Caribbean

$83+ 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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Apr 22 — Apr 291
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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 April 17, 2025.

Round-trip from

$157
(Cheapflightsfares)

One-way from

$83
(Cheapflightsfares)

Popular in

December

Cheapest in

March

Average price

$385

Good round-trip deal

$294 or less

Good one-way deal

$94 or less
From District of Columbia to Caribbean
One-way flight from District of Columbia 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. 2% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in April 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 April 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2512:10 pmIAD - SJU
Nonstop3h 52mFrontier
Thu 5/297:20 amSJU - IAD
Nonstop3h 55mFrontier
Deal found 4/17$157
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2510:20 amDCA - SJU
1 stop9h 28mDelta
Fri 5/307:00 amSJU - DCA
1 stop11h 07mDelta
Deal found 4/16$225
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Sun 5/256:00 amDCA - SJU
1 stop8h 40mAmerican Airlines
Sat 5/316:10 amSJU - DCA
1 stop10h 18mAmerican Airlines
Deal found 4/17$245
This Trip.com deal was found by Cheapflights users on 4/15. 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.
Thu 5/155:26 pmIAD - SJU
1 stop7h 28mMultiple Airlines
Thu 5/227:20 amSJU - IAD
Nonstop3h 55mMultiple Airlines
Deal found 4/15$259
This United Airlines deal was found by Cheapflights users on 4/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/65:28 pmIAD - SJU
Nonstop3h 56mUnited Airlines
Thu 7/103:56 pmSJU - IAD
1 stop8h 34mUnited Airlines
Deal found 4/16$273
This Delta deal was found by Cheapflights users on 4/16. 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 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
Fri 5/301:55 pmSJU - IAD
1 stop8h 59mDelta
Deal found 4/16$285
This United Airlines deal was found by Cheapflights users on 4/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/307:00 amDCA - SJU
1 stop6h 45mUnited Airlines
Tue 6/31:25 pmSJU - DCA
1 stop8h 13mUnited Airlines
Deal found 4/17$295
This JetBlue deal was found by Cheapflights users on 4/17. 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 5/56:15 amDCA - SJU
1 stop9h 40mJetBlue
Fri 5/91:58 pmSJU - DCA
1 stop9h 00mJetBlue
Deal found 4/17$310
This Southwest deal was found by Cheapflights users on 4/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1911:35 amDCA - SJU
2 stops9h 30mSouthwest
Thu 5/227:40 amSJU - DCA
1 stop9h 10mSouthwest
Deal found 4/16$315
This Delta deal was found by Cheapflights users on 4/15. 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.
Sat 5/37:35 amIAD - NAS
1 stop6h 09mDelta
Wed 5/72:15 pmNAS - IAD
1 stop9h 20mDelta
Deal found 4/15$330
This American Airlines deal was found by Cheapflights users on 4/15. 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 5/35:00 amIAD - NAS
1 stop4h 33mAmerican Airlines
Wed 5/712:05 pmNAS - IAD
2 stops11h 57mAmerican Airlines
Deal found 4/15$334
This Frontier deal was found by Cheapflights users on 4/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/35:15 amIAD - PUJ
1 stop9h 48mFrontier
Wed 6/113:27 pmPUJ - IAD
1 stop8h 27mFrontier
Deal found 4/17$339

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 April 17, 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

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 5/25

12:10 pm-4:02 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Thu 5/29

7:20 am-11:15 am

Nonstop3h 55m

$157

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 5/25

10:20 am-7:48 pm

1 stop9h 28m

San Juan Luis Munoz Marin Intl

Fri 5/30

7:00 am-6:07 pm

1 stop11h 07m

$225

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 5/25

6:00 am-2:40 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Sat 5/31

6:10 am-4:28 pm

1 stop10h 18m

$245

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 5/15

5:26 pm-12:54 am

1 stop7h 28m

San Juan Luis Munoz Marin Intl

Thu 5/22

7:20 am-11:15 am

Nonstop3h 55m

$259

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 7/6

5:28 pm-9:24 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Thu 7/10

3:56 pm-12:30 am

1 stop8h 34m

$273

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

$285

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 5/30

7:00 am-1:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Tue 6/3

1:25 pm-9:38 pm

1 stop8h 13m

$295

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 5/5

6:15 am-3:55 pm

1 stop9h 40m

San Juan Luis Munoz Marin Intl

Fri 5/9

1:58 pm-10:58 pm

1 stop9h 00m

$310

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 5/19

11:35 am-9:05 pm

2 stops9h 30m

San Juan Luis Munoz Marin Intl

Thu 5/22

7:40 am-4:50 pm

1 stop9h 10m

$315

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Sat 5/3

7:35 am-1:44 pm

1 stop6h 09m

Nassau Intl

Wed 5/7

2:15 pm-11:35 pm

1 stop9h 20m

$330

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

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 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 April 17, 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 April 17, 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).

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 April 17, 2025.

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

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.

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

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

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

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.

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

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.

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

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.
Avelo Airlines
7.5
Good

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

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 Frontier. According to our data, you can fly for as low as $83. Users have also found prices from $99 and $108 on American Airlines 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$68Average$311FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$96Average$381FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$167Average$518FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$197Average$634FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$224Average$646FlexibilityNo cancel feeOn-time71%
DeltaCheapest$239Average$536FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$321Average$468FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$322Average$665FlexibilityNo cancel feeOn-time63%
AviancaCheapest$332Average$498FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$430Average$530FlexibilityNo cancel feeOn-time67%

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