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$89+ 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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
nov. 1 — nov. 81
sáb. 11/1
sáb. 11/8
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 octubre 2, 2025.

Round-trip from

$177
(Frontier)

One-way from

$89
(Mytrip)

Popular in

December

Cheapest in

July

Average price

$333

Good round-trip deal

$294 or less

Good one-way deal

$148 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. 10% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in October 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 octubre 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
dom. 10/199:07 pmIAD - SJU
Nonstop3h 52mFrontier
jue. 10/239:06 pmSJU - IAD
1 stop17h 19mFrontier
Deal found 9/30$174
This Frontier deal was found by Cheapflights users on 10/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/83:36 pmIAD - SJU
1 stop8h 21mFrontier
vie. 12/193:54 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 10/2$177
This Frontier deal was found by Cheapflights users on 9/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/238:06 pmIAD - SJU
Nonstop3h 47mFrontier
jue. 12/46:00 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 9/29$178
This Kiwi.com deal was found by Cheapflights users on 10/2. 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.
dom. 10/269:07 pmIAD - SJU
Nonstop3h 52mFrontier
jue. 10/307:30 amSJU - IAD
1 stop13h 27mFrontier
Deal found 10/2$182
This Frontier deal was found by Cheapflights users on 10/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/73:25 pmIAD - SJU
1 stop9h 07mFrontier
jue. 11/133:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 10/2$187
This CheapOair deal was found by Cheapflights users on 10/1. 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.
jue. 10/308:26 pmIAD - SJU
Nonstop3h 52mFrontier
dom. 11/23:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 10/1$191
This Expedia deal was found by Cheapflights users on 10/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/97:26 pmIAD - SJU
Nonstop3h 52mFrontier
vie. 11/144:31 pmSJU - IAD
1 stop8h 40mFrontier
Deal found 10/2$192
This Frontier deal was found by Cheapflights users on 9/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/248:06 pmIAD - SJU
Nonstop3h 47mFrontier
jue. 12/46:00 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 9/29$198
This Cheapflightsfares deal was found by Cheapflights users on 10/2. 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.
jue. 10/239:07 pmIAD - SJU
Nonstop3h 52mFrontier
jue. 10/303:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 10/2$199
This Cheapflightsfares deal was found by Cheapflights users on 10/2. 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.
dom. 12/710:08 amIAD - SJU
Nonstop3h 54mFrontier
jue. 12/116:00 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 10/2$200
This Kiwi.com deal was found by Cheapflights users on 10/1. 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.
dom. 11/27:26 pmIAD - SJU
Nonstop3h 52mFrontier
jue. 11/67:30 amSJU - IAD
1 stop14h 27mFrontier
Deal found 10/1$202
This Trip.com deal was found by Cheapflights users on 10/1. 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.
lun. 10/278:00 amDCA - SJU
Nonstop3h 51mJetBlue
mié. 11/56:57 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 10/1$216

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 octubre 2, 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

mar. 10/21

6:25 am-12:58 pm

1 stop6h 33m

San Juan Luis Munoz Marin Intl

mar. 10/28

7:00 am-2:50 pm

1 stop7h 50m

$233

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

sáb. 11/8

4:55 pm-3:48 am

1 stop9h 53m

San Juan Luis Munoz Marin Intl

mié. 11/12

6:51 pm-9:48 pm

Nonstop3h 57m

$235

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

dom. 11/9

8:00 am-12:50 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

jue. 11/13

6:51 pm-9:48 pm

Nonstop3h 57m

$236

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

lun. 11/3

6:00 am-2:12 pm

1 stop7h 12m

San Juan Luis Munoz Marin Intl

jue. 11/6

7:15 am-2:53 pm

1 stop8h 38m

$245

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

jue. 12/18

6:15 am-4:35 pm

1 stop9h 20m

San Juan Luis Munoz Marin Intl

vie. 12/26

2:21 pm-10:52 pm

1 stop9h 31m

$254

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

mar. 10/21

8:30 am-12:15 pm

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

jue. 10/23

6:07 pm-9:59 pm

Nonstop3h 52m

$256

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

mié. 3/18

1:00 pm-9:58 pm

1 stop8h 58m

San Juan Luis Munoz Marin Intl

mar. 3/24

7:30 am-2:51 pm

1 stop7h 21m

$257

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

lun. 3/16

1:00 pm-9:58 pm

1 stop8h 58m

San Juan Luis Munoz Marin Intl

lun. 3/23

7:30 am-2:51 pm

1 stop7h 21m

$257

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

vie. 11/14

4:55 pm-3:48 am

1 stop9h 53m

San Juan Luis Munoz Marin Intl

sáb. 11/22

6:10 pm-9:08 pm

Nonstop3h 58m

$257

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

jue. 10/30

8:00 am-11:51 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

mar. 11/4

3:34 pm-10:59 pm

1 stop8h 25m

$262

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/1

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 octubre 2, 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.

Weekly flight availability from District of Columbia to Caribbean

Explore weekly flight availability from District of Columbia 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 octubre 2, 2025.

The most flights from USDC to 0CB are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

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.

  • How long is the flight from District of Columbia to Caribbean?

    For as low as $233, JetBlue can have you in Caribbean from District of Columbia in 6h 33m. District of Columbia and Caribbean are separated by a distance of 1557 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $118. Users have also found prices from $118 and $123 on JetBlue and Delta, 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

Browse thousands of different options on Cheapflights for your next trip

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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 octubre 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$369FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$123Average$354FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$145Average$639FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$161Average$485FlexibilityNo cancel feeOn-time62%
DeltaCheapest$164Average$603FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$167Average$450FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$199Average$604FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$220Average$687FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$332Average$489FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$397Average$504FlexibilityNo cancel feeOn-time67%

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