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Caribbean Islands

$81+ Cheap flights from Washington, D.C. (WAS) to Caribbean Islands

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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
WAS — SJU
May 2 — May 91
Sat 5/2
Sat 5/9
1 adult, Economy
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Cheap flight deals from Washington, D.C. to Caribbean Islands

Cheapest flights from Washington, D.C. to Caribbean Islands
Explore the most affordable flight options available from Washington, D.C. to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/29. 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.
Mon 4/137:38 pm
BWI
-
SJU
Nonstop3h 50m
Frontier
Fri 4/1711:30 am
SJU
-
BWI
1 stop23h 21m
Frontier
Deal found 3/29$162
This Kiwi.com deal was found by Cheapflights users on 3/29. 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.
Mon 4/136:15 am
BWI
-
SJU
Nonstop3h 39m
Multiple Airlines
Thu 4/1611:30 am
SJU
-
BWI
1 stop20h 50m
Multiple Airlines
Deal found 3/29$163
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:15 am
BWI
-
SJU
Nonstop3h 39m
Multiple Airlines
Mon 4/2011:07 am
SJU
-
BWI
1 stop7h 08m
Multiple Airlines
Deal found 3/30$170
This Frontier deal was found by Cheapflights users on 3/29. 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 4/137:38 pm
BWI
-
SJU
Nonstop3h 50m
Frontier
Thu 4/163:03 pm
SJU
-
BWI
1 stop9h 41m
Frontier
Deal found 3/29$171
This Orbitz deal was found by Cheapflights users on 3/31. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:15 am
BWI
-
SJU
Nonstop3h 39m
Multiple Airlines
Tue 5/53:33 pm
SJU
-
BWI
1 stop17h 42m
Multiple Airlines
Deal found 3/31$172
This Kiwi.com deal was found by Cheapflights users on 3/29. 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.
Mon 4/136:15 am
BWI
-
SJU
Nonstop3h 39m
Multiple Airlines
Sat 4/188:00 am
SJU
-
BWI
1 stop8h 50m
Multiple Airlines
Deal found 3/29$173
This Priceline deal was found by Cheapflights users on 3/31. 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 4/216:20 am
BWI
-
SJU
Nonstop3h 44m
Multiple Airlines
Fri 4/241:43 pm
SJU
-
BWI
Nonstop4h 12m
Multiple Airlines
Deal found 3/31$174
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:15 am
BWI
-
SJU
Nonstop3h 39m
Spirit Airlines
Thu 4/1612:57 pm
SJU
-
BWI
1 stop9h 23m
Spirit Airlines
Deal found 3/30$175
This Super.com deal was found by Cheapflights users on 3/31. 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 4/215:35 pm
BWI
-
SJU
1 stop8h 26m
Frontier
Fri 4/243:23 pm
SJU
-
BWI
1 stop9h 21m
Frontier
Deal found 3/31$176
This Frontier deal was found by Cheapflights users on 3/31. 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 4/119:03 pm
BWI
-
SJU
Nonstop3h 50m
Frontier
Tue 4/143:08 am
SJU
-
BWI
1 stop13h 32m
Frontier
Deal found 3/31$177
This Frontier deal was found by Cheapflights users on 3/30. 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.
Mon 4/206:39 pm
BWI
-
SJU
Nonstop3h 50m
Frontier
Thu 4/231:42 pm
SJU
-
BWI
Nonstop4h 12m
Frontier
Deal found 3/30$178
This Kiwi.com deal was found by Cheapflights users on 3/29. 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.
Tue 5/56:37 pm
IAD
-
SJU
1 stop7h 31m
Frontier
Wed 5/66:00 am
SJU
-
IAD
1 stop10h 22m
Frontier
Deal found 3/29$188

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

Keep the following information in mind while searching for Washington, D.C. to Caribbean Islands flight deals. Data was last updated April 2, 2026.

Round-trip from

$162
(Kiwi.com)

One-way from

$81
(eDestinos)

Popular in

December

Cheapest in

July

Average price

$334
From Washington, D.C. (WAS) to Caribbean Islands
Search Deals
One-way flight from Washington, D.C. (WAS) to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Washington, D.C. to Caribbean Islands 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 2, 2026.
Use the filters below to find and compare flights from Washington, D.C. to Caribbean Islands 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

