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$118+ Cheap flights from Washington, D.C. (WAS) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
WAS — SJU
Jul 16 — Jul 231
Thu 7/16
Thu 7/23
1 adult, Economy
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Cheap flight deals from Washington, D.C. to Caribbean

Cheapest flights from Washington, D.C. to Caribbean
Explore the most affordable flight options available from Washington, D.C. to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2026.

This Expedia deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Wed 9/23:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 6/11$242
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Mon 8/313:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 6/15$245
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Thu 8/273:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 6/12$246
This eDestinos deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/158:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Mon 6/223:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 6/12$247
This Gotogate deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/712:35 pm
BWI
-
SJU
Nonstop4h 05m
Frontier
Fri 8/147:34 am
SJU
-
BWI
Nonstop4h 06m
Frontier
Deal found 6/15$249
This eDestinos deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/912:35 pm
BWI
-
SJU
Nonstop4h 05m
Frontier
Thu 7/167:34 am
SJU
-
BWI
Nonstop4h 06m
Frontier
Deal found 6/15$251
This eDestinos deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Wed 7/87:34 am
SJU
-
BWI
Nonstop4h 06m
Frontier
Deal found 6/15$254
This eDestinos deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/278:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Wed 7/13:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 6/14$257
This Priceline deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Sun 8/303:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 6/14$258
This Frontier deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Mon 8/313:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 6/15$260
This Frontier deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Mon 8/243:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 6/11$262
This Super.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/138:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Wed 6/173:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 6/11$263

Find flight deals from Washington, D.C. to Caribbean

Keep the following information in mind while searching for Washington, D.C. to Caribbean flight deals. Data was last updated June 16, 2026.

Round-trip from

$242
(Expedia)

One-way from

$118
(Super.com)

Popular in

March

Cheapest in

October

Average price

$427

Good round-trip deal

$317 or less

Good one-way deal

$134 or less
From Washington, D.C. (WAS) to Caribbean
Search Deals
One-way flight from Washington, D.C. (WAS) to Caribbean
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($0 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Washington, D.C. (WAS) to Caribbean.
Search Deals
Price to beat on a one-way flight from Washington, D.C. (WAS) to Caribbean.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Washington, D.C. to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 16, 2026.
Use the filters below to find and compare flights from Washington, D.C. to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 8/26

12:50 pm-9:05 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Wed 9/2

5:15 am-12:35 pm

1 stop7h 20m

$276

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 8/23

6:35 pm-12:30 am

1 stop5h 55m

San Juan Luis Munoz Marin Intl

Wed 8/26

5:15 am-4:05 pm

1 stop10h 50m

$281

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 8/22

11:55 am-6:05 pm

1 stop6h 10m

San Juan Luis Munoz Marin Intl

Thu 8/27

6:30 am-2:40 pm

2 stops8h 10m

$286

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 8/21

5:05 pm-11:50 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Tue 8/25

5:15 am-12:35 pm

1 stop7h 20m

$306

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 8/9

12:25 pm-10:45 pm

2 stops10h 20m

San Juan Luis Munoz Marin Intl

Thu 8/13

6:00 am-6:00 pm

1 stop12h 00m

$311

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 8/21

12:15 pm-10:10 pm

2 stops9h 55m

San Juan Luis Munoz Marin Intl

Mon 8/24

6:00 am-6:00 pm

1 stop12h 00m

$311

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 9/8

11:55 am-10:00 pm

2 stops10h 05m

San Juan Luis Munoz Marin Intl

Tue 9/15

8:20 am-6:25 pm

2 stops10h 05m

$358
Quickest round-trip

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 9/24

8:40 am-12:34 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Sun 9/27

4:55 pm-8:47 pm

Nonstop3h 52m

$371

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 9/30

6:10 am-2:44 pm

1 stop8h 34m

San Juan Luis Munoz Marin Intl

Sun 10/4

4:55 pm-8:47 pm

Nonstop3h 52m

$376

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 8/27

10:16 am-4:38 pm

1 stop6h 22m

San Juan Luis Munoz Marin Intl

Mon 8/31

5:49 pm-12:34 am

1 stop6h 45m

$380

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Washington, D.C. to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Washington, D.C. with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Washington, D.C. to Caribbean

What is the cheapest month to book a flight from Washington, D.C. to Caribbean?

Currently, October is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean (average of $453). Flying from Washington, D.C. to Caribbean in March is currently the most expensive (average of $585). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from WAS to CB?

Find hourly flight availability from Washington, D.C. to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 16, 2026.

One of the essential ways to save on airfare from Washington, D.C. to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 29% on airfare.

Weekly flight availability from Washington, D.C. to Caribbean

Explore weekly flight availability from Washington, D.C. to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 16, 2026.

The most flights from WAS to 0CB are scheduled on a Monday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 on average).

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

The price you pay for your flight from Washington, D.C. to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 60 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Use this chart to determine the cheapest time to fly round-trip from Washington, D.C. to Caribbean. Price data was last updated on June 13, 2026.

