Stewart
23h 05m1 stop Orlando
Multiple Airlines Logo
11:06 am - 10:13 amSWF  New Windsor Stewart-BOS Boston Logan Intl
23h 07m1 stop Orlando
$444Multiple Airlines
Sun, Feb 28 - Mon, Mar 8
Multiple Airlines Logo
11:08 am - 9:59 amBOS  Boston Logan Intl-SWF New Windsor Stewart
22h 51m2 stops San Juan Luis Munoz Marin Intl Orlando
Multiple Airlines Logo
10:47 am - 9:29 amSWF  New Windsor Stewart-BOS Boston Logan Intl
22h 42m1 stop Orlando Sanford Intl
$535Multiple Airlines
Sun, Feb 28 - Mon, Mar 8
Multiple Airlines Logo
10:24 am - 9:59 amBOS  Boston Logan Intl-SWF New Windsor Stewart
23h 35m1 stop Orlando
Multiple Airlines Logo
10:47 am - 9:29 amSWF  New Windsor Stewart-BOS Boston Logan Intl
22h 42m1 stop Orlando Sanford Intl
$546Multiple Airlines
Tue, Nov 24 - Sun, Dec 6
Multiple Airlines Logo
11:06 am - 8:39 amBOS  Boston Logan Intl-SWF New Windsor Stewart
21h 33m1 stop Orlando
Multiple Airlines Logo
11:06 am - 10:13 amSWF  New Windsor Stewart-BOS Boston Logan Intl
23h 07m1 stop Orlando
$589Multiple Airlines
Sat, Nov 28 - Sat, Dec 5
Multiple Airlines Logo
11:06 am - 7:56 amBOS  Boston Logan Intl-SWF New Windsor Stewart
20h 50m1 stop Orlando
Multiple Airlines Logo
12:39 pm - 9:41 amSWF  New Windsor Stewart-BOS Boston Logan Intl
21h 02m2 stops Raleigh-Durham Fort Lauderdale
$722Multiple Airlines
Tue, Dec 22 - Tue, Dec 29
Multiple Airlines Logo
10:25 am - 7:45 pmBOS  Boston Logan Intl-SWF New Windsor Stewart
9h 20m1 stop Orlando
Multiple Airlines Logo
8:25 pm - 9:33 amSWF  New Windsor Stewart-BOS Boston Logan Intl
13h 08m1 stop Orlando
$767Multiple Airlines
Tue, Dec 22 - Tue, Dec 29
Multiple Airlines Logo
10:25 am - 7:45 pmBOS  Boston Logan Intl-SWF New Windsor Stewart
9h 20m1 stop Orlando
Multiple Airlines Logo
8:25 pm - 9:33 amSWF  New Windsor Stewart-BOS Boston Logan Intl
13h 08m1 stop Orlando
$888Multiple Airlines
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Key details for Boston to New Windsor flights

Cheapest flight

$141
One-way 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 answers about this route, including flight times, airports, airlines and booking tips.

  • 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 showed a wide range, from about $433 to $888. That means the highest observed fare was about 2x 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 $193, which is 66% 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 averaging $90 for economy cars. Top options include:

    • Budget
    • Avis
    • Alamo
    • Enterprise Rent-A-Car
    • Empire Rent A Car

  • 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).

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