Cheap flights from Philadelphia to Caribbean from $84

In general, September is the cheapest month to fly from Philadelphia to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $264. If you don’t want to visit Caribbean in September, then you should wait until October to fly from Philadelphia, when ticket prices are also cheap, with an average price of $306.

The cheapest day to depart from Philadelphia to Caribbean is on a Monday when prices can be found for as low as $292. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $321. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

In the evening is the cheapest time of day to fly from Philadelphia to Caribbean when you can find flight prices for as low as $269. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $332.

Fly from Philadelphia to San Juan Luis Munoz Marin Intl for the best Philadelphia - Caribbean flight prices

You are more likely to see cheaper flights to Caribbean from Philadelphia when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $296 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Philadelphia for as low as $275 on momondo.

JetBlue, Air Canada, and Frontier are the most popular carriers operating from Philadelphia to Caribbean

JetBlue, United Airlines and Frontier are the top three most popular airlines that fly to Caribbean from Philadelphia according to our data. JetBlue is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 15 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

As of May 2026, there are 13 flights per day flying from Philadelphia to Caribbean. The most common time of day flights depart is 8:00AM, with 64% of flights taking off at noon.

The number of flights available between Philadelphia and Caribbean is 92 per week as of May 2026. The most frequent departure day is Fri, with 21% of weekly flights leaving on this day.