Caribbean

$89+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
DCA — SJU
déc. 12 — déc. 191
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Reagan-National to Caribbean 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

Keep the following information in mind while searching for Reagan-National to Caribbean flight deals. Data was last updated novembre 12, 2025.

Round-trip from

$195
(Delta)

One-way from

$89
(Trip.com)

Popular in

December

Cheapest in

July

Average price

$360

Good round-trip deal

$319 or less

Good one-way deal

$168 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 ($45 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in November 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.

Find 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 novembre 12, 2025.

This JetBlue deal was found by Cheapflights users on 11/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/98:00 amDCA - SJU
Nonstop3h 51mJetBlue
mar. 12/96:40 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 11/10$211
This American Airlines deal was found by Cheapflights users on 11/11. 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.
lun. 12/81:45 pmDCA - SJU
1 stop7h 24mAmerican Airlines
mer. 12/105:56 pmSJU - DCA
1 stop6h 38mAmerican Airlines
Deal found 11/11$215
This JetBlue deal was found by Cheapflights users on 11/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/98:00 amDCA - SJU
Nonstop3h 51mJetBlue
mer. 12/106:40 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 11/10$216
This American Airlines deal was found by Cheapflights users on 11/12. 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.
sam. 12/61:45 pmDCA - SJU
1 stop7h 20mAmerican Airlines
sam. 12/138:18 amSJU - DCA
1 stop7h 06mAmerican Airlines
Deal found 11/12$235
This Trip.com deal was found by Cheapflights users on 11/10. 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.
mer. 12/36:10 amDCA - SJU
1 stop11h 03mJetBlue
mer. 12/106:40 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 11/10$240
This JetBlue deal was found by Cheapflights users on 11/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/98:00 amDCA - SJU
Nonstop3h 51mJetBlue
jeu. 12/186:01 amSJU - DCA
1 stop9h 58mJetBlue
Deal found 11/10$241
This Delta deal was found by Cheapflights users on 11/10. 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.
ven. 12/126:02 amDCA - SJU
1 stop6h 45mDelta
jeu. 12/181:07 pmSJU - DCA
1 stop6h 27mDelta
Deal found 11/10$242
This CheapOair deal was found by Cheapflights users on 11/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/37:00 amDCA - SJU
1 stop12h 03mJetBlue
ven. 12/56:40 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 11/10$244
This JetBlue deal was found by Cheapflights users on 11/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/98:00 amDCA - SJU
Nonstop3h 51mJetBlue
ven. 12/196:01 amSJU - DCA
1 stop9h 58mJetBlue
Deal found 11/10$246
This CheapOair deal was found by Cheapflights users on 11/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/27:51 pmDCA - SJU
1 stop23h 12mJetBlue
jeu. 12/46:40 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 11/10$249
This Trip.com deal was found by Cheapflights users on 11/10. 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.
mer. 12/108:00 amDCA - SJU
Nonstop3h 51mJetBlue
ven. 12/126:40 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 11/10$250
This Vliegwinkel deal was found by Cheapflights users on 11/12. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/258:00 amDCA - SJU
Nonstop3h 51mJetBlue
jeu. 12/116:40 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 11/12$251

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 novembre 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

lun. 1/19

6:59 am-5:17 pm

1 stop9h 18m

San Juan Luis Munoz Marin Intl

ven. 1/23

6:15 am-12:40 pm

1 stop7h 25m

$225

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

mar. 1/27

8:00 am-12:42 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

mar. 2/10

6:45 pm-9:46 pm

Nonstop4h 01m

$253

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

lun. 1/12

8:00 am-12:42 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

jeu. 1/22

6:45 pm-9:46 pm

Nonstop4h 01m

$253

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

mer. 1/14

8:00 am-12:42 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

jeu. 1/22

6:45 pm-9:46 pm

Nonstop4h 01m

$253

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

mer. 2/4

7:10 am-3:30 pm

1 stop7h 20m

San Juan Luis Munoz Marin Intl

mar. 2/10

10:45 am-7:18 pm

1 stop9h 33m

$265

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

mar. 12/2

3:40 pm-11:54 pm

1 stop7h 14m

San Juan Luis Munoz Marin Intl

mer. 12/3

6:40 pm-9:37 pm

Nonstop3h 57m

$295

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

dim. 1/18

8:00 am-12:42 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

mer. 1/21

6:15 am-2:34 pm

1 stop9h 19m

$295

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

dim. 1/25

12:00 pm-9:00 pm

1 stop8h 00m

San Juan Luis Munoz Marin Intl

jeu. 1/29

2:05 am-10:33 am

1 stop9h 28m

$299

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

dim. 2/1

10:30 am-12:36 am

2 stops13h 06m

San Juan Luis Munoz Marin Intl

mer. 2/4

2:05 am-8:32 am

1 stop7h 27m

$299

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

dim. 2/8

8:25 am-9:26 pm

2 stops12h 01m

San Juan Luis Munoz Marin Intl

jeu. 2/12

4:52 pm-11:59 pm

1 stop8h 07m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

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

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, August is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Caribbean (average of $180). Flying from Washington, D.C. Reagan-National Airport to Caribbean in April is currently the most expensive (average of $263). 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 novembre 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 25% 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 novembre 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 novembre 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.

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

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

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

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

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

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

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

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

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

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

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

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 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 Delta, JetBlue, and United Airlines fly from Washington, D.C. Reagan-National Airport to Caribbean in about 3h 42m. The time it takes to get you to your destination can typically vary by up to 5h 36m. 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 Delta. According to our data, you can fly for as low as $113. Users have also found prices from $116 and $140 on JetBlue and American Airlines, 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 $310 for a flight from Washington, D.C. Reagan-National Airport to Caribbean. The cheapest flight overall is $109 while the most popular route, (Washington, D.C. Reagan-National - San Juan Luis Munoz Marin Intl) is currently priced at $185.

  • 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, August is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Caribbean (average of $180). Flying from Washington, D.C. Reagan-National Airport to Caribbean in April is currently the most expensive (average of $263). 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

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 novembre 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$359FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$123Average$281FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$180Average$514FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$220Average$743FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$220Average$606FlexibilityNo cancel feeOn-time69%
DeltaCheapest$225Average$550FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$245Average$597FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$423Average$556FlexibilityNo 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.