Cheap flights from Washington, D.C. Dulles Intl Airport to Caribbean from $98

In general, January is the cheapest month to fly from Washington, D.C. Dulles Intl Airport to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $492. If you don’t want to visit Caribbean in January, then you should wait until February to fly from Washington, D.C. Dulles Intl Airport, when ticket prices are also cheap, with an average price of $518.

The cheapest day to depart from Washington, D.C. Dulles Intl Airport to Caribbean is on a Monday when prices can be found for as low as $407. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $525. 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 Washington, D.C. Dulles Intl Airport to Caribbean when you can find flight prices for as low as $301. 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 $505.

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

You are more likely to see cheaper flights to Caribbean from Washington, D.C. Dulles Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $444 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. Dulles Intl Airport for as low as $385 on momondo.

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

American Airlines, United Airlines, and Delta are the most popular carriers operating from Washington, D.C. Dulles Intl to Caribbean

United Airlines, Frontier and American Airlines are the top three most popular airlines that fly to Caribbean from Washington, D.C. Dulles Intl Airport according to our data. United Airlines is the first choice among our users, with 77% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 8 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

Historically, on average around 17% 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 127 minutes.

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

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

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 16% of their flights experiencing any sort of delay.

As of November 2026, 9 flights take off from Washington, D.C. Dulles Intl Airport and land in Caribbean each day. The most common flight departure time for this route is 8:00AM, with 50% of daily flights taking off at noon.

68 flights are operational weekly from Washington, D.C. Dulles Intl Airport to Caribbean as of November 2026. The most popular departure day for this route is Mon, with 15% of flights per week taking off on this day.