Caribbean

$93+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
DCA — SJU
Jan 11 — Jan 181
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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 December 12, 2025.

This Delta deal was found by Cheapflights users on 12/9. 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.
Wed 12/315:00 pmDCA - SJU
1 stop8h 27mDelta
Thu 1/82:15 pmSJU - DCA
1 stop9h 33mDelta
Deal found 12/9$238
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Sun 12/145:00 amDCA - STT
1 stop10h 58mAmerican Airlines
Sat 12/204:34 pmSTT - DCA
1 stop8h 31mAmerican Airlines
Deal found 12/11$269
This Trip.com deal was found by Cheapflights users on 12/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/154:55 pmDCA - SJU
1 stop6h 27mJetBlue
Fri 12/196:01 amSJU - DCA
1 stop8h 59mJetBlue
Deal found 12/10$283
This Trip.com deal was found by Cheapflights users on 12/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/148:00 amDCA - SJU
Nonstop3h 51mJetBlue
Tue 12/236:01 amSJU - DCA
1 stop7h 45mJetBlue
Deal found 12/11$287
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Fri 12/127:48 pmDCA - STT
1 stop14h 53mAmerican Airlines
Sat 12/204:25 pmSTT - DCA
1 stop9h 20mAmerican Airlines
Deal found 12/11$290
This Trip.com deal was found by Cheapflights users on 12/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:00 amDCA - SJU
Nonstop3h 40mJetBlue
Fri 1/165:25 pmSJU - DCA
1 stop6h 06mJetBlue
Deal found 12/9$298
This SmartFares deal was found by Cheapflights users on 12/10. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:30 amDCA - SJU
1 stop9h 27mJetBlue
Thu 12/186:01 amSJU - DCA
1 stop7h 45mJetBlue
Deal found 12/10$303
This Delta deal was found by Cheapflights users on 12/10. 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.
Wed 12/317:20 amDCA - STT
1 stop8h 05mDelta
Thu 1/84:15 pmSTT - DCA
1 stop7h 18mDelta
Deal found 12/10$304
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/116:10 amDCA - STT
1 stop6h 51mAmerican Airlines
Mon 12/152:49 pmSTT - DCA
1 stop10h 49mAmerican Airlines
Deal found 12/11$306
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Sun 12/145:00 amDCA - SJU
1 stop8h 15mAmerican Airlines
Tue 12/238:25 amSJU - DCA
1 stop6h 59mAmerican Airlines
Deal found 12/11$312
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/151:45 pmDCA - SJU
1 stop7h 24mAmerican Airlines
Sat 12/208:25 amSJU - DCA
1 stop10h 09mAmerican Airlines
Deal found 12/11$313
This Trip.com deal was found by Cheapflights users on 12/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/118:00 amDCA - SJU
Nonstop3h 51mJetBlue
Wed 12/176:40 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 12/10$315

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 December 12, 2025.

Round-trip from

$206
(Trip.com)

One-way from

$93
(American Airlines)

Popular in

December

Cheapest in

July

Average price

$449

Good round-trip deal

$313 or less

Good one-way deal

$118 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. 11% potential increase in price ($42 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in December 2025
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 December 12, 2025.
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

Reagan-National

Fly to

Caribbean

Route

Depart

Return

Price

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 2/3

12:00 pm-12:35 am

2 stops11h 35m

San Juan Luis Munoz Marin Intl

Tue 2/10

12:10 pm-10:55 pm

1 stop11h 45m

$238

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 1/21

3:15 pm-12:36 am

1 stop8h 21m

San Juan Luis Munoz Marin Intl

Wed 1/28

2:15 pm-11:59 pm

2 stops10h 44m

$251

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

Fri 2/6

2:05 am-8:32 am

1 stop7h 27m

$274

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Sat 5/16

8:00 am-3:22 pm

1 stop7h 22m

Saint Thomas Island Cyril E King

Sat 5/23

4:20 pm-9:45 pm

1 stop5h 25m

$279

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Fri 1/23

8:15 am-3:05 pm

1 stop5h 50m

Saint Thomas Island Cyril E King

Sat 1/31

4:00 pm-9:36 pm

1 stop6h 36m

$279

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 1/17

5:10 pm-12:10 am

1 stop6h 00m

San Juan Luis Munoz Marin Intl

Sat 1/24

5:30 am-4:15 pm

2 stops11h 45m

$286

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Thu 1/29

6:30 am-4:18 pm

1 stop8h 48m

Saint Thomas Island Cyril E King

Mon 2/2

3:05 pm-11:59 pm

1 stop9h 54m

$289

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Mon 3/30

8:00 am-4:15 pm

1 stop8h 15m

Saint Thomas Island Cyril E King

Wed 4/8

1:15 pm-9:59 pm

1 stop8h 44m

$289

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Sat 1/24

8:15 am-3:05 pm

1 stop5h 50m

Saint Thomas Island Cyril E King

Fri 1/30

4:00 pm-9:32 pm

1 stop6h 32m

$289

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Fri 1/9

6:30 am-4:18 pm

1 stop8h 48m

Saint Thomas Island Cyril E King

Fri 1/16

3:05 pm-10:48 pm

1 stop8h 43m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Showing 1-10 of 60 results
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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, December 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 $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 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 December 12, 2025.

It’s typically best to fly out from Washington, D.C. Reagan-National Airport to Caribbean 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?

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

Travelers seeking maximum savings on their Washington, D.C. Reagan-National Airport to Caribbean 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.

Weekly flight availability from Washington, D.C. Reagan-National Airport to Caribbean

Explore weekly flight availability from Reagan-National 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 December 12, 2025.

The most flights from DCA to 0CB are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 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 December 12, 2025.
See what other customers who have flown with Southwest, Delta, and United 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

Overall

7.9

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 Southwest, United Airlines, and JetBlue fly from Washington, D.C. Reagan-National Airport to Caribbean in about 7h 22m. The time it takes to get you to your destination can typically vary by up to 4h 13m. Airlines will cover a distance of 1591 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 Southwest. According to our data, you can fly for as low as $82. Users have also found prices from $84 and $96 on Frontier and JetBlue, 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 $318 for a flight from Washington, D.C. Reagan-National Airport to Caribbean. The cheapest flight overall is $121 while the most popular route, (Washington, D.C. Reagan-National - San Juan Luis Munoz Marin Intl) is currently priced at $206.

  • 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, December 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 $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

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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$97Average$363FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$113Average$262FlexibilityNo cancel feeOn-time65%
DeltaCheapest$178Average$552FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$180Average$494FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$220Average$432FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$220Average$607FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$245Average$609FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$390Average$550FlexibilityNo cancel feeOn-time67%

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