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I was just looking up flights for a friend and saw that nonstop roundtrip flights from New York (JFK) to San Juan, Puerto Rico are pricing out at only $180. After doing some more research it looks like many dates are available through May 2016. Flights even as soon as departing next week are discounted! In my opinion this is a great fare for winter travel.
I’ve kept my eye out on flights from JFK to Puerto Rico before and while you can sometimes get $250 fares, that is typically for booking pretty far out in advance. And sometimes those cheap fares include departing or returning at ridiculous times in the middle of the night. In this scenario, it looks like all you need to do is book a week out and there are many desirable flight times throughout the day.
Remember, with Delta you can book now and cancel tomorrow night for a full refund if you need to. I am not sure how long this fare sale will last, but if you’ve been eyeing Puerto Rico I suggest taking a look. Keep in mind that Puerto Rico is on the CDC list for the Zika virus.