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$128+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
WAS — SJU
Aug 28 — Sep 41
Fri 8/28
Fri 9/4
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 July 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/29. 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.
Sat 8/227:18 pm
BWI
-
SJU
Nonstop4h 02m
Frontier
Tue 8/252:14 pm
SJU
-
BWI
Nonstop4h 09m
Frontier
Deal found 7/29$261
This Frontier deal was found by Cheapflights users on 7/29. 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.
Mon 8/247:18 pm
BWI
-
SJU
Nonstop4h 02m
Frontier
Mon 8/243:10 am
SJU
-
BWI
1 stop8h 14m
Frontier
Deal found 7/29$262
This Frontier deal was found by Cheapflights users on 7/27. 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.
Thu 10/19:21 pm
BWI
-
SJU
Nonstop3h 54m
Frontier
Sun 10/44:30 pm
SJU
-
BWI
Nonstop3h 56m
Frontier
Deal found 7/27$263
This eDestinos deal was found by Cheapflights users on 7/26. 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 8/227:18 pm
BWI
-
SJU
Nonstop4h 02m
Frontier
Sun 8/308:57 pm
SJU
-
BWI
1 stop27h 02m
Frontier
Deal found 7/26$264
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 8/174:19 pm
BWI
-
SJU
1 stop8h 04m
Frontier
Tue 8/253:10 am
SJU
-
BWI
1 stop8h 14m
Frontier
Deal found 7/26$265
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 8/174:19 pm
BWI
-
SJU
1 stop8h 04m
Frontier
Wed 8/197:30 am
SJU
-
BWI
1 stop12h 33m
Frontier
Deal found 7/26$266
This Frontier deal was found by Cheapflights users on 7/28. 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 9/17:18 pm
BWI
-
SJU
Nonstop4h 02m
Frontier
Tue 9/88:43 pm
SJU
-
BWI
1 stop11h 48m
Frontier
Deal found 7/28$267
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 8/207:18 pm
BWI
-
SJU
Nonstop4h 02m
Frontier
Wed 8/265:37 pm
SJU
-
BWI
2 stops24h 06m
Frontier
Deal found 7/29$268
This Frontier deal was found by Cheapflights users on 7/29. 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.
Mon 8/247:18 pm
BWI
-
SJU
Nonstop4h 02m
Frontier
Mon 8/312:14 pm
SJU
-
BWI
Nonstop4h 09m
Frontier
Deal found 7/29$269
This Frontier deal was found by Cheapflights users on 7/28. 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.
Thu 8/277:18 pm
BWI
-
SJU
Nonstop4h 02m
Frontier
Sat 9/52:14 pm
SJU
-
BWI
Nonstop4h 09m
Frontier
Deal found 7/28$270
This Priceline deal was found by Cheapflights users on 7/26. 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.
Tue 8/187:18 pm
BWI
-
SJU
Nonstop4h 02m
Frontier
Sat 8/222:14 pm
SJU
-
BWI
Nonstop4h 09m
Frontier
Deal found 7/26$272
This Kiwi.com deal was found by Cheapflights users on 7/26. 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.
Wed 8/268:39 pm
IAD
-
SJU
2 stops27h 55m
Frontier
Tue 9/13:10 am
SJU
-
IAD
1 stop6h 57m
Frontier
Deal found 7/26$303

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 July 29, 2026.

Round-trip from

$261
(Kiwi.com)

One-way from

$128
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$437

Good round-trip deal

$309 or less

Good one-way deal

$145 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. 11% potential increase in price ($48 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 July 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 July 29, 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

6:55 am-7:00 pm

1 stop12h 05m

San Juan Luis Munoz Marin Intl

Fri 8/28

6:30 am-2:40 pm

2 stops8h 10m

$306

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sat 8/29

6:15 am-1:45 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Sat 9/5

4:55 pm-8:47 pm

Nonstop3h 52m

$312

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Wed 8/26

10:25 am-11:50 pm

2 stops13h 25m

San Juan Luis Munoz Marin Intl

Wed 9/2

7:00 am-4:28 pm

1 stop9h 28m

$316

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 8/24

5:05 pm-11:50 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Fri 8/28

6:30 am-2:40 pm

2 stops8h 10m

$316

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 9/22

1:00 pm-10:05 pm

2 stops9h 05m

San Juan Luis Munoz Marin Intl

Sun 9/27

6:00 am-6:50 pm

1 stop12h 50m

$316

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 8/25

6:15 am-2:44 pm

1 stop8h 29m

San Juan Luis Munoz Marin Intl

Fri 8/28

4:55 pm-8:47 pm

Nonstop3h 52m

$322

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 8/26

3:03 pm-10:29 pm

1 stop7h 26m

San Juan Luis Munoz Marin Intl

Wed 9/2

5:49 pm-12:34 am

1 stop6h 45m

$326

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Fri 10/2

6:45 am-1:45 pm

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Mon 10/5

3:56 pm-12:58 am

1 stop9h 02m

$326

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 10/11

4:15 pm-1:25 am

2 stops9h 10m

San Juan Luis Munoz Marin Intl

Thu 10/15

5:00 am-12:55 pm

2 stops7h 55m

$326

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 9/14

6:55 am-4:55 pm

2 stops10h 00m

San Juan Luis Munoz Marin Intl

Mon 9/21

5:00 am-2:40 pm

2 stops9h 40m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/26

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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, January is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean (average of $465). Flying from Washington, D.C. to Caribbean in June is currently the most expensive (average of $597). 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 July 29, 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 at noon could potentially save you up to 31% 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 July 29, 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 July 25, 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 July 29, 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
8.0
Very good
4,227 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
Southwest
8.0
Very good
4,227 reviews
Southwest
8.0
Very good
4,227 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
United Airlines
7.4
Good
10,047 reviews
Southwest
8.0
Very good
4,227 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
American Airlines
7.1
Good
11,842 reviews
Southwest
8.0
Very good
4,227 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
JetBlue
7.1
Good
3,028 reviews
Southwest
8.0
Very good
4,227 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
Frontier
5.6
Fair
2,748 reviews
Southwest
8.0
Very good
4,227 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.

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 7h 26m. 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 American Airlines from $91 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 Baltimore/Washington - San Juan Luis Munoz Marin Intl, Washington, D.C. Dulles Intl - 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 (83%), United Airlines (83%), Brussels Airlines( 78%).

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

    The cheapest flight price from Washington, D.C. to Caribbean is $178. On average you can expect to pay $859. The most popular route, (Baltimore/Washington - San Juan Luis Munoz Marin Intl), can usually be booked for $216.

  • 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, January is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean (average of $465). Flying from Washington, D.C. to Caribbean in June is currently the most expensive (average of $597). 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.
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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 July 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$469FlexibilityNo cancel feeOn-time62%
DeltaCheapest$135Average$592FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$146Average$505FlexibilityNo cancel feeOn-time62%
AviancaCheapest$167Average$529FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$172Average$597FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$189Average$471FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$220Average$634FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$225Average$594FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$346Average$608FlexibilityNo cancel feeOn-time70%

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