$130 Find Cheap Flights from Washington, D.C. to Caribbean - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Washington, D.C. to Caribbean departing on 8/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flights from Washington, D.C. to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$392
Santo Domingo
Santo Domingo1 stop$380
Montego Bay
Montego Bay1 stop$452
Oranjestad
Oranjestad1 stop$343
Nassau
Nassau1 stop$313
Kingston
Kingston1 stop$398
Simpson Bay
Simpson Bay2 stops$310
Providenciales
Providenciales2 stops$410
Port of Spain
Port of Spain1 stop$512
Bridgetown
Bridgetown2 stops$448
George Town
George Town1 stop$321
Willemstad
Willemstad2 stops$456
Castries
Castries2 stops$877
Aguadilla
Aguadilla2 stops$268
Puerto Plata
Puerto Plata1 stop$470
St. John's
St. John's1 stop$551
Punta Cana
Punta Cana1 stop$392
Santo Domingo
Santo Domingo1 stop$380
Montego Bay
Montego Bay1 stop$452
Oranjestad
Oranjestad1 stop$343
Nassau
Nassau1 stop$313
Kingston
Kingston1 stop$398
Simpson Bay
Simpson Bay2 stops$310
Providenciales
Providenciales2 stops$410
Port of Spain
Port of Spain1 stop$512
Bridgetown
Bridgetown2 stops$448
George Town
George Town1 stop$321
Willemstad
Willemstad2 stops$456
Castries
Castries2 stops$877
Aguadilla
Aguadilla2 stops$268
Puerto Plata
Puerto Plata1 stop$470
St. John's
St. John's1 stop$551

Book Cheap Washington, D.C. to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Washington, D.C. to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Washington, D.C. to Caribbean

Wed, Aug 19 - Sat, Aug 22
Frontier Logo
7:18 pm - 11:20 pm
BWI
-
SJU
4h 02mnonstop
Frontier Logo
2:14 pm - 6:23 pm
SJU
-
BWI
4h 09mnonstop
$285Frontier
Tue, Aug 18 - Tue, Aug 25
United Airlines Logo
6:05 am - 2:44 pm
BWI
-
SJU
8h 39m
1 stop
United Airlines Logo
7:00 am - 4:28 pm
SJU
-
BWI
9h 28m
1 stop
$286United Airlines
Fri, Sep 4 - Sun, Sep 6
American Airlines Logo
5:35 pm - 11:59 pm
DCA
-
SJU
6h 24m
1 stop
American Airlines Logo
6:00 am - 12:38 pm
SJU
-
DCA
6h 38m
1 stop
$320American Airlines
Sat, Aug 29 - Wed, Sep 2
American Airlines Logo
7:57 am - 11:43 pm
IAD
-
SJU
15h 46m
1 stop
American Airlines Logo
3:47 pm - 10:55 pm
SJU
-
IAD
7h 08m
1 stop
$321American Airlines
Mon, Aug 17 - Thu, Aug 20
Southwest Logo
1:00 pm - 11:05 pm
DCA
-
SJU
10h 05m
2 stops
Southwest Logo
6:00 am - 6:00 pm
SJU
-
DCA
12h 00m
1 stop
$321Southwest
Mon, Aug 10 - Fri, Aug 14
JetBlue Logo
8:00 am - 11:59 am
DCA
-
SJU
3h 59mnonstop
JetBlue Logo
5:39 pm - 9:31 pm
SJU
-
DCA
3h 52mnonstop
$324JetBlue
Wed, Aug 19 - Mon, Aug 24
Southwest Logo
6:00 am - 12:20 pm
DCA
-
SJU
6h 20m
1 stop
Southwest Logo
5:45 pm - 11:55 pm
SJU
-
DCA
6h 10m
1 stop
$325Southwest
Mon, Aug 31 - Thu, Sep 3
JetBlue Logo
8:00 am - 11:59 am
DCA
-
SJU
3h 59mnonstop
JetBlue Logo
5:39 pm - 9:31 pm
SJU
-
DCA
3h 52mnonstop
$327JetBlue
Tue, Aug 25 - Thu, Sep 3
Delta Logo
6:00 am - 1:34 pm
IAD
-
STT
7h 34m
1 stop
Delta Logo
2:49 pm - 12:34 am
STT
-
IAD
9h 45m
1 stop
$415Delta
Sun, Sep 27 - Sun, Oct 4
Delta Logo
6:00 am - 1:42 pm
IAD
-
STT
7h 42m
1 stop
Delta Logo
2:52 pm - 9:45 pm
STT
-
IAD
6h 53m
1 stop
$438Delta
Booking Insights

KAYAK's insights & trends for Washington, D.C. to Caribbean flights

Get data-powered insights and trends into flights from Washington, D.C. to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Washington, D.C. to Caribbean flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Washington, D.C. found in the last 5 days was to San Juan, at $266 round-trip. The most popular route is from Baltimore (BWI) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 5 days was $266.

