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$85+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
WAS — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap 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 September 11, 2025.

Round-trip from

$166
(Cheapflightsfares)

One-way from

$85
(Cheapflightsfares)

Popular in

December

Cheapest in

July

Average price

$316

Good round-trip deal

$233 or less

Good one-way deal

$111 or less
From Washington, D.C. (WAS) to Caribbean
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One-way flight from Washington, D.C. (WAS) to Caribbean
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Highest demand for flights based on searches. 12% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Washington, D.C. (WAS) to Caribbean.
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Price to beat on a one-way flight from Washington, D.C. (WAS) to Caribbean.
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Find 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 September 11, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:26 pmIAD - SJU
Nonstop3h 52mFrontier
Sat 11/224:05 pmSJU - IAD
Nonstop4h 03mFrontier
Deal found 9/9$166
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/17:53 pmIAD - SJU
Nonstop3h 47mFrontier
Thu 12/46:00 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 9/11$167
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sun 11/167:26 pmIAD - SJU
Nonstop3h 52mFrontier
Fri 11/214:08 pmSJU - IAD
Nonstop4h 03mFrontier
Deal found 9/10$169
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/28:42 pmBWI - SJU
Nonstop4h 01mSpirit Airlines
Sat 10/46:44 amSJU - BWI
1 stop8h 48mSpirit Airlines
Deal found 9/9$175
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/258:42 pmBWI - SJU
Nonstop4h 01mSpirit Airlines
Sat 10/46:44 amSJU - BWI
1 stop8h 48mSpirit Airlines
Deal found 9/9$176
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/288:42 pmBWI - SJU
Nonstop4h 01mSpirit Airlines
Wed 10/16:44 amSJU - BWI
1 stop8h 48mSpirit Airlines
Deal found 9/10$177
This Frontier deal was found by Cheapflights users on 9/9. 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.
Sun 12/710:08 amIAD - SJU
Nonstop3h 54mFrontier
Thu 12/116:00 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 9/9$178
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/156:45 amBWI - SJU
1 stop8h 38mSpirit Airlines
Sun 11/163:59 amSJU - BWI
Nonstop3h 58mSpirit Airlines
Deal found 9/10$178
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Sun 9/288:42 pmBWI - SJU
Nonstop4h 01mSpirit Airlines
Thu 10/27:05 amSJU - BWI
Nonstop4h 00mSpirit Airlines
Deal found 9/8$179
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sun 11/910:00 pmBWI - SJU
Nonstop4h 01mSpirit Airlines
Thu 11/133:59 amSJU - BWI
Nonstop3h 58mSpirit Airlines
Deal found 9/9$180
This Booking.com deal was found by Cheapflights users on 9/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/258:42 pmBWI - SJU
Nonstop4h 01mSpirit Airlines
Sat 9/276:44 amSJU - BWI
1 stop8h 48mSpirit Airlines
Deal found 9/9$181
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/308:26 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 11/23:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/10$182

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 September 11, 2025.
Use the filters below to find and compare flights from Washington, D.C. to Caribbean that are best for you.

Fly from

Washington, D.C.

Fly to

Caribbean

Route

Depart

Return

Price

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 10/12

8:30 am-12:15 pm

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Thu 10/16

6:07 pm-9:59 pm

Nonstop3h 52m

$234

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Thu 10/30

8:00 am-11:51 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Tue 11/4

6:51 pm-9:48 pm

Nonstop3h 57m

$234

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 10/8

8:30 am-12:15 pm

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Tue 10/21

6:05 pm-9:57 pm

Nonstop3h 52m

$234

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 10/29

8:27 am-12:17 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Fri 10/31

1:20 pm-10:58 pm

1 stop9h 38m

$239

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 10/30

5:32 pm-9:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Tue 11/4

3:46 pm-11:44 pm

1 stop8h 58m

$243

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 10/25

6:00 am-3:42 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Tue 10/28

1:05 am-8:29 am

1 stop7h 24m

$243

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 9/29

6:01 am-3:42 pm

1 stop9h 41m

San Juan Luis Munoz Marin Intl

Thu 10/2

4:55 pm-8:52 pm

Nonstop3h 57m

$277

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 10/5

6:25 am-12:40 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Tue 10/7

8:50 am-6:36 pm

1 stop9h 46m

$277

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 10/21

10:51 am-8:18 pm

1 stop9h 27m

San Juan Luis Munoz Marin Intl

Thu 10/23

1:10 pm-10:56 pm

1 stop9h 46m

$277

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 9/30

6:19 am-2:56 pm

1 stop8h 37m

San Juan Luis Munoz Marin Intl

Sat 10/4

6:04 am-3:06 pm

1 stop9h 02m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 60 results
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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, September is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean (average of $254). Flying from Washington, D.C. to Caribbean in June is currently the most expensive (average of $339). 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 September 11, 2025.

When flying from Washington, D.C. to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 11, 2025.

The most flights from WAS to 0CB are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 September 11, 2025.
Read through reviews of airlines operating flights from Washington, D.C. to Caribbean, such as United Airlines, American Airlines, and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,937 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
JetBlue
7.2
Good
2,913 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Spirit Airlines
6.3
Okay
8,023 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Frontier
5.8
Fair
3,177 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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 45m. The distance between Washington, D.C. and Caribbean is about 1557 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 $114 on Spirit Airlines. Other airlines that offer cheap prices include United Airlines from $117 and JetBlue from $117 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 (72%), United Airlines (72%), Brussels Airlines( 64%).

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

    The cheapest flight price from Washington, D.C. to Caribbean is $75. On average you can expect to pay $589. The most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl), can usually be booked for $198.

  • 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, September is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean (average of $254). Flying from Washington, D.C. to Caribbean in June is currently the most expensive (average of $339). 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 10 airlines flying from Washington, D.C. to Caribbean

Discover the top 10 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$364FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$115Average$355FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$145Average$639FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$168Average$490FlexibilityNo cancel feeOn-time62%
DeltaCheapest$172Average$596FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$174Average$484FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$199Average$603FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$220Average$687FlexibilityNo cancel feeOn-time63%
AviancaCheapest$220Average$450FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$430Average$511FlexibilityNo cancel feeOn-time67%

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