Deal found on September 1, 2026
New York City to San Juan
$240$35031% off
Round trip
Puerto Rico usually runs about $499 round trip from Newark, but this fare drops to just $240, a savings of over 50%. Flights are landing across the fall and into winter, so it's an easy beach escape to plan around, and no passport is needed. San Juan's old town, rainforest day trips, and easy entry make this one of the most bookable Caribbean fares we track right now.
Travel dates
September into October
e.g. Sep 27 – Oct 6 · 9 nights
Date options
5 at this price
Lowest we've seen
$77
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