When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 31 days in advance, which can save you up to 27% on flights from New Windsor to Puerto Rico compared to booking the week you need them. Waiting 31 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $326. For sooner than that we have options available in the next 3 days from $343.
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 Puerto Rico. Flights to Puerto Rico from New Windsor in September are about $324 on average during September, but can be found for as low as $85.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Windsor to Puerto Rico as you normally would.
Fly from
Fly to
Budget
$401 - $500
Route
Depart
Return
Price
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Mon 6/3
1 stop14h 25m
San Juan Luis Munoz Marin Intl
Tue 6/4
1 stop16h 24m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Sat 7/20
1 stop12h 11m
San Juan Luis Munoz Marin Intl
Sat 7/27
1 stop14h 05m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Mon 6/3
1 stop14h 25m
San Juan Luis Munoz Marin Intl
Wed 6/5
1 stop13h 13m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Sat 7/27
1 stop12h 11m
San Juan Luis Munoz Marin Intl
Sat 8/3
1 stop14h 05m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Sun 6/9
1 stop14h 57m
San Juan Luis Munoz Marin Intl
Sun 6/16
2 stops24h 14m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Thu 5/30
1 stop14h 34m
San Juan Luis Munoz Marin Intl
Sat 6/22
2 stops11h 51m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Wed 6/19
2 stops16h 17m
San Juan Luis Munoz Marin Intl
Sat 6/22
2 stops11h 51m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Fri 5/17
1 stop11h 27m
San Juan Luis Munoz Marin Intl
Sat 5/18
2 stops13h 48m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Thu 5/16
1 stop14h 34m
San Juan Luis Munoz Marin Intl
Sat 5/18
1 stop16h 01m
No data available for this route at this time. Please check back soon.
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