Caribbean

$81+ 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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
May 12 — May 191
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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 May 7, 2025.

Round-trip from

$154
(Cheapflightsfares)

One-way from

$81
(Cheapflightsfares)

Popular in

December

Cheapest in

March

Average price

$312

Good round-trip deal

$292 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 ($44 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 May 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 May 7, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 5/6. 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 7/812:51 pmIAD - SJU
Nonstop3h 57mFrontier
Tue 7/158:00 amSJU - IAD
Nonstop3h 56mFrontier
Deal found 5/6$154
This American Airlines deal was found by Cheapflights users on 5/7. 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 5/255:02 amIAD - SJU
1 stop9h 58mAmerican Airlines
Thu 5/291:10 pmSJU - IAD
1 stop10h 52mAmerican Airlines
Deal found 5/7$235
This American Airlines deal was found by Cheapflights users on 5/6. 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 5/256:33 amDCA - SJU
1 stop6h 12mAmerican Airlines
Thu 5/293:50 pmSJU - DCA
1 stop6h 30mAmerican Airlines
Deal found 5/6$235
This United Airlines deal was found by Cheapflights users on 5/6. 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 6/17:00 amDCA - SJU
1 stop6h 45mUnited Airlines
Wed 6/42:05 amSJU - DCA
1 stop11h 53mUnited Airlines
Deal found 5/6$245
This United Airlines deal was found by Cheapflights users on 5/7. 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 6/18:40 amIAD - SJU
Nonstop3h 54mUnited Airlines
Wed 6/41:05 amSJU - IAD
1 stop6h 14mUnited Airlines
Deal found 5/7$272
This JetBlue deal was found by Cheapflights users on 5/6. 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 8/127:00 amDCA - SJU
1 stop9h 02mJetBlue
Thu 8/141:10 pmSJU - DCA
1 stop7h 49mJetBlue
Deal found 5/6$284
This Delta deal was found by Cheapflights users on 5/6. 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 8/125:00 pmDCA - SJU
1 stop6h 46mDelta
Fri 8/1512:43 pmSJU - DCA
1 stop10h 47mDelta
Deal found 5/6$295
This Mytrip deal was found by Cheapflights users on 5/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/111:54 amIAD - SJU
3 stops45h 49mMultiple Airlines
Thu 6/58:12 pmSJU - IAD
2 stops24h 05mMultiple Airlines
Deal found 5/7$298
This Mytrip deal was found by Cheapflights users on 5/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/216:10 amIAD - PUJ
1 stop8h 00mFrontier
Sat 6/283:27 pmPUJ - IAD
1 stop24h 09mFrontier
Deal found 5/7$331
This Copa Airlines deal was found by Cheapflights users on 5/6. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/314:34 pmIAD - NAS
1 stop18h 59mCopa Airlines
Mon 6/212:36 pmNAS - IAD
1 stop11h 53mCopa Airlines
Deal found 5/6$339
This American Airlines deal was found by Cheapflights users on 5/6. 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 5/138:25 amDCA - NAS
Nonstop2h 40mAmerican Airlines
Tue 5/2012:00 pmNAS - DCA
Nonstop2h 40mAmerican Airlines
Deal found 5/6$341
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Tue 5/272:05 pmIAD - PUJ
1 stop21h 42mMultiple Airlines
Fri 6/612:42 pmPUJ - IAD
1 stop22h 06mMultiple Airlines
Deal found 5/6$345

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 May 7, 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

Tue 7/8

12:51 pm-4:48 pm

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Tue 7/15

8:00 am-11:56 am

Nonstop3h 56m

$154

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 5/25

5:02 am-3:00 pm

1 stop9h 58m

San Juan Luis Munoz Marin Intl

Thu 5/29

1:10 pm-12:02 am

1 stop10h 52m

$235

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 5/25

6:33 am-12:45 pm

1 stop6h 12m

San Juan Luis Munoz Marin Intl

Thu 5/29

3:50 pm-10:20 pm

1 stop6h 30m

$235

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 6/1

7:00 am-1:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Wed 6/4

2:05 am-1:58 pm

1 stop11h 53m

$245

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 6/1

8:40 am-12:34 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Wed 6/4

1:05 am-7:19 am

1 stop6h 14m

$272

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 5/27

6:00 am-12:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Wed 6/4

7:00 am-6:07 pm

1 stop11h 07m

$295

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 6/1

11:54 am-9:43 am

3 stops45h 49m

San Juan Luis Munoz Marin Intl

Thu 6/5

8:12 pm-8:17 pm

2 stops24h 05m

$298

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 6/17

7:00 am-4:02 pm

1 stop9h 02m

San Juan Luis Munoz Marin Intl

Wed 8/6

6:45 am-4:00 pm

1 stop9h 15m

$302

Washington, D.C.Punta Cana

IAD - PUJ

IADPUJ

Washington, D.C. Dulles Intl

Sat 6/21

6:10 am-2:10 pm

1 stop8h 00m

Punta Cana

Sat 6/28

3:27 pm-3:36 pm

1 stop24h 09m

$331

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Sat 5/31

4:34 pm-11:33 am

1 stop18h 59m

Nassau Intl

Mon 6/2

12:36 pm-12:29 am

1 stop11h 53m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

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 May 7, 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 May 7, 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 May 7, 2025.
8.0
Very good

Food

7.3

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good
8.0
Very good

Food

7.3

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Food

7.3

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Food

7.3

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Food

7.3

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Food

7.3

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $81. Users have also found prices from $118 and $119 on Delta and Copa 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 May 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$68Average$329FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$96Average$384FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$199Average$623FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$203Average$518FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$224Average$646FlexibilityNo cancel feeOn-time71%
DeltaCheapest$237Average$543FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$322Average$657FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$331Average$462FlexibilityNo cancel feeOn-time70%
AviancaCheapest$332Average$497FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$445Average$530FlexibilityNo cancel feeOn-time67%

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