Cheap flights from Washington, D.C. Reagan-National Airport to Caribbean from $135

In general, January is the cheapest month to fly from Washington, D.C. Reagan-National Airport to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $474. If you don’t want to visit Caribbean in January, then you should wait until May to fly from Washington, D.C. Reagan-National Airport, when ticket prices are also cheap, with an average price of $513.

The cheapest day to depart from Washington, D.C. Reagan-National Airport to Caribbean is on a Tuesday when prices can be found for as low as $414. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $475. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

Fly from Washington, D.C. Reagan-National to San Juan Luis Munoz Marin Intl for the best Washington, D.C. Reagan-National - Caribbean flight prices

You are more likely to see cheaper flights to Caribbean from Washington, D.C. Reagan-National Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $428 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Washington, D.C. Reagan-National Airport for as low as $365 on momondo.

There are 4 cabin classes available to choose from on Washington, D.C. Reagan-National Airport to Caribbean flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 37% on your flight if you consider stops on a Washington, D.C. Reagan-National Airport to Caribbean flight.

JetBlue, Air Canada, and Delta are the most popular carriers operating from Washington, D.C. Reagan-National to Caribbean

JetBlue, American Airlines and Delta are the top three most popular airlines that fly to Caribbean from Washington, D.C. Reagan-National Airport according to our data. JetBlue is the first choice among our users, with 55% 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.

Historically, on average around 24% of flights between Washington, D.C. and Caribbean have experienced a delay on any given week. The average delay length over the past 12 months has been 150 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

According to our data, JetBlue have had the least number of delays on this route over the last 12 months; with about 24% of their flights experiencing any sort of delay.

As of November 2026, 1 flights take off from Washington, D.C. Reagan-National Airport and land in Caribbean each day. The most common flight departure time for this route is 8:00AM, with 100% of daily flights taking off at noon.

As of November 2026, there are 12 flights per week flying from Washington, D.C. Reagan-National Airport to Caribbean. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.