Caribbean

$94+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Apr 2 — Apr 91
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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 March 28, 2025.

Round-trip from

$225
(Delta)

One-way from

$94
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$331

Good round-trip deal

$279 or less

Good one-way deal

$102 or less
From District of Columbia to Caribbean
One-way flight from District of Columbia to Caribbean
Highest demand for flights based on searches. 10% potential increase in price ($43 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 March 2025
Price to beat on a round-trip flight from District of Columbia to Caribbean.
Price to beat on a one-way flight from District of Columbia to Caribbean.

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 March 28, 2025.

This Delta deal was found by Cheapflights users on 3/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/256:00 amDCA - SJU
1 stop6h 45mDelta
Thu 5/297:00 amSJU - DCA
1 stop11h 07mDelta
Deal found 3/26$225
This JetBlue deal was found by Cheapflights users on 3/27. 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.
Tue 5/136:09 amDCA - SJU
1 stop6h 25mJetBlue
Thu 6/265:50 pmSJU - DCA
Nonstop3h 55mJetBlue
Deal found 3/27$229
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/58:40 amIAD - SJU
Nonstop3h 54mUnited Airlines
Fri 5/97:25 amSJU - IAD
Nonstop3h 59mUnited Airlines
Deal found 3/27$246
This Southwest deal was found by Cheapflights users on 3/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/303:35 pmDCA - SJU
1 stop6h 15mSouthwest
Thu 5/15:35 amSJU - DCA
1 stop11h 15mSouthwest
Deal found 3/26$250
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/52:00 pmDCA - SJU
1 stop9h 54mUnited Airlines
Thu 5/81:05 amSJU - DCA
1 stop7h 54mUnited Airlines
Deal found 3/27$255
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1012:28 pmIAD - SJU
Nonstop3h 50mFrontier
Tue 6/177:35 amSJU - IAD
Nonstop3h 53mFrontier
Deal found 3/27$265
This Delta deal was found by Cheapflights users on 3/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/256:00 amIAD - SJU
1 stop6h 45mDelta
Thu 5/291:55 pmSJU - IAD
1 stop8h 59mDelta
Deal found 3/26$270
This American Airlines deal was found by Cheapflights users on 3/28. 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.
Sat 4/2610:13 amDCA - SJU
1 stop10h 15mAmerican Airlines
Wed 4/306:21 amSJU - DCA
1 stop8h 03mAmerican Airlines
Deal found 3/28$300
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/110:22 pmDCA - NAS
1 stop11h 06mAmerican Airlines
Wed 5/77:45 amNAS - DCA
1 stop6h 39mAmerican Airlines
Deal found 3/27$330
This Delta deal was found by Cheapflights users on 3/27. 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.
Thu 4/37:59 amDCA - NAS
1 stop8h 01mDelta
Mon 4/75:25 pmNAS - DCA
1 stop5h 09mDelta
Deal found 3/27$336
This CheapOair deal was found by Cheapflights users on 3/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2412:23 pmIAD - PUJ
1 stop7h 00mFrontier
Wed 7/24:13 pmPUJ - IAD
1 stop7h 50mFrontier
Deal found 3/27$341
This JetBlue deal was found by Cheapflights users on 3/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/67:00 amDCA - PUJ
1 stop7h 10mJetBlue
Sat 5/1011:52 amPUJ - DCA
1 stop7h 08mJetBlue
Deal found 3/26$367

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 March 28, 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

Sun 5/25

6:00 am-12:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Thu 5/29

7:00 am-6:07 pm

1 stop11h 07m

$225

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 5/13

6:09 am-12:34 pm

1 stop6h 25m

San Juan Luis Munoz Marin Intl

Thu 6/26

5:50 pm-9:45 pm

Nonstop3h 55m

$229

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 5/5

8:40 am-12:34 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Fri 5/9

7:25 am-11:24 am

Nonstop3h 59m

$246

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 4/30

3:35 pm-9:50 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Thu 5/1

5:35 am-4:50 pm

1 stop11h 15m

$250

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 5/5

2:00 pm-11:54 pm

1 stop9h 54m

San Juan Luis Munoz Marin Intl

Thu 5/8

1:05 am-8:59 am

1 stop7h 54m

$255

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 6/10

12:28 pm-4:18 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Tue 6/17

7:35 am-11:28 am

Nonstop3h 53m

$265

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 5/25

6:00 am-12:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Thu 5/29

1:55 pm-10:54 pm

1 stop8h 59m

$270

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 4/26

10:13 am-8:28 pm

1 stop10h 15m

San Juan Luis Munoz Marin Intl

Wed 4/30

6:21 am-2:24 pm

1 stop8h 03m

$300

Washington, D.C.Nassau

DCA - NAS

DCANAS

Washington, D.C. Reagan-National

Thu 5/1

10:22 pm-9:28 am

1 stop11h 06m

Nassau Intl

Wed 5/7

7:45 am-2:24 pm

1 stop6h 39m

$330

Washington, D.C.Punta Cana

IAD - PUJ

IADPUJ

Washington, D.C. Dulles Intl

Tue 6/24

12:23 pm-7:23 pm

1 stop7h 00m

Punta Cana

Wed 7/2

4:13 pm-12:03 am

1 stop7h 50m

$341

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

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 December is currently the most expensive (average of $336). 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 March 28, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 March 28, 2025.

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
8.0
Very good

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 American Airlines. According to our data, you can fly for as low as $94. Users have also found prices from $99 and $108 on Delta and United 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 December is currently the most expensive (average of $336). 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.

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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$68Average$308FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$96Average$363FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$167Average$512FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$199Average$636FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$224Average$642FlexibilityNo cancel feeOn-time71%
DeltaCheapest$240Average$557FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$321Average$476FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$325Average$666FlexibilityNo cancel feeOn-time63%
AviancaCheapest$332Average$488FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$455Average$563FlexibilityNo cancel feeOn-time67%
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