Find a great deal and save up to 24% by booking at least 31 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from New Windsor to Caribbean Islands within the next two weeks, with the cheapest ticket starting at $327.
Due to multiple factors, expect to potentially pay more when booking in December. For low rates, September can be a great choice for travel to Caribbean Islands. Flights to Caribbean Islands from New Windsor in September are about $323 on average during September, but can be found for as low as $85.
When flying from New Windsor to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$364 - $502
Route
Depart
Return
Price
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Sat 6/15
1 stop14h 28m
San Juan Luis Munoz Marin Intl
Wed 6/19
1 stop13h 13m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Sat 6/8
1 stop14h 28m
San Juan Luis Munoz Marin Intl
Wed 6/12
1 stop11h 40m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Sun 6/9
1 stop16h 13m
San Juan Luis Munoz Marin Intl
Wed 6/12
1 stop11h 40m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Sun 6/16
1 stop16h 13m
San Juan Luis Munoz Marin Intl
Wed 6/19
1 stop13h 13m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Sat 6/15
1 stop14h 28m
San Juan Luis Munoz Marin Intl
Sat 6/22
1 stop15h 44m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Sat 6/8
1 stop14h 28m
San Juan Luis Munoz Marin Intl
Sat 6/22
1 stop15h 44m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Sat 6/22
1 stop16h 23m
San Juan Luis Munoz Marin Intl
Sat 6/29
1 stop15h 44m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Wed 7/10
1 stop9h 16m
San Juan Luis Munoz Marin Intl
Wed 7/17
1 stop10h 55m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Sat 6/8
3 stops34h 42m
San Juan Luis Munoz Marin Intl
Wed 6/12
1 stop11h 40m
No data available for this route at this time. Please check back soon.
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By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Caribbean Islands from Stewart.
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