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Caribbean Islands

$85+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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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 November 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Mon 11/248:06 pmIAD - SJU
Nonstop3h 47mFrontier
Thu 12/46:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/12$188
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Sun 12/1412:04 pmIAD - SJU
1 stop10h 46mFrontier
Sat 12/204:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/11$189
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Thu 12/117:18 pmIAD - SJU
2 stops14h 14mFrontier
Thu 12/183:21 pmSJU - IAD
1 stop22h 53mFrontier
Deal found 11/12$191
This Frontier deal was found by Cheapflights users on 11/12. 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.
Fri 11/288:06 pmIAD - SJU
Nonstop3h 47mFrontier
Sat 11/293:58 pmSJU - IAD
Nonstop4h 03mFrontier
Deal found 11/12$193
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Sat 11/297:56 pmIAD - SJU
Nonstop3h 47mFrontier
Thu 12/116:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/12$197
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Sun 12/1410:38 amIAD - SJU
Nonstop3h 54mFrontier
Mon 12/227:25 amSJU - IAD
1 stop11h 51mFrontier
Deal found 11/12$199
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Fri 11/288:06 pmIAD - SJU
Nonstop3h 47mFrontier
Sun 12/76:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/11$200
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Sun 12/1410:38 amIAD - SJU
Nonstop3h 54mFrontier
Sun 12/214:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/12$201
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Sun 12/1412:04 pmIAD - SJU
1 stop6h 46mMultiple Airlines
Fri 12/193:54 amSJU - IAD
1 stop7h 15mMultiple Airlines
Deal found 11/11$202
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Thu 12/1110:38 amIAD - SJU
Nonstop3h 54mFrontier
Fri 12/197:30 amSJU - IAD
1 stop11h 46mFrontier
Deal found 11/12$203
This American Airlines deal was found by Cheapflights users on 11/12. 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 12/75:00 amDCA - SJU
1 stop10h 08mAmerican Airlines
Thu 12/118:18 amSJU - DCA
1 stop7h 06mAmerican Airlines
Deal found 11/12$215
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Wed 12/105:00 amDCA - SJU
1 stop10h 08mAmerican Airlines
Thu 12/1812:30 pmSJU - DCA
1 stop6h 04mAmerican Airlines
Deal found 11/12$225

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 November 13, 2025.

Round-trip from

$188
(Kiwi.com)

One-way from

$85
(Kiwi.com)

Popular in

December

Cheapest in

July

Average price

$360
From District of Columbia to Caribbean Islands
Search Deals
One-way flight from District of Columbia to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 13, 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

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 1/25

12:40 pm-8:57 pm

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Thu 1/29

6:27 pm-12:24 am

1 stop6h 57m

$195

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 1/21

3:40 pm-11:44 pm

1 stop7h 04m

San Juan Luis Munoz Marin Intl

Fri 1/30

7:30 am-2:35 pm

1 stop8h 05m

$244

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 1/27

8:00 am-12:42 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

Tue 2/10

6:45 pm-9:46 pm

Nonstop4h 01m

$253

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 1/18

8:00 am-12:42 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

Fri 1/23

6:45 pm-9:46 pm

Nonstop4h 01m

$253

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 1/17

7:10 am-3:30 pm

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Sat 1/24

10:45 am-7:53 pm

1 stop10h 08m

$260

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 11/24

6:00 am-5:26 pm

1 stop10h 26m

San Juan Luis Munoz Marin Intl

Tue 12/9

1:55 pm-9:29 pm

1 stop8h 34m

$282

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Thu 1/22

10:45 am-8:02 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

Fri 1/30

6:00 am-12:00 pm

1 stop7h 00m

$286

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 1/25

8:27 am-1:17 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 1/29

2:15 pm-9:13 pm

1 stop7h 58m

$295

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 12/2

3:40 pm-11:54 pm

1 stop7h 14m

San Juan Luis Munoz Marin Intl

Wed 12/3

6:40 pm-9:37 pm

Nonstop3h 57m

$295

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 2/2

9:30 am-8:55 pm

2 stops10h 25m

San Juan Luis Munoz Marin Intl

Sat 2/7

5:30 am-11:50 am

1 stop7h 20m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

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, June is the cheapest month in which you can book a flight from District of Columbia to Caribbean Islands (average of $86). Flying from District of Columbia to Caribbean Islands in September is currently the most expensive (average of $160). 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 November 13, 2025.

It’s typically best to fly out from District of Columbia to Caribbean Islands at noon. Doing so could potentially save you 19% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from District of Columbia to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from District of Columbia to Caribbean Islands. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their District of Columbia to Caribbean Islands flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 13, 2025.

The most flights from USDC to zzEPX are scheduled on a Thursday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

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.

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

    There are many flights that can get you from District of Columbia to Caribbean Islands in 3h 42m. Fly via Delta, JetBlue, or United Airlines to get the fastest option. The distance from District of Columbia to Caribbean Islands is about 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 Islands one-way?

    $93 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on JetBlue and United Airlines, with prices starting from $116 and $118, 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, June is the cheapest month in which you can book a flight from District of Columbia to Caribbean Islands (average of $86). Flying from District of Columbia to Caribbean Islands in September is currently the most expensive (average of $160). 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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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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$385FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$123Average$363FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$145Average$602FlexibilityNo cancel feeOn-time71%
DeltaCheapest$158Average$594FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$161Average$488FlexibilityNo cancel feeOn-time62%
AviancaCheapest$167Average$430FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$199Average$597FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$220Average$689FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$360Average$463FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$423Average$532FlexibilityNo cancel feeOn-time67%

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