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$98+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
DCA — SJU
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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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 January 27, 2026.

This United Airlines deal was found by Cheapflights users on 1/26. 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.
Mon 2/237:30 am
DCA
-
STT
1 stop7h 48m
United Airlines
Thu 2/263:05 pm
STT
-
DCA
1 stop9h 54m
United Airlines
Deal found 1/26$200
This Trip.com deal was found by Cheapflights users on 1/25. 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 5/38:00 am
DCA
-
STT
1 stop5h 48m
JetBlue
Thu 5/72:45 pm
STT
-
DCA
1 stop7h 10m
JetBlue
Deal found 1/25$203
This Trip.com deal was found by Cheapflights users on 1/25. 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.
Fri 4/105:30 pm
DCA
-
SJU
1 stop7h 59m
JetBlue
Tue 4/1411:15 am
SJU
-
DCA
1 stop7h 45m
JetBlue
Deal found 1/25$208
This Trip.com deal was found by Cheapflights users on 1/25. 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 2/23:25 pm
DCA
-
SJU
1 stop7h 23m
JetBlue
Thu 2/56:15 am
SJU
-
DCA
1 stop9h 14m
JetBlue
Deal found 1/25$209
This JetBlue deal was found by Cheapflights users on 1/27. 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.
Sat 5/28:00 am
DCA
-
STT
1 stop7h 22m
JetBlue
Wed 5/62:45 pm
STT
-
DCA
1 stop7h 10m
JetBlue
Deal found 1/27$210
This Trip.com deal was found by Cheapflights users on 1/25. 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.
Tue 2/2412:15 pm
DCA
-
SJU
1 stop7h 34m
JetBlue
Thu 2/266:10 am
SJU
-
DCA
1 stop9h 48m
JetBlue
Deal found 1/25$210
This Trip.com deal was found by Cheapflights users on 1/25. 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.
Wed 3/186:10 pm
DCA
-
SJU
1 stop7h 32m
JetBlue
Wed 3/255:10 am
SJU
-
DCA
1 stop8h 48m
JetBlue
Deal found 1/25$211
This United Airlines deal was found by Cheapflights users on 1/25. 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 3/127:30 am
DCA
-
STT
1 stop7h 48m
United Airlines
Mon 3/162:35 pm
STT
-
DCA
1 stop9h 15m
United Airlines
Deal found 1/25$216
This Delta deal was found by Cheapflights users on 1/27. 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 3/37:59 am
DCA
-
STT
1 stop7h 23m
Delta
Mon 3/93:00 pm
STT
-
DCA
1 stop6h 41m
Delta
Deal found 1/27$220
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Sun 2/156:30 am
DCA
-
STT
1 stop8h 48m
United Airlines
Thu 2/193:05 pm
STT
-
DCA
1 stop9h 54m
United Airlines
Deal found 1/26$221
This Trip.com deal was found by Cheapflights users on 1/25. 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 3/23:40 pm
DCA
-
SJU
1 stop7h 09m
JetBlue
Wed 3/41:53 pm
SJU
-
DCA
1 stop7h 00m
JetBlue
Deal found 1/25$222
This Trip.com deal was found by Cheapflights users on 1/25. 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.
Sat 5/28:00 am
DCA
-
STT
1 stop7h 22m
JetBlue
Tue 5/52:45 pm
STT
-
DCA
1 stop7h 10m
JetBlue
Deal found 1/25$225

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 January 27, 2026.

Round-trip from

$200
(United Airlines)

One-way from

$98
(American Airlines)

Popular in

December

Cheapest in

July

Average price

$335

Good round-trip deal

$289 or less

Good one-way deal

$148 or less
From Washington, D.C. Reagan-National to Caribbean
Search Deals
One-way flight from Washington, D.C. Reagan-National to Caribbean
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Washington, D.C. Reagan-National to Caribbean.
Search Deals
Price to beat on a one-way flight from Washington, D.C. Reagan-National to Caribbean.
Search Deals

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 January 27, 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

