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Caribbean Islands

$68+ 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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
WAS — SJU
Dec 19 — Dec 261
Fri 12/19
Fri 12/26
1 adult, Economy
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Cheap 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 November 19, 2025.

Round-trip from

$184
(Super.com)

One-way from

$68
(Orbitz)

Popular in

December

Cheapest in

July

Average price

$352
From Washington, D.C. (WAS) to Caribbean Islands
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One-way flight from Washington, D.C. (WAS) to Caribbean Islands
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Highest demand for flights based on searches. 11% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 19, 2025.

This Super.com deal was found by Cheapflights users on 11/18. 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.
Mon 12/18:06 pmIAD - SJU
Nonstop3h 47mFrontier
Sun 12/76:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/18$184
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 11/297:56 pmIAD - SJU
Nonstop3h 47mFrontier
Fri 12/123:55 amSJU - IAD
1 stop17h 29mFrontier
Deal found 11/18$185
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/154:00 pmIAD - SJU
2 stops30h 25mMultiple Airlines
Fri 12/194:18 pmSJU - IAD
Nonstop4h 13mMultiple Airlines
Deal found 11/18$186
This CheapOair deal was found by Cheapflights users on 11/19. 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.
Sat 11/227:56 pmIAD - SJU
Nonstop3h 47mFrontier
Tue 11/254:08 pmSJU - IAD
Nonstop4h 03mFrontier
Deal found 11/19$188
This CheapOair deal was found by Cheapflights users on 11/18. 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 12/410:38 amIAD - SJU
Nonstop3h 54mFrontier
Fri 12/123:55 amSJU - IAD
1 stop17h 29mFrontier
Deal found 11/18$190
This Frontier deal was found by Cheapflights users on 11/18. 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 12/712:04 pmIAD - SJU
1 stop10h 46mFrontier
Sun 12/146:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/18$191
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/18:06 pmIAD - SJU
Nonstop3h 47mMultiple Airlines
Sun 12/1411:05 amSJU - IAD
2 stops29h 05mMultiple Airlines
Deal found 11/18$193
This Super.com deal was found by Cheapflights users on 11/19. 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 12/69:20 pmIAD - SJU
1 stop11h 35mFrontier
Thu 12/116:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/19$194
This Super.com deal was found by Cheapflights users on 11/17. 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.
Sun 11/308:06 pmIAD - SJU
Nonstop3h 47mFrontier
Sun 12/76:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/17$195
This Frontier deal was found by Cheapflights users on 11/19. 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 12/1410:38 amIAD - SJU
Nonstop3h 54mFrontier
Fri 12/194:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/19$197
This Super.com deal was found by Cheapflights users on 11/16. 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.
Sun 11/238:06 pmIAD - SJU
Nonstop3h 47mFrontier
Fri 11/284:08 pmSJU - IAD
Nonstop4h 03mFrontier
Deal found 11/16$198
This American Airlines deal was found by Cheapflights users on 11/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/81:41 pmDCA - SJU
1 stop9h 11mAmerican Airlines
Wed 12/106:00 amSJU - DCA
1 stop7h 41mAmerican Airlines
Deal found 11/17$215

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 November 19, 2025.
Use the filters below to find and compare flights from Washington, D.C. to Caribbean Islands that are best for you.

Fly from

Washington, D.C.

Fly to

Caribbean Islands

Route

Depart

Return

Price

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 3/3

12:35 pm-11:49 pm

1 stop10h 14m

San Juan Luis Munoz Marin Intl

Wed 3/11

6:15 am-2:51 pm

1 stop8h 36m

$244

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 1/21

7:30 am-5:17 pm

1 stop8h 47m

San Juan Luis Munoz Marin Intl

Sat 1/24

6:15 am-12:40 pm

1 stop7h 25m

$262

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 5/15

1:00 pm-8:30 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Thu 5/21

5:50 pm-9:45 pm

Nonstop3h 55m

$271

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 3/13

5:15 pm-12:55 am

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Thu 3/19

5:10 am-1:59 pm

1 stop8h 49m

$273

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 2/8

1:00 pm-12:35 am

2 stops10h 35m

San Juan Luis Munoz Marin Intl

Thu 2/12

5:30 am-11:00 am

1 stop6h 30m

$282

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Mon 1/5

11:14 am-4:00 pm

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

Fri 1/9

6:00 am-11:17 am

1 stop6h 17m

$288

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 1/25

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 1/29

8:10 am-11:15 am

Nonstop4h 05m

$290

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 5/6

8:00 am-11:57 am

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Tue 5/12

5:50 pm-9:45 pm

Nonstop3h 55m

$290

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 1/28

6:03 am-4:36 pm

1 stop9h 33m

San Juan Luis Munoz Marin Intl

Wed 2/4

5:50 pm-8:55 pm

Nonstop4h 05m

$295

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 5/3

5:24 pm-9:24 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Tue 5/5

1:05 am-7:19 am

1 stop6h 14m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 60 results
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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, June is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean Islands (average of $86). Flying from Washington, D.C. to Caribbean Islands in September is currently the most expensive (average of $160). 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 November 19, 2025.

A simple way to save on the total cost of your ticket is to fly from Washington, D.C. to Caribbean Islands at noon. If you’re flexible enough to do this you can expect to save up to 18% 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 November 2, 2025.

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. Sunday 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 November 19, 2025.

The most flights from WAS to zzEPX 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 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 November 19, 2025.
Read through reviews of airlines operating flights from Washington, D.C. to Caribbean Islands, such as Southwest, United Airlines, and American Airlines. 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
4,249 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,249 reviews
Southwest
8.0
Very good
4,249 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,023 reviews
Southwest
8.0
Very good
4,249 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,046 reviews
Southwest
8.0
Very good
4,249 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,902 reviews
Southwest
8.0
Very good
4,249 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,153 reviews
Southwest
8.0
Very good
4,249 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $271, Delta can have you in Caribbean Islands from Washington, D.C. in 7h 30m. There are 1557 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?

    $105 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $108 and $113, 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: Air Canada (72%), United Airlines (72%), Brussels Airlines( 57%).

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

    Looking at all options, your cheapest flight can be booked for $69. While the most popular route (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl) can be booked for $153 on average, our data indicates $295 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, June is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean Islands (average of $86). Flying from Washington, D.C. to Caribbean Islands in September is currently the most expensive (average of $160). 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 November 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$385FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$123Average$351FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$145Average$612FlexibilityNo cancel feeOn-time71%
DeltaCheapest$158Average$604FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$161Average$473FlexibilityNo cancel feeOn-time62%
AviancaCheapest$167Average$438FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$199Average$597FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$220Average$689FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$360Average$485FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$423Average$532FlexibilityNo cancel feeOn-time67%

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