Cheap flights from Pennsylvania to Caribbean Islands from $105

The month of January is, on average, the cheapest month to fly to Caribbean Islands from Pennsylvania, with most prices found around $513. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Pennsylvania averaging around $531.

The cheapest day to depart from Pennsylvania 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 $311. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $351. 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 Pennsylvania 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 $371. 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 Pennsylvania - Caribbean Islands flight prices

You are more likely to see cheaper flights to Caribbean Islands from Pennsylvania when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $310 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Pennsylvania for as low as $291 on momondo.

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

Frontier, Southwest, and JetBlue are the most popular carriers operating from Pennsylvania to Caribbean Islands

Frontier, American Airlines and JetBlue are the top three most popular airlines that fly to Caribbean Islands from Pennsylvania according to our data. Frontier is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 7 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

The number of flights available between Pennsylvania and Caribbean Islands is 132 per day as of July 2026. The most frequent departure time is 8:00AM, with 70% of daily flights leaving at noon.

The number of flights available between Pennsylvania and Caribbean Islands is 926 per week as of July 2026. The most frequent departure day is Fri, with 16% of weekly flights leaving on this day.