Caribbean Islands

$88+ Cheap flights from District of Columbia to Caribbean Islands

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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Jun 23 — Jun 301
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Cheap flight deals from District of Columbia to Caribbean Islands

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

Round-trip from

$176
(JetBlue)

One-way from

$88
(Southwest)

Popular in

December

Cheapest in

March

Average price

$366
From District of Columbia to Caribbean Islands
One-way flight from District of Columbia to Caribbean Islands
Highest demand for flights based on searches. 11% potential increase in price ($46 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in June 2025

Find flight deals from District of Columbia to Caribbean Islands

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

This JetBlue deal was found by Cheapflights users on 6/17. 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.
Wed 6/258:00 amDCA - SJU
Nonstop4h 03mJetBlue
Sat 6/285:50 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 6/17$176
This Priceline deal was found by Cheapflights users on 6/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/107:25 pmIAD - SJU
1 stop28h 34mFrontier
Sat 7/1211:20 amSJU - IAD
1 stop7h 08mFrontier
Deal found 6/16$179
This United Airlines deal was found by Cheapflights users on 6/17. 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.
Tue 7/153:05 pmDCA - SJU
1 stop8h 57mUnited Airlines
Tue 7/291:10 amSJU - DCA
1 stop8h 12mUnited Airlines
Deal found 6/17$214
This Delta deal was found by Cheapflights users on 6/16. 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.
Sat 6/214:56 pmDCA - SJU
1 stop6h 58mDelta
Wed 6/251:31 pmSJU - DCA
1 stop10h 02mDelta
Deal found 6/16$220
This Delta deal was found by Cheapflights users on 6/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2412:49 pmIAD - SJU
1 stop9h 59mDelta
Fri 6/277:30 amSJU - IAD
1 stop7h 06mDelta
Deal found 6/17$225
This American Airlines deal was found by Cheapflights users on 6/16. 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.
Sat 6/211:40 pmDCA - SJU
1 stop9h 45mAmerican Airlines
Tue 6/2411:55 amSJU - DCA
1 stop11h 13mAmerican Airlines
Deal found 6/16$240
This American Airlines deal was found by Cheapflights users on 6/17. 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.
Fri 6/2011:50 amIAD - SJU
1 stop11h 35mAmerican Airlines
Sat 6/216:15 amSJU - IAD
1 stop11h 20mAmerican Airlines
Deal found 6/17$245
This United Airlines deal was found by Cheapflights users on 6/16. 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.
Tue 8/55:55 pmIAD - SJU
1 stop11h 35mUnited Airlines
Mon 8/181:25 pmSJU - IAD
1 stop9h 02mUnited Airlines
Deal found 6/16$255
This Trip.com deal was found by Cheapflights users on 6/17. 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.
Tue 7/1512:51 pmIAD - SJU
Nonstop3h 57mMultiple Airlines
Mon 7/213:50 pmSJU - IAD
1 stop8h 22mMultiple Airlines
Deal found 6/17$259
This Southwest deal was found by Cheapflights users on 6/16. 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 8/1812:55 pmDCA - SJU
1 stop7h 50mSouthwest
Thu 8/215:00 amSJU - DCA
2 stops7h 50mSouthwest
Deal found 6/16$274
This Frontier deal was found by Cheapflights users on 6/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/96:10 amIAD - PUJ
1 stop8h 24mFrontier
Tue 8/123:25 pmPUJ - IAD
1 stop8h 47mFrontier
Deal found 6/16$324
This Air Canada deal was found by Cheapflights users on 6/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1710:20 amIAD - NAS
1 stop7h 10mAir Canada
Mon 9/226:30 pmNAS - IAD
1 stop15h 08mAir Canada
Deal found 6/16$355

Cheapflights Fare Finder

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

Fly from

District of Columbia

Fly to

Caribbean Islands

Route

Depart

Return

Price

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 6/25

8:00 am-12:03 pm

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

Sat 6/28

5:50 pm-9:47 pm

Nonstop3h 57m

$176

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 7/10

7:25 pm-11:59 pm

1 stop28h 34m

San Juan Luis Munoz Marin Intl

Sat 7/12

11:20 am-6:28 pm

1 stop7h 08m

$179

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 7/15

3:05 pm-12:02 am

1 stop8h 57m

San Juan Luis Munoz Marin Intl

Tue 7/29

1:10 am-9:22 am

1 stop8h 12m

$214

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 6/21

4:56 pm-11:54 pm

1 stop6h 58m

San Juan Luis Munoz Marin Intl

Wed 6/25

1:31 pm-11:33 pm

1 stop10h 02m

$220

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 6/24

12:49 pm-10:48 pm

1 stop9h 59m

San Juan Luis Munoz Marin Intl

Fri 6/27

7:30 am-2:36 pm

1 stop7h 06m

$225

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 6/21

1:40 pm-11:25 pm

1 stop9h 45m

San Juan Luis Munoz Marin Intl

Tue 6/24

11:55 am-11:08 pm

1 stop11h 13m

$240

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 6/22

5:28 pm-9:24 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Wed 6/25

1:05 am-7:20 am

1 stop6h 15m

$241

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Fri 6/20

11:50 am-11:25 pm

1 stop11h 35m

San Juan Luis Munoz Marin Intl

Sat 6/21

6:15 am-5:35 pm

1 stop11h 20m

$245

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 7/15

12:51 pm-4:48 pm

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Mon 7/21

3:50 pm-12:12 am

1 stop8h 22m

$259

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 8/18

12:55 pm-8:45 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Thu 8/21

5:00 am-12:50 pm

2 stops7h 50m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

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

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

Currently, September is the cheapest month in which you can book a flight from District of Columbia to Caribbean Islands (average of $254). Flying from District of Columbia to Caribbean Islands 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 EPX?

Find hourly flight availability from District of Columbia to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 18, 2025.

When flying from District of Columbia to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from District of Columbia to Caribbean Islands

Explore weekly flight availability from District of Columbia to Caribbean Islands. 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 June 18, 2025.

The most flights from USDC to zzEPX are scheduled on a Tuesday (3 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 Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated June 18, 2025.
Read through reviews of airlines operating flights from District of Columbia to Caribbean Islands, such as Southwest, Delta and LATAM Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from District of Columbia to Caribbean Islands. 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 Islands one-way?

    $88 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Frontier and American Airlines, with prices starting from $90 and $98, respectively.

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

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

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

    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 Islands.

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

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

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

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 Islands

Discover the top 10 airlines that operate flights from District of Columbia to Caribbean Islands. 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$79Average$344FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$113Average$381FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$180Average$513FlexibilityNo cancel feeOn-time62%
DeltaCheapest$206Average$539FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$214Average$618FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$222Average$641FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$325Average$689FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$332Average$467FlexibilityNo cancel feeOn-time70%
AviancaCheapest$332Average$498FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$430Average$518FlexibilityNo cancel feeOn-time67%

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