Caribbean

$107+ Cheap flights from Reagan-National (DCA) 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
DCA — SJU
Apr 9 — Apr 161
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Cheap flight deals from Reagan-National to Caribbean

Cheapest flights from Reagan-National to Caribbean
Explore the most affordable flight options available from Reagan-National to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2026.

This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:00 am
DCA
-
STT
1 stop8h 48m
Delta
Wed 5/134:27 pm
STT
-
DCA
1 stop7h 08m
Delta
Deal found 3/9$230
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/85:00 am
DCA
-
STT
1 stop5h 47m
American Airlines
Wed 4/1512:25 pm
STT
-
DCA
1 stop12h 09m
American Airlines
Deal found 3/6$235
This United Airlines deal was found by Cheapflights users on 3/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
DCA
-
STT
1 stop7h 08m
United Airlines
Tue 5/121:22 pm
STT
-
DCA
1 stop10h 36m
United Airlines
Deal found 3/9$250
This United Airlines deal was found by Cheapflights users on 3/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:30 am
DCA
-
STT
1 stop8h 48m
United Airlines
Mon 3/302:10 pm
STT
-
DCA
1 stop8h 33m
United Airlines
Deal found 3/8$251
This American Airlines deal was found by Cheapflights users on 3/5. 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 4/155:00 am
DCA
-
STT
1 stop8h 15m
American Airlines
Mon 4/205:05 pm
STT
-
DCA
1 stop15h 55m
American Airlines
Deal found 3/5$255
This Delta deal was found by Cheapflights users on 3/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:14 am
DCA
-
STT
1 stop6h 46m
Delta
Tue 3/3112:49 pm
STT
-
DCA
1 stop6h 51m
Delta
Deal found 3/5$256
This American Airlines deal was found by Cheapflights users on 3/6. 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.
Sat 3/215:59 am
DCA
-
STT
1 stop10h 30m
American Airlines
Wed 3/254:42 pm
STT
-
DCA
1 stop7h 17m
American Airlines
Deal found 3/6$272
This CheapOair deal was found by Cheapflights users on 3/5. 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.
Fri 4/246:59 pm
DCA
-
SJU
1 stop13h 13m
JetBlue
Wed 4/2912:15 pm
SJU
-
DCA
1 stop6h 45m
JetBlue
Deal found 3/5$277
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
DCA
-
STT
1 stop9h 17m
Delta
Tue 5/124:27 pm
STT
-
DCA
1 stop6h 57m
Delta
Deal found 3/9$278
This flugladen.de deal was found by Cheapflights users on 3/8. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:00 am
DCA
-
SJU
Nonstop3h 43m
JetBlue
Wed 5/66:00 pm
SJU
-
DCA
Nonstop3h 55m
JetBlue
Deal found 3/8$279
This United Airlines deal was found by Cheapflights users on 3/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/207:30 am
DCA
-
STT
1 stop7h 48m
United Airlines
Wed 3/252:05 pm
STT
-
DCA
1 stop8h 47m
United Airlines
Deal found 3/8$283
This Cheapflightsfares deal was found by Cheapflights users on 3/5. 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 4/268:00 am
DCA
-
SJU
Nonstop3h 43m
JetBlue
Sat 5/26:00 pm
SJU
-
DCA
Nonstop3h 55m
JetBlue
Deal found 3/5$288

Find flight deals from Reagan-National to Caribbean

Keep the following information in mind while searching for Reagan-National to Caribbean flight deals. Data was last updated March 10, 2026.

