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
$334 - $614
Route
Depart
Return
Price
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Thu 5/30
1 stop15h 45m
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 6/8
1 stop14h 28m
San Juan Luis Munoz Marin Intl
Sat 6/15
1 stop15h 44m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Wed 7/24
1 stop16h 17m
San Juan Luis Munoz Marin Intl
Tue 7/30
1 stop9h 44m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Fri 6/14
2 stops32h 15m
San Juan Luis Munoz Marin Intl
Fri 6/21
2 stops12h 25m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Fri 6/14
3 stops17h 31m
San Juan Luis Munoz Marin Intl
Fri 6/21
2 stops12h 25m
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
2 stops13h 08m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Wed 6/26
3 stops31h 57m
San Juan Luis Munoz Marin Intl
Sun 6/30
2 stops14h 32m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Mon 7/22
2 stops15h 10m
San Juan Luis Munoz Marin Intl
Sat 7/27
2 stops13h 08m
New Windsor StewartSan Juan Luis Munoz Marin Intl
SWF - SJU
SWFSJU
New Windsor Stewart
Fri 5/24
2 stops28h 00m
San Juan Luis Munoz Marin Intl
Sun 5/26
1 stop16h 25m
No data available for this route at this time. Please check back soon.
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