What is the cheapest time of day to fly to Caribbean?

The average price for all round-trip flights from Washington, D.C. to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $344 on average. Morning departures are around 2% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $472.

Can I save money by flying with a layover from Washington, D.C. to Caribbean?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $621, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Washington, D.C. to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Washington, D.C. to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Washington, D.C. to Caribbean is October, when tickets cost $451 (return) on average. On the other hand, the most expensive months are June and March, when the average cost of round-trip tickets is $622 and $583 respectively.

What’s the cheapest day of the week to fly from Washington, D.C. to Caribbean?

The average price of all round-trip flights from Washington, D.C. to Caribbean clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Washington, D.C. to Caribbean, look for departures on Sundays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Caribbean, Thursday is the cheapest day to fly and Monday is the most expensive.

How far in advance should I book a flight from Washington, D.C. to Caribbean?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Washington, D.C. to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Washington, D.C. to Caribbean, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$130
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Baltimore to San Juan

FAQs - booking Caribbean flights

  • Which airport in Washington, DC, should I fly out of to get to the Caribbean?

    Washington, DC, is served by three main airports: IAD, DCA, and BWI. When flying to the Caribbean from downtown Washington, DC, consider flying from DCA. IAD is a major international gateway for Washington, DC, and it’s the airport with the most flights to Caribbean destinations. BWI serves most of the low-cost airlines in the area. IAD is a Southern Airways Express and United Airlines hub, while DCA is a hub for American Airlines. You can connect to various Caribbean destinations from these airports for more flight options.

  • Which airport in Washington, DC, is more accessible by public transportation?

    DCA is the airport in Washington, DC, with a good connection to public transport systems. You can access the airport via Metrorail, Metrobus, and taxis. You can use the yellow and blue lines of the Metrorail system to connect to the station in DCA from downtown Washington, DC, and other parts of the city. You can also use a Metrobus to get to DCA.

  • Which airport in Washington, DC, has lounges?

    When flying from Wahington, DC, to the Caribbean, you should be at the airport at least two hours early. When waiting for your flight, you can visit one of the lounges at the airport. IAD has more lounges to select from, including United Club, Lufthansa Senator, British Airways Galleries, Air France-KLM, Turkish Airlines, and Virgin Atlantic Clubhouse lounges. The lounges offer comfortable space and seating, complimentary refreshments, business facilities, children's play areas, and flight assistance services.

  • Which route in the Caribbean from Washington, DC, is flown most often?

    Most air travel from IAD and DCA airports in Washington, DC, arrives at San Juan Airport. Several airlines, including Delta, JetBlue, United, and American Airlines, offer multiple daily flights between Washington, DC, and San Juan, ensuring passengers have numerous flight options along the route. San Juan is a major hub for flights in the Caribbean, making it a great connecting point to other Caribbean destinations.

  • How does KAYAK find such low prices on flights from Washington, D.C. to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Washington, D.C. to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Washington, D.C. to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Washington, D.C. to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Washington, D.C. to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Washington, D.C. to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Washington, D.C. to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Washington, D.C. to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Caribbean

  • Washington Dulles International Airport (IAD) and Reagan National Airport (DCA) in Washington, DC, offer direct flights from Washington to different Caribbean airports. A direct flight from Washington, DC, to the Caribbean will minimize your travel time and any inconveniences encountered through changing planes.
  • If you want to fly to the Caribbean from Washington, DC, on a budget-friendly airline, consider flying Southwest or Spirit Airlines. You can fly from Washington International Thurgood Marshall Airport (BWI), serving the Baltimore-Washington, DC area, which is a major hub for these low-cost airlines.
  • If you want to travel to the Caribbean from Washington, DC, at night, consider flying Delta, JetBlue, American, or United Airlines, which offer red-eye travel from IAD and arrive at various Caribbean airports the next morning.
  • If you want to access multiple islands in the Caribbean on a single trip, consider flying into a major international hub airport, including Luis Muñoz Marín International Airport (SJU) in Puerto Rico. This airport connects to multiple Caribbean destinations, including Aruba, Saint Lucia, Dominica, Saint Vincent and the Grenadines, Barbados, and Curaçao.
  • Consider flying Delta, United, or American Airlines from Washington, DC, to the Caribbean, as the airlines offer special meals to passengers with special dietary requirements. They offer vegetarian, vegan, gluten-free, lactose-free, diabetic, and child meals based on your needs.

Everything you need to know for your flight to Caribbean

Cabin class types available on flights to Washington, D.C.

Cabin classes available on flights to Washington, D.C.. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.