Round-trip from

$230
(Delta)

One-way from

$107
(Southwest)

Popular in

December

Cheapest in

July

Average price

$368

Good round-trip deal

$313 or less

Good one-way deal

$146 or less
From Washington, D.C. Reagan-National to Caribbean
One-way flight from Washington, D.C. Reagan-National to Caribbean
Highest demand for flights based on searches. 10% potential increase in price ($40 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in March 2026
Price to beat on a round-trip flight from Washington, D.C. Reagan-National to Caribbean.
Price to beat on a one-way flight from Washington, D.C. Reagan-National to Caribbean.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Reagan-National 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 March 10, 2026.
Use the filters below to find and compare flights from Washington, D.C. Reagan-National Airport to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Sun 5/3

6:00 am-3:43 pm

1 stop9h 43m

Saint Thomas Island Cyril E King

Thu 5/7

1:22 pm-11:58 pm

1 stop10h 36m

$230

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Tue 5/19

6:00 am-3:17 pm

1 stop9h 17m

Saint Thomas Island Cyril E King

Sat 5/23

4:38 pm-11:24 pm

1 stop6h 46m

$292

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 4/28

11:55 am-8:34 pm

1 stop8h 39m

San Juan Luis Munoz Marin Intl

Wed 5/27

1:00 am-7:46 am

1 stop6h 46m

$322

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 4/27

6:30 am-2:44 pm

1 stop8h 14m

San Juan Luis Munoz Marin Intl

Thu 4/30

1:00 am-1:00 pm

2 stops12h 00m

$322

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 4/13

4:30 pm-11:50 pm

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Wed 4/15

1:00 am-1:10 pm

2 stops12h 10m

$342

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 6/5

5:25 pm-1:20 am

1 stop7h 55m

San Juan Luis Munoz Marin Intl

Wed 6/10

6:00 am-12:20 pm

1 stop6h 20m

$352

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 5/6

12:00 pm-9:05 pm

2 stops9h 05m

San Juan Luis Munoz Marin Intl

Sun 5/10

6:25 am-4:05 pm

2 stops9h 40m

$352

Washington, D.C.Willemstad

DCA - CUR

DCACUR

Washington, D.C. Reagan-National

Sun 5/3

8:38 pm-1:41 pm

1 stop17h 03m

Willemstad Hato Int.

Sun 5/10

3:16 pm-11:44 pm

1 stop8h 28m

$363

Washington, D.C.Willemstad

DCA - CUR

DCACUR

Washington, D.C. Reagan-National

Sat 5/2

6:59 am-1:41 pm

1 stop6h 42m

Willemstad Hato Int.

Sun 5/10

3:16 pm-11:44 pm

1 stop8h 28m

$363

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Fri 5/1

6:00 am-2:48 pm

1 stop8h 48m

Saint Thomas Island Cyril E King

Fri 5/8

4:27 pm-11:35 pm

1 stop7h 08m

$378

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/5

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Reagan-National to Caribbean

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

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

Currently, November is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Caribbean (average of $177). Flying from Washington, D.C. Reagan-National Airport to Caribbean in April is currently the most expensive (average of $268). 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 CB?

Find hourly flight availability from Reagan-National 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 March 10, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Washington, D.C. Reagan-National Airport to Caribbean as you normally would.

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 March 10, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Washington, D.C. Reagan-National Airport to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Related info for your journey

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

    Airlines like United Airlines, Delta, and Southwest fly from Washington, D.C. Reagan-National Airport to Caribbean in about 7h 55m. The time it takes to get you to your destination can typically vary by up to 1h 48m. Airlines will cover a distance of 1557 mi. 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. Reagan-National Airport to Caribbean one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $67. Users have also found prices from $68 and $82 on Delta and Southwest, respectively.

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

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

    On average you can expect to pay $459 for a flight from Washington, D.C. Reagan-National Airport to Caribbean. The cheapest flight overall is $132 while the most popular route, (Washington, D.C. Reagan-National - San Juan Luis Munoz Marin Intl) is currently priced at $297.

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

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

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

    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.

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

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

    Currently, November is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Caribbean (average of $177). Flying from Washington, D.C. Reagan-National Airport to Caribbean in April is currently the most expensive (average of $268). 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 Reagan-National to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 8 airlines flying from Reagan-National to Caribbean

Discover the top 8 airlines that operate flights from Reagan-National 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 March 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$103Average$363FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$103Average$272FlexibilityNo cancel feeOn-time65%
DeltaCheapest$142Average$524FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$180Average$487FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$220Average$609FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$245Average$596FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$250Average$573FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$389Average$472FlexibilityNo cancel feeOn-time67%

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