HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$93+ Cheap flights from Reagan-National (DCA) 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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
DCA — SJU
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Reagan-National to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Reagan-National to Caribbean Islands

Cheapest flights from Reagan-National to Caribbean Islands
Explore the most affordable flight options available from Reagan-National to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 17, 2025.

This American Airlines deal was found by Cheapflights users on 12/17. 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 12/291:44 pmDCA - SJU
1 stop9h 15mAmerican Airlines
Sat 1/175:51 pmSJU - DCA
1 stop6h 34mAmerican Airlines
Deal found 12/17$258
This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:30 amDCA - STT
1 stop8h 48mUnited Airlines
Tue 12/303:05 pmSTT - DCA
1 stop8h 34mUnited Airlines
Deal found 12/17$263
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:30 amDCA - STT
1 stop8h 48mUnited Airlines
Sun 12/213:05 pmSTT - DCA
1 stop9h 54mUnited Airlines
Deal found 12/14$279
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/165:59 amDCA - STT
1 stop9h 59mAmerican Airlines
Mon 12/224:25 pmSTT - DCA
1 stop8h 20mAmerican Airlines
Deal found 12/15$290
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:00 amDCA - STT
1 stop8h 58mAmerican Airlines
Sun 12/214:34 pmSTT - DCA
1 stop6h 41mAmerican Airlines
Deal found 12/16$306
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:30 amDCA - STT
1 stop8h 48mUnited Airlines
Mon 1/123:05 pmSTT - DCA
1 stop9h 54mUnited Airlines
Deal found 12/15$310
This JetBlue deal was found by Cheapflights users on 12/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/302:00 pmDCA - SJU
1 stop8h 56mJetBlue
Wed 1/76:30 pmSJU - DCA
Nonstop4h 02mJetBlue
Deal found 12/16$315
This American Airlines deal was found by Cheapflights users on 12/14. 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.
Thu 12/188:30 amDCA - SJU
1 stop10h 13mAmerican Airlines
Thu 12/258:25 amSJU - DCA
1 stop8h 56mAmerican Airlines
Deal found 12/14$319
This JetBlue deal was found by Cheapflights users on 12/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:00 amDCA - STT
1 stop5h 00mJetBlue
Thu 1/84:00 pmSTT - DCA
1 stop6h 32mJetBlue
Deal found 12/15$326
This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:15 pmDCA - SJU
1 stop6h 44mJetBlue
Mon 12/2912:40 pmSJU - DCA
1 stop9h 10mJetBlue
Deal found 12/16$327
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 pmDCA - SJU
2 stops11h 11mUnited Airlines
Sun 1/42:05 amSJU - DCA
1 stop8h 23mUnited Airlines
Deal found 12/16$341
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/226:59 amDCA - STT
1 stop9h 40mAmerican Airlines
Wed 12/316:36 pmSTT - DCA
1 stop17h 18mAmerican Airlines
Deal found 12/15$342

Find flight deals from Reagan-National to Caribbean Islands

Keep the following information in mind while searching for Reagan-National to Caribbean Islands flight deals. Data was last updated December 17, 2025.

Round-trip from

$220
(American Airlines)

One-way from

$93
(American Airlines)

Popular in

December

Cheapest in

July

Average price

$447
From Washington, D.C. Reagan-National to Caribbean Islands
Search Deals
One-way flight from Washington, D.C. Reagan-National to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Reagan-National 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 December 17, 2025.
Use the filters below to find and compare flights from Washington, D.C. Reagan-National Airport to Caribbean Islands that are best for you.

Fly from

Reagan-National

Fly to

Caribbean Islands

Route

Depart

Return

Price

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 1/31

5:10 pm-12:10 am

1 stop6h 00m

San Juan Luis Munoz Marin Intl

Sat 2/7

5:30 am-3:55 pm

1 stop11h 25m

$251

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 2/24

6:00 am-4:36 pm

1 stop9h 36m

San Juan Luis Munoz Marin Intl

Fri 2/27

2:05 am-9:29 am

1 stop8h 24m

$251

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 1/5

4:45 pm-1:05 am

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Thu 1/8

3:45 pm-9:45 pm

1 stop7h 00m

$252

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Fri 1/30

8:15 am-3:05 pm

1 stop5h 50m

Saint Thomas Island Cyril E King

Fri 2/6

5:15 pm-9:46 pm

1 stop5h 31m

$263

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 1/31

10:30 am-12:36 am

2 stops13h 06m

San Juan Luis Munoz Marin Intl

Wed 2/4

2:05 am-8:32 am

1 stop7h 27m

$268

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Fri 2/27

8:00 am-2:35 pm

1 stop5h 35m

Saint Thomas Island Cyril E King

Tue 3/3

3:30 pm-9:59 pm

1 stop7h 29m

$268

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 1/7

8:15 am-1:08 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Tue 1/13

6:01 am-11:30 am

1 stop6h 29m

$268

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Sun 2/22

6:00 am-1:49 pm

1 stop6h 49m

Saint Thomas Island Cyril E King

Mon 2/23

1:52 pm-7:32 pm

1 stop6h 40m

$278

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Sat 2/21

8:00 am-4:22 pm

1 stop7h 22m

Saint Thomas Island Cyril E King

Thu 2/26

3:10 pm-9:34 pm

1 stop7h 24m

$278

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Mon 2/23

8:00 am-3:01 pm

1 stop6h 01m

Saint Thomas Island Cyril E King

Fri 2/27

3:30 pm-9:59 pm

1 stop7h 29m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Reagan-National to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Reagan-National 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. Reagan-National Airport to Caribbean Islands

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

Currently, March is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Caribbean Islands (average of $143). Flying from Washington, D.C. Reagan-National Airport to Caribbean Islands in April is currently the most expensive (average of $262). 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 DCA to EPX?