Travelers seeking maximum savings on their Washington, D.C. to Caribbean flight should consider departing on Wednesday at noon when fares are most often at their lowest. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated June 16, 2026.
Read through reviews of airlines operating flights from Washington, D.C. to Caribbean, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,237 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

7.9

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
Southwest
7.9
Good
4,237 reviews
Southwest
7.9
Good
4,237 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

7.9

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
United Airlines
7.4
Good
9,843 reviews
Southwest
7.9
Good
4,237 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

7.9

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
American Airlines
7.1
Good
11,667 reviews
Southwest
7.9
Good
4,237 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

7.9

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
JetBlue
7.1
Good
2,981 reviews
Southwest
7.9
Good
4,237 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

7.9

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
Frontier
5.6
Fair
2,883 reviews
Southwest
7.9
Good
4,237 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

7.9

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Related info for your journey

Find useful and relevant information for your journey from Washington, D.C. to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Washington, D.C. to Caribbean?

    Departing from Washington, D.C. to Caribbean will take you 3h 54m. The distance between Washington, D.C. and Caribbean is about 1573 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Washington, D.C. to Caribbean one-way?

    One-way options have recently been found by users for as low as $54 on Frontier. Other airlines that offer cheap prices include Delta from $68 and Southwest from $78 one-way.

  • What are the most popular routes from Washington, D.C. to Caribbean?

    The most popular flight routes from Washington, D.C. to Caribbean are Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl, Baltimore/Washington - San Juan Luis Munoz Marin Intl and Washington, D.C. Reagan-National - San Juan Luis Munoz Marin Intl.

  • What are the most reliable airlines from Washington, D.C. to Caribbean?

    Before booking your flight to Caribbean from Washington, D.C., check out the most reliable airlines to get you to your destination on time: Air Canada (94%), United Airlines (94%), Brussels Airlines( 92%).

  • What are the cheapest flights from Washington, D.C. to Caribbean?

    The cheapest flight price from Washington, D.C. to Caribbean is $180. On average you can expect to pay $781. The most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl), can usually be booked for $356.

  • Can I find deals for flights from Washington, D.C. to Caribbean that include hotel bookings?

    Yes. In addition to deals on Washington, D.C. to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Washington, D.C. to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Washington, D.C. to Caribbean.

  • Can I find deals for business class flights from Washington, D.C. to Caribbean?

    Yes. Cheapflights offers flight deals from Washington, D.C. to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Washington, D.C. to Caribbean?

    Currently, October is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean (average of $453). Flying from Washington, D.C. to Caribbean in March is currently the most expensive (average of $585). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Washington, D.C. to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Seattle flights
Reagan-National to Seattle flights
Dulles Intl to Dallas/Fort Worth flights
Dulles Intl to Las Vegas flights
Reagan-National to Los Angeles flights
Dulles Intl to Miami flights
Dulles Intl to Orlando flights
Reagan-National to O'Hare Intl flights
Dulles Intl to Los Angeles flights
Dulles Intl to Cancún flights
Dulles Intl to Denver flights
Dulles Intl to Heathrow flights
Dulles Intl to O'Hare Intl flights
Reagan-National to Miami flights
Dulles Intl to San Francisco flights
Dulles Intl to Hobby flights
Dulles Intl to Fort Lauderdale flights
Reagan-National to Las Vegas flights
Reagan-National to Orlando flights
Reagan-National to Hobby flights
Reagan-National to Dallas/Fort Worth flights
Dulles Intl to San Salvador flights
Dulles Intl to Boston flights
Reagan-National to Boston flights
Dulles Intl to Tampa flights
Dulles Intl to Atlanta flights
Reagan-National to San Francisco flights
Reagan-National to Fort Lauderdale flights
Dulles Intl to Charles de Gaulle flights
Reagan-National to Cancún flights
Dulles Intl to Luis Munoz Marin Intl flights
Dulles Intl to Mexico City flights
Dulles Intl to George Bush Intcntl flights
Dulles Intl to Midway flights
Reagan-National to Luis Munoz Marin Intl flights
Reagan-National to Atlanta flights
Dulles Intl to Haneda flights
Reagan-National to Denver flights
Dulles Intl to San Diego flights
Dulles Intl to Leonardo da Vinci/Fiumicino flights
Reagan-National to Pearson Intl flights
Dulles Intl to New Orleans flights
Dulles Intl to Minneapolis flights
Reagan-National to Tampa flights
Reagan-National to Minneapolis flights
Dulles Intl to Madrid flights
Reagan-National to George Bush Intcntl flights
Reagan-National to Nashville flights
Dulles Intl to Athens flights
Dulles Intl to Portland flights

Top 9 airlines flying from Washington, D.C. to Caribbean

Discover the top 9 airlines that operate flights from Washington, D.C. to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$91Average$434FlexibilityNo cancel feeOn-time62%
DeltaCheapest$135Average$573FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$146Average$499FlexibilityNo cancel feeOn-time62%
AviancaCheapest$167Average$499FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$172Average$586FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$189Average$464FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$220Average$613FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$225Average$593FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$238Average$591FlexibilityNo cancel feeOn-time70%

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