When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 43 days in advance, which can save you up to 85% on flights from Caribbean to New Windsor compared to booking the week you need them. Waiting 43 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 $270. For sooner than that we have options available in the next 3 days from $363.
The best pricing can be found in the month of September. Prices to New Windsor from Caribbean average $261. You can even find prices in September for less than $261, as users have found deals to New Windsor from as low as $78. The month of March appears to be one of the more expensive times to travel to New Windsor from Caribbean. Flying in the targeted month can save you up to 23%.
When flying from Caribbean to New Windsor, 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
$401 - $700
Route
Depart
Return
Price
San Juan Luis Munoz Marin IntlNew Windsor Stewart
SJU - SWF
SJUSWF
San Juan Luis Munoz Marin Intl
Wed 6/19
1 stop13h 13m
New Windsor Stewart
Sun 6/23
1 stop14h 57m
San Juan Luis Munoz Marin IntlNew Windsor Stewart
SJU - SWF
SJUSWF
San Juan Luis Munoz Marin Intl
Wed 6/26
1 stop11h 40m
New Windsor Stewart
Thu 7/11
2 stops25h 19m
San Juan Luis Munoz Marin IntlNew Windsor Stewart
SJU - SWF
SJUSWF
San Juan Luis Munoz Marin Intl
Wed 6/26
1 stop11h 40m
New Windsor Stewart
Thu 7/11
1 stop16h 32m
San Juan Luis Munoz Marin IntlNew Windsor Stewart
SJU - SWF
SJUSWF
San Juan Luis Munoz Marin Intl
Wed 7/24
1 stop7h 23m
New Windsor Stewart
Sun 7/28
1 stop15h 58m
Santo Domingo Las AmericasNew Windsor Stewart
SDQ - SWF
SDQSWF
Santo Domingo Las Americas
Wed 7/17
2 stops16h 00m
New Windsor Stewart
Mon 7/29
2 stops14h 36m
No data available for this route at this time. Please check back soon.
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It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Caribbean to Stewart.
Yes, we can. To see specific flights from Caribbean to Stewart with no change fees, users can toggle flexible booking options after using the search form above to find flights.
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