Find hourly flight availability from Reagan-National 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 December 17, 2025.

It’s typically best to fly out from Washington, D.C. Reagan-National Airport to Caribbean Islands in the afternoon. Doing so could potentially save you 29% on the flight price compared to flying in the morning, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Reagan-National to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Washington, D.C. Reagan-National Airport to Caribbean Islands flight should consider departing on Saturday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 17, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Washington, D.C. Reagan-National Airport to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,007 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,007 reviews
Delta
7.9
Good
8,007 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,091 reviews
Delta
7.9
Good
8,007 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,007 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,896 reviews
Delta
7.9
Good
8,007 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Air Canada
7.1
Good
10,534 reviews
Delta
7.9
Good
8,007 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Reagan-National 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. Reagan-National Airport to Caribbean Islands?

    For as low as $251, Southwest can have you in Caribbean Islands from Washington, D.C. Reagan-National Airport in 6h. The distance between Washington, D.C. Reagan-National Airport and Caribbean Islands 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. Reagan-National Airport to Caribbean Islands one-way?

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $82. However, be on the lookout for offers from Frontier and JetBlue, as they are both options that can get you from Washington, D.C. Reagan-National Airport to Caribbean Islands for a low price.

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

    Most travelers choose Washington, D.C. Reagan-National - San Juan Luis Munoz Marin Intl, Washington, D.C. Reagan-National - Punta Cana or Washington, D.C. Reagan-National - Saint Thomas Island Cyril E King when deciding on the best route from Washington, D.C. Reagan-National Airport to Caribbean Islands.

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

    The cheapest flight price from Washington, D.C. Reagan-National Airport to Caribbean Islands is $121. On average you can expect to pay $311. The most popular route, (Washington, D.C. Reagan-National - San Juan Luis Munoz Marin Intl), can usually be booked for $234.

  • Can I find deals for flights from Reagan-National to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Reagan-National to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Reagan-National to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Reagan-National to Caribbean Islands.

  • Can I find deals for business class flights from Reagan-National to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Reagan-National 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. Reagan-National Airport to Caribbean Islands?

    Currently, March is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Caribbean Islands (average of $143). Flying from Washington, D.C. Reagan-National Airport to Caribbean Islands in April is currently the most expensive (average of $262). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Reagan-National to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Cancún flights
Reagan-National to Miami flights
Baltimore to Fort Lauderdale flights
Dulles Intl to Dallas/Fort Worth flights
Baltimore to Miami flights
Dulles Intl to Miami flights
Baltimore to Dallas/Fort Worth flights
Dulles Intl to Las Vegas flights
Baltimore to Orlando flights
Dulles Intl to Orlando flights
Baltimore to Cancún flights
Reagan-National to Fort Lauderdale flights
Dulles Intl to Fort Lauderdale flights
Dulles Intl to Los Angeles flights
Reagan-National to Los Angeles flights
Baltimore to Los Angeles flights
Reagan-National to Orlando flights
Reagan-National to Las Vegas flights
Reagan-National to Cancún flights
Reagan-National to Dallas/Fort Worth flights
Baltimore to Las Vegas flights
Dulles Intl to Tampa flights
Dulles Intl to Atlanta flights
Dulles Intl to Sky Harbor Intl flights
Baltimore to Atlanta flights
Dulles Intl to Denver flights
Dulles Intl to Hobby flights
Reagan-National to Hobby flights
Baltimore to Denver flights
Dulles Intl to Mexico City flights
Baltimore to Tampa flights
Dulles Intl to New Orleans flights
Baltimore to Hobby flights
Dulles Intl to Seattle flights
Reagan-National to Seattle flights
Reagan-National to Atlanta flights
Dulles Intl to San Francisco flights
Reagan-National to Tampa flights
Baltimore to Sky Harbor Intl flights
Reagan-National to West Palm Beach flights
Reagan-National to O'Hare Intl flights
Reagan-National to San Francisco flights
Dulles Intl to George Bush Intcntl flights
Baltimore to O'Hare Intl flights
Reagan-National to Salt Lake City flights
Reagan-National to New Orleans flights
Reagan-National to Sky Harbor Intl flights
Reagan-National to George Bush Intcntl flights
Baltimore to New Orleans flights
Baltimore to West Palm Beach flights

Top 8 airlines flying from Reagan-National to Caribbean Islands

Discover the top 8 airlines that operate flights from Reagan-National 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 December 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$97Average$363FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$103Average$269FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$180Average$494FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$220Average$433FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$220Average$597FlexibilityNo cancel feeOn-time69%
DeltaCheapest$225Average$534FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$245Average$612FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$390Average$504FlexibilityNo cancel feeOn-time67%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.