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$95+ 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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
WAS — SJU
May 30 — Jun 61
Sat 5/30
Sat 6/6
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 April 30, 2026.

This Frontier deal was found by Cheapflights users on 4/30. 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 5/177:29 pm
BWI
-
SJU
Nonstop3h 59m
Frontier
Thu 5/283:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 4/30$174
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:29 pm
BWI
-
SJU
Nonstop3h 59m
Frontier
Wed 5/2712:00 pm
SJU
-
BWI
1 stop21h 53m
Frontier
Deal found 4/28$175
This Super.com deal was found by Cheapflights users on 4/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:44 pm
BWI
-
SJU
Nonstop3h 57m
Frontier
Thu 5/283:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 4/29$176
This Frontier deal was found by Cheapflights users on 4/29. 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.
Sat 8/158:44 pm
BWI
-
SJU
Nonstop4h 03m
Frontier
Wed 8/196:25 am
SJU
-
BWI
1 stop11h 42m
Frontier
Deal found 4/29$177
This Cheapflightsfares deal was found by Cheapflights users on 4/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:01 pm
BWI
-
SJU
Nonstop3h 53m
Spirit Airlines
Thu 5/72:59 am
SJU
-
BWI
1 stop9h 39m
Spirit Airlines
Deal found 4/27$178
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/148:01 pm
BWI
-
SJU
Nonstop3h 53m
Spirit Airlines
Fri 5/152:09 am
SJU
-
BWI
Nonstop3h 56m
Spirit Airlines
Deal found 4/29$179
This Frontier deal was found by Cheapflights users on 4/28. 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.
Fri 5/296:10 pm
BWI
-
SJU
1 stop10h 39m
Frontier
Sat 6/63:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 4/28$180
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:44 pm
BWI
-
SJU
Nonstop4h 00m
Multiple Airlines
Wed 7/87:00 am
SJU
-
BWI
Nonstop4h 01m
Multiple Airlines
Deal found 4/28$181
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Tue 5/268:44 pm
BWI
-
SJU
Nonstop3h 57m
Frontier
Sat 5/307:24 pm
SJU
-
BWI
1 stop14h 29m
Frontier
Deal found 4/25$182
This eDestinos deal was found by Cheapflights users on 4/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Tue 7/146:00 am
SJU
-
BWI
1 stop6h 15m
Frontier
Deal found 4/28$183
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:45 am
BWI
-
SJU
1 stop7h 22m
Multiple Airlines
Thu 5/142:09 am
SJU
-
BWI
Nonstop3h 56m
Multiple Airlines
Deal found 4/27$184
This Frontier deal was found by Cheapflights users on 4/29. 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.
Fri 5/157:29 pm
BWI
-
SJU
Nonstop3h 59m
Frontier
Fri 5/153:03 am
SJU
-
BWI
1 stop9h 25m
Frontier
Deal found 4/29$185

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 April 30, 2026.

Round-trip from

$175
(Kiwi.com)

One-way from

$95
(Frontier)

Popular in

March

Cheapest in

October

Average price

$335

Good round-trip deal

$201 or less

Good one-way deal

$112 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. 4% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 30, 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

Fri 8/7

6:02 am-4:38 pm

1 stop10h 36m

San Juan Luis Munoz Marin Intl

Tue 8/11

7:30 am-6:23 pm

1 stop10h 53m

$296

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sat 5/16

6:15 am-5:00 pm

1 stop10h 45m

Saint Thomas Island Cyril E King

Wed 5/20

1:22 pm-11:59 pm

1 stop10h 37m

$311

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 9/6

5:00 pm-11:59 pm

1 stop6h 59m

San Juan Luis Munoz Marin Intl

Fri 9/11

12:58 pm-9:21 pm

1 stop8h 23m

$314
Quickest round-trip

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 5/19

8:34 am-12:34 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Tue 6/16

7:20 am-11:21 am

Nonstop4h 01m

$322

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sun 8/23

6:00 am-1:52 pm

1 stop7h 52m

Saint Thomas Island Cyril E King

Sat 8/29

4:10 pm-12:10 am

1 stop8h 00m

$332

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Tue 5/12

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Fri 5/15

2:10 pm-11:25 pm

1 stop9h 15m

$355

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 5/26

10:30 am-11:50 pm

2 stops13h 20m

San Juan Luis Munoz Marin Intl

Thu 5/28

1:00 am-7:46 am

1 stop6h 46m

$362

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 6/9

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Tue 6/16

7:40 am-6:12 pm

1 stop10h 32m

$374

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Fri 8/21

6:15 am-1:45 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Tue 8/25

2:20 pm-12:29 am

1 stop10h 09m

$376

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Fri 9/25

8:40 am-12:34 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Tue 9/29

1:25 pm-10:59 pm

1 stop9h 34m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

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

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 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 $447). Flying from Washington, D.C. to Caribbean in March is currently the most expensive (average of $584). 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 April 30, 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 34% on airfare.

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 April 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.

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 April 30, 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).

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 April 30, 2026.
Read through reviews of airlines operating flights from Washington, D.C. to Caribbean, such as United Airlines,JetBlue, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,679 reviews

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,679 reviews
United Airlines
7.4
Good
9,679 reviews

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
JetBlue
7.2
Good
2,969 reviews
United Airlines
7.4
Good
9,679 reviews

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
American Airlines
7.1
Good
11,687 reviews
United Airlines
7.4
Good
9,679 reviews

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
Spirit Airlines
6.3
Okay
8,634 reviews
United Airlines
7.4
Good
9,679 reviews

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
Frontier
5.7
Fair
2,969 reviews
United Airlines
7.4
Good
9,679 reviews

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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 9h 30m. 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 $59 on Frontier. Other airlines that offer cheap prices include Delta from $68 and Southwest from $82 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: United Airlines (90%), Air Canada (85%), Brussels Airlines( 82%).

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

    The cheapest flight price from Washington, D.C. to Caribbean is $138. On average you can expect to pay $637. The most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl), can usually be booked for $231.

  • 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 $447). Flying from Washington, D.C. to Caribbean in March is currently the most expensive (average of $584). 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

Browse thousands of different options on Cheapflights for your next trip

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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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Reagan-National to Seattle flights
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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 April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$92Average$412FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$113Average$366FlexibilityNo cancel feeOn-time65%
DeltaCheapest$136Average$565FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$146Average$515FlexibilityNo cancel feeOn-time62%
AviancaCheapest$162Average$382FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$172Average$585FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$189Average$449FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$220Average$627FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$225Average$588FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$238Average$528FlexibilityNo cancel feeOn-time70%

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