Mon 4/6

11:58 am-8:34 pm

1 stop8h 36m

San Juan Luis Munoz Marin Intl

Fri 4/10

7:00 am-4:04 pm

1 stop9h 04m

$342

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 4/22

1:40 pm-8:24 pm

1 stop6h 44m

San Juan Luis Munoz Marin Intl

Wed 4/29

6:15 am-2:56 pm

1 stop8h 41m

$342

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 4/10

7:00 am-1:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Tue 4/14

1:00 am-2:14 pm

2 stops13h 14m

$342

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 4/18

7:00 am-1:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Mon 4/20

1:00 am-2:14 pm

2 stops13h 14m

$342

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Thu 5/7

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Thu 5/14

4:45 pm-8:58 pm

Nonstop4h 13m

$361

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 4/14

1:00 pm-11:40 pm

1 stop10h 40m

San Juan Luis Munoz Marin Intl

Sat 4/18

2:55 pm-9:25 pm

1 stop6h 30m

$366

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 4/27

6:05 am-2:55 pm

2 stops8h 50m

San Juan Luis Munoz Marin Intl

Mon 5/4

6:50 am-5:55 pm

1 stop11h 05m

$366

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Tue 5/5

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Thu 5/7

1:22 pm-10:49 pm

1 stop9h 27m

$366

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sun 4/26

6:00 am-1:08 pm

1 stop7h 08m

Saint Thomas Island Cyril E King

Fri 5/1

4:45 pm-8:58 pm

Nonstop4h 13m

$366

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 4/28

6:00 am-12:12 pm

1 stop6h 12m

San Juan Luis Munoz Marin Intl

Tue 5/5

12:55 pm-11:41 pm

1 stop10h 46m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

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 Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

Currently, January is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean Islands (average of $73). Flying from Washington, D.C. to Caribbean Islands in December is currently the most expensive (average of $166). 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 EPX?

Find hourly flight availability from Washington, D.C. to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 2, 2026.

A simple way to save on the total cost of your ticket is to fly from Washington, D.C. to Caribbean Islands in the afternoon. If you’re flexible enough to do this you can expect to save up to 35% on your trip compared to booking a flight in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Washington, D.C. to Caribbean Islands. Price data was last updated on March 28, 2026.

Travelers seeking maximum savings on their Washington, D.C. to Caribbean Islands 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 Islands

Explore weekly flight availability from Washington, D.C. to Caribbean Islands. 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 2, 2026.

The most flights from WAS to zzEPX are scheduled on a Tuesday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated April 2, 2026.
Read through reviews of airlines operating flights from Washington, D.C. to Caribbean Islands, such as Southwest,United Airlines, andJetBlue. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,343 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,343 reviews
Southwest
8.0
Very good
4,343 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,538 reviews
Southwest
8.0
Very good
4,343 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.2
Good
2,915 reviews
Southwest
8.0
Very good
4,343 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,553 reviews
Southwest
8.0
Very good
4,343 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.3
Okay
8,579 reviews
Southwest
8.0
Very good
4,343 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Washington, D.C. to Caribbean Islands. 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 Islands?

    For as low as $261, United Airlines can have you in Caribbean Islands from Washington, D.C. in 4h 05m. There are 1608 mi between Washington, D.C. and Caribbean Islands. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    $59 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Delta and Southwest, with prices starting from $68 and $82, respectively.

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

    The most popular route from Washington, D.C. to Caribbean Islands is Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl. You may also consider Baltimore/Washington - San Juan Luis Munoz Marin Intl or Washington, D.C. Reagan-National - San Juan Luis Munoz Marin Intl.

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

    Before booking your flight to Caribbean Islands from Washington, D.C., check out the most reliable airlines to get you to your destination on time: United Airlines (88%), Air Canada (82%), Brussels Airlines( 73%).

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

    Looking at all options, your cheapest flight can be booked for $117. While the most popular route (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl) can be booked for $194 on average, our data indicates $826 when flying from Washington, D.C. to Caribbean Islands.

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

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

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

    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 Islands.

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

    Yes. Cheapflights offers flight deals from Washington, D.C. to Caribbean Islands 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 Islands?

    Currently, January is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean Islands (average of $73). Flying from Washington, D.C. to Caribbean Islands in December is currently the most expensive (average of $166). 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.

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Alternative routes for Washington, D.C. to Caribbean Islands

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 Islands

Discover the top 10 airlines that operate flights from Washington, D.C. to Caribbean Islands. 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 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$88Average$339FlexibilityNo cancel feeOn-time65%
FrontierCheapest$88Average$412FlexibilityNo cancel feeOn-time62%
DeltaCheapest$136Average$561FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$146Average$510FlexibilityNo cancel feeOn-time62%
AviancaCheapest$162Average$412FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$172Average$577FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$189Average$461FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$220Average$629FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$225Average$592FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$237Average$536FlexibilityNo cancel feeOn-time70%

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