Reagan-National

Fly to

Caribbean

Route

Depart

Return

Price

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Sat 4/25

6:30 am-5:00 pm

1 stop10h 30m

Saint Thomas Island Cyril E King

Tue 4/28

2:10 pm-10:43 pm

1 stop8h 33m

$200

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Wed 3/11

6:30 am-3:18 pm

1 stop8h 48m

Saint Thomas Island Cyril E King

Thu 3/19

2:35 pm-11:50 pm

1 stop9h 15m

$200

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Mon 2/23

7:30 am-4:18 pm

1 stop7h 48m

Saint Thomas Island Cyril E King

Thu 2/26

3:05 pm-11:59 pm

1 stop9h 54m

$200

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Sat 5/2

8:00 am-3:22 pm

1 stop7h 22m

Saint Thomas Island Cyril E King

Wed 5/6

2:45 pm-9:55 pm

1 stop7h 10m

$210

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Wed 4/22

7:10 am-2:48 pm

1 stop7h 38m

Saint Thomas Island Cyril E King

Thu 4/30

1:22 pm-10:31 pm

1 stop9h 09m

$220

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Mon 4/13

6:00 am-1:13 pm

1 stop7h 13m

Saint Thomas Island Cyril E King

Thu 4/23

3:00 pm-10:31 pm

1 stop7h 31m

$220

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Tue 4/21

7:59 am-2:48 pm

1 stop6h 49m

Saint Thomas Island Cyril E King

Thu 4/30

1:22 pm-10:31 pm

1 stop9h 09m

$220

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Sun 2/15

6:30 am-4:18 pm

1 stop8h 48m

Saint Thomas Island Cyril E King

Thu 2/19

3:05 pm-11:59 pm

1 stop9h 54m

$221

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Thu 5/7

6:00 am-1:08 pm

1 stop7h 08m

Saint Thomas Island Cyril E King

Mon 5/11

1:22 pm-11:58 pm

1 stop10h 36m

$231

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Tue 4/21

6:00 am-2:48 pm

1 stop8h 48m

Saint Thomas Island Cyril E King

Wed 4/29

1:22 pm-8:30 pm

1 stop7h 08m

$242

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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, March is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Caribbean (average of $143). Flying from Washington, D.C. Reagan-National Airport to Caribbean in April is currently the most expensive (average of $265). 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 January 27, 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 January 27, 2026.
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.
Southwest
8.0
Very good
4,268 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

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
Southwest
8.0
Very good
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

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
Delta
7.9
Good
8,119 reviews
Southwest
8.0
Very good
4,268 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

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
United Airlines
7.4
Good
9,205 reviews
Southwest
8.0
Very good
4,268 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

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
American Airlines
7.2
Good
11,197 reviews
Southwest
8.0
Very good
4,268 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

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
JetBlue
7.2
Good
2,890 reviews
Southwest
8.0
Very good
4,268 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

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 United Airlines, JetBlue, and Delta 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 3h 08m. 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 Delta. According to our data, you can fly for as low as $68. Users have also found prices from $82 and $91 on Southwest and American Airlines, respectively.

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

    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 - Nassau Intl when deciding on the best route 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 $295 for a flight from Washington, D.C. Reagan-National Airport to Caribbean. The cheapest flight overall is $113 while the most popular route, (Washington, D.C. Reagan-National - San Juan Luis Munoz Marin Intl) is currently priced at $208.

  • 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, March is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Caribbean (average of $143). Flying from Washington, D.C. Reagan-National Airport to Caribbean in April is currently the most expensive (average of $265). 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.
Dulles Intl to Miami flights
Reagan-National to Miami flights
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Reagan-National to Orlando flights
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Reagan-National to Seattle flights
Baltimore to Dallas/Fort Worth flights
Reagan-National to Hobby flights
Reagan-National to San Francisco flights
Baltimore to Atlanta flights
Dulles Intl to New Orleans flights
Reagan-National to Cancún flights
Reagan-National to Luis Munoz Marin Intl flights
Baltimore to San Francisco flights
Dulles Intl to San Francisco flights
Dulles Intl to Hobby flights
Baltimore to Denver flights
Dulles Intl to Denver flights
Reagan-National to Atlanta flights
Reagan-National to O'Hare Intl flights
Baltimore to Luis Munoz Marin Intl flights
Dulles Intl to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Baltimore to Heathrow flights
Dulles Intl to Salt Lake City flights
Dulles Intl to Charles de Gaulle flights
Reagan-National to Tampa flights
Reagan-National to Dallas/Fort Worth flights
Baltimore to Seattle flights
Dulles Intl to Haneda flights
Reagan-National to George Bush Intcntl flights

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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$359FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$103Average$269FlexibilityNo cancel feeOn-time65%
DeltaCheapest$142Average$523FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$180Average$492FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$220Average$435FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$241Average$599FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$250Average$605FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$390Average$500FlexibilityNo cancel feeOn-time67%

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