Cheap flights from Philadelphia to Caribbean Islands from $107

The month of August is, on average, the cheapest month to fly to Caribbean Islands from Philadelphia, with most prices found around $573. The month of April is another great option to travel to Caribbean Islands, with average flight prices from Philadelphia averaging around $585.

The cheapest day to depart from Philadelphia to Caribbean Islands is on a Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets for as low as $310. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $352. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

According to our data, the cheapest time of day to fly to Caribbean Islands is at noon. momondo users have found flights departing from Philadelphia to Caribbean Islands at noon for as low as $259. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $370. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Caribbean Islands from Philadelphia when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $309 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Philadelphia for as low as $290 on momondo.

There are 4 cabin classes available to choose from on Philadelphia to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

JetBlue, United Airlines and Frontier are the top three most popular airlines that fly to Caribbean Islands 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 Islands. Keep in mind that there are 13 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

As of July 2026, 16 flights take off from Philadelphia and land in Caribbean Islands each day. The most common flight departure time for this route is 8:00AM, with 76% of daily flights taking off at noon.

The number of flights available between Philadelphia and Caribbean Islands is 116 per week as of July 2026. The most frequent departure day is Sat, with 16% of weekly flights leaving on this day.