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Caribbean

$86+ Cheap flights from District of Columbia 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheap flight deals from District of Columbia to Caribbean

Keep the following information in mind while searching for District of Columbia to Caribbean flight deals. Data was last updated August 18, 2025.

Round-trip from

$176
(JetBlue)

One-way from

$86
(Trip.com)

Popular in

December

Cheapest in

March

Average price

$328

Good round-trip deal

$222 or less

Good one-way deal

$113 or less
From District of Columbia to Caribbean
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One-way flight from District of Columbia to Caribbean
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Highest demand for flights based on searches. 11% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from District of Columbia to Caribbean.
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Price to beat on a one-way flight from District of Columbia to Caribbean.
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Find flight deals from District of Columbia to Caribbean

Cheapest flights from District of Columbia to Caribbean
Explore the most affordable flight options available from District of Columbia to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/218:00 amDCA - SJU
Nonstop3h 45mJetBlue
Wed 10/296:02 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 8/17$176
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/3011:11 amIAD - SJU
Nonstop3h 57mFrontier
Sun 8/316:51 amSJU - IAD
Nonstop3h 56mFrontier
Deal found 8/17$181
This American Airlines deal was found by Cheapflights users on 8/16. 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.
Tue 10/212:18 pmIAD - SJU
1 stop7h 52mAmerican Airlines
Wed 10/297:45 amSJU - IAD
1 stop11h 09mAmerican Airlines
Deal found 8/16$190
This American Airlines deal was found by Cheapflights users on 8/17. 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 10/275:00 amDCA - SJU
1 stop9h 55mAmerican Airlines
Mon 11/36:25 amSJU - DCA
1 stop10h 46mAmerican Airlines
Deal found 8/17$190
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/178:00 amDCA - SJU
Nonstop3h 50mJetBlue
Mon 11/176:51 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 8/17$191
This Trip.com deal was found by Cheapflights users on 8/18. 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 11/98:00 amDCA - SJU
Nonstop3h 50mJetBlue
Thu 11/136:51 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 8/18$195
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/98:00 amDCA - SJU
Nonstop3h 50mJetBlue
Wed 11/126:51 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 8/17$196
This Trip.com deal was found by Cheapflights users on 8/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/148:00 amDCA - SJU
Nonstop3h 45mJetBlue
Sat 10/186:05 pmSJU - DCA
Nonstop3h 51mJetBlue
Deal found 8/16$198
This Trip.com deal was found by Cheapflights users on 8/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/138:00 amDCA - SJU
Nonstop3h 45mJetBlue
Thu 10/236:05 pmSJU - DCA
Nonstop3h 51mJetBlue
Deal found 8/17$199
This Trip.com deal was found by Cheapflights users on 8/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/188:00 amDCA - SJU
Nonstop3h 45mJetBlue
Fri 10/246:05 pmSJU - DCA
Nonstop3h 51mJetBlue
Deal found 8/17$200
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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.
Thu 11/67:26 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 11/93:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 8/18$201
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/253:15 pmIAD - SJU
1 stop18h 37mFrontier
Sun 9/287:50 pmSJU - IAD
1 stop18h 35mFrontier
Deal found 8/18$204

Cheapflights Fare Finder

 
Customize your flight search to find flights from District of Columbia 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 August 18, 2025.
Use the filters below to find and compare flights from District of Columbia to Caribbean that are best for you.

Fly from

District of Columbia

Fly to

Caribbean

Route

Depart

Return

Price

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 10/22

8:00 am-11:45 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Thu 10/30

6:02 pm-9:59 pm

Nonstop3h 57m

$176

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 10/27

8:00 am-11:51 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Tue 10/28

6:02 pm-9:59 pm

Nonstop3h 57m

$176

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 10/26

8:00 am-11:51 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Wed 10/29

6:02 pm-9:59 pm

Nonstop3h 57m

$176

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 10/21

8:00 am-11:45 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Wed 10/29

6:02 pm-9:59 pm

Nonstop3h 57m

$176

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 10/22

8:00 am-11:45 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Tue 10/28

6:02 pm-9:59 pm

Nonstop3h 57m

$176

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 10/26

8:00 am-11:51 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Thu 10/30

6:02 pm-9:59 pm

Nonstop3h 57m

$176

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 10/21

8:00 am-11:45 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Fri 10/24

6:05 pm-9:56 pm

Nonstop3h 51m

$176

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 10/27

8:00 am-11:51 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Wed 10/29

6:02 pm-9:59 pm

Nonstop3h 57m

$176

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 10/21

8:00 am-11:45 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Thu 10/30

6:02 pm-9:59 pm

Nonstop3h 57m

$176

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 10/21

8:00 am-11:45 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Tue 10/28

6:02 pm-9:59 pm

Nonstop3h 57m

$176

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 60 results
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Best time to book a flight from District of Columbia to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from District of Columbia 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 District of Columbia to Caribbean

What is the cheapest month to book a flight from District of Columbia to Caribbean?

Currently, September is the cheapest month in which you can book a flight from District of Columbia to Caribbean (average of $254). Flying from District of Columbia to Caribbean in June is currently the most expensive (average of $339). 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 DC to CB?

Find hourly flight availability from District of Columbia 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 August 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from District of Columbia to Caribbean as you normally would.

Related info for your journey

Find useful and relevant information for your journey from District of Columbia to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from District of Columbia to Caribbean one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $86. Users have also found prices from $96 and $103 on United Airlines and American Airlines, respectively.

  • Can I find deals for flights from District of Columbia to Caribbean that include hotel bookings?

    Yes. In addition to deals on District of Columbia to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from District of Columbia to Caribbean?

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

  • Can I find deals for business class flights from District of Columbia to Caribbean?

    Yes. Cheapflights offers flight deals from District of Columbia 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 District of Columbia to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from District of Columbia to Caribbean (average of $254). Flying from District of Columbia to Caribbean in June is currently the most expensive (average of $339). 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 District of Columbia to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from District of Columbia to Caribbean

Discover the top 10 airlines that operate flights from District of Columbia 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$362FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$115Average$384FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$173Average$516FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$199Average$603FlexibilityNo cancel feeOn-time69%
DeltaCheapest$206Average$581FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$215Average$641FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$220Average$674FlexibilityNo cancel feeOn-time63%
AviancaCheapest$220Average$456FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$331Average$463FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$430Average$524FlexibilityNo cancel feeOn-time67%

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