Cheap flights from Pennsylvania to Caribbean from $89

In general, May is the cheapest month to fly from Pennsylvania to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $392. If you don’t want to visit Caribbean in May, then you should wait until September to fly from Pennsylvania, when ticket prices are also cheap, with an average price of $406.

The cheapest day to depart from Pennsylvania to Caribbean is on a Monday when prices can be found for as low as $304. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $347. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

At noon is the cheapest time of day to fly from Pennsylvania to Caribbean when you can find flight prices for as low as $258. Flying to Caribbean at noon is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $367.

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

You are more likely to see cheaper flights to Caribbean from Pennsylvania when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $303 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Pennsylvania for as low as $286 on momondo.

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

Frontier, Delta, and United Airlines are the most popular carriers operating from Pennsylvania to Caribbean

Frontier, American Airlines and JetBlue are the top three most popular airlines that fly to Caribbean from Pennsylvania according to our data. Frontier is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 7 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

116 flights are operational daily from Pennsylvania to Caribbean as of June 2026. The most popular departure time for this route is 11:00AM, with 76% of flights per day taking off at noon.

The number of flights available between Pennsylvania and Caribbean is 813 per week as of June 2026. The most frequent departure day is Fri, with 17% of weekly flights leaving on this day.