Caribbean Islands

$77+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Jan 29 — Feb 51
We work with more than 300 partners to bring you better travel deals

Find cheap flights from District of Columbia to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 December 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/29. 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 12/308:15 pmIAD - SJU
Nonstop3h 54mFrontier
Fri 1/93:11 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/29$179
This Cheapflightsfares deal was found by Cheapflights users on 12/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:15 pmIAD - SJU
Nonstop3h 54mFrontier
Fri 1/163:11 pmSJU - IAD
Nonstop4h 08mFrontier
Deal found 12/28$195
This Frontier deal was found by Cheapflights users on 12/29. 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 12/308:15 pmIAD - SJU
Nonstop3h 54mFrontier
Sat 1/102:57 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/29$212
This Frontier deal was found by Cheapflights users on 12/29. 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 12/308:15 pmIAD - SJU
Nonstop3h 54mFrontier
Thu 1/86:30 amSJU - IAD
1 stop8h 56mFrontier
Deal found 12/29$226
This American Airlines deal was found by Cheapflights users on 12/28. 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.
Tue 12/305:00 amDCA - STT
1 stop6h 40mAmerican Airlines
Wed 12/312:31 pmSTT - DCA
1 stop6h 14mAmerican Airlines
Deal found 12/28$306
This JetBlue deal was found by Cheapflights users on 12/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/288:00 amDCA - STT
1 stop5h 00mJetBlue
Fri 1/22:55 pmSTT - DCA
1 stop7h 59mJetBlue
Deal found 12/28$316
This American Airlines deal was found by Cheapflights users on 12/27. 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.
Wed 12/319:42 amDCA - SJU
1 stop12h 52mAmerican Airlines
Sat 1/106:30 amSJU - DCA
1 stop11h 20mAmerican Airlines
Deal found 12/27$348
This JetBlue deal was found by Cheapflights users on 12/29. 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 12/318:00 amDCA - SJU
Nonstop3h 40mJetBlue
Tue 1/68:00 amSJU - DCA
1 stop9h 19mJetBlue
Deal found 12/29$355
This Priceline deal was found by Cheapflights users on 12/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:00 pmDCA - SJU
1 stop9h 59mJetBlue
Sat 1/106:35 pmSJU - DCA
Nonstop4h 01mJetBlue
Deal found 12/27$386
This American Airlines deal was found by Cheapflights users on 12/29. 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 12/307:59 pmDCA - SJU
1 stop12h 36mAmerican Airlines
Fri 1/96:30 amSJU - DCA
1 stop11h 20mAmerican Airlines
Deal found 12/29$394
This JetBlue deal was found by Cheapflights users on 12/29. 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 12/318:00 amDCA - SJU
Nonstop3h 40mJetBlue
Fri 1/96:30 pmSJU - DCA
Nonstop4h 02mJetBlue
Deal found 12/29$418
This FlightHub deal was found by Cheapflights users on 12/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amDCA - PUJ
1 stop8h 45mAir Canada
Fri 1/94:55 pmPUJ - DCA
1 stop23h 36mAir Canada
Deal found 12/29$426

Find 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 December 30, 2025.

Round-trip from

$172
(Kiwi.com)

One-way from

$77
(Frontier)

Popular in

December

Cheapest in

July

Average price

$440
From District of Columbia to Caribbean Islands
One-way flight from District of Columbia to Caribbean Islands
Highest demand for flights based on searches. 10% potential increase in price ($37 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 December 30, 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

Mon 2/2

12:00 pm-12:36 am

2 stops11h 36m

San Juan Luis Munoz Marin Intl

Thu 2/5

2:05 am-8:32 am

1 stop7h 27m

$207

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 2/22

11:00 am-9:26 pm

1 stop9h 26m

San Juan Luis Munoz Marin Intl

Tue 2/24

7:40 am-3:55 pm

1 stop9h 15m

$207

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 2/7

4:15 pm-6:11 am

2 stops12h 56m

San Juan Luis Munoz Marin Intl

Fri 2/13

2:05 am-8:29 am

1 stop7h 24m

$207

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 1/19

3:15 pm-12:36 am

1 stop8h 21m

San Juan Luis Munoz Marin Intl

Thu 1/22

4:52 pm-11:59 pm

1 stop8h 07m

$207

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Wed 1/28

8:15 am-3:05 pm

1 stop5h 50m

Saint Thomas Island Cyril E King

Wed 2/4

4:00 pm-9:32 pm

1 stop6h 32m

$209

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 2/3

6:00 am-5:17 pm

1 stop10h 17m

San Juan Luis Munoz Marin Intl

Sat 2/7

1:07 pm-8:20 pm

1 stop8h 13m

$216

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Sun 3/1

8:00 am-2:35 pm

1 stop5h 35m

Saint Thomas Island Cyril E King

Wed 3/4

3:30 pm-9:59 pm

1 stop7h 29m

$219

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Tue 2/24

7:59 am-4:22 pm

1 stop7h 23m

Saint Thomas Island Cyril E King

Thu 2/26

1:50 pm-9:34 pm

1 stop8h 44m

$219

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Wed 2/25

6:00 am-1:22 pm

1 stop6h 22m

Saint Thomas Island Cyril E King

Thu 2/26

1:50 pm-8:32 pm

1 stop7h 42m

$219

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Mon 3/2

8:00 am-2:35 pm

1 stop5h 35m

Saint Thomas Island Cyril E King

Wed 3/4

3:30 pm-9:59 pm

1 stop7h 29m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/28

Showing 1-10 of 60 results
1
2
3
...
6

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 December is currently the most expensive (average of $167). 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 December 30, 2025.

It’s typically best to fly out from District of Columbia to Caribbean Islands in the afternoon. Doing so could potentially save you 34% 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 December 27, 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. Wednesday 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 December 30, 2025.

The most flights from USDC to zzEPX are scheduled on a Monday (6 on average). You will have fewer flight options on Wednesday, 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 5h 50m. Fly via United Airlines, JetBlue, or Delta to get the fastest option. The distance from District of Columbia to Caribbean Islands is about 1591 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?

    $59 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and JetBlue, with prices starting from $64 and $67, 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 December is currently the most expensive (average of $167). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 December 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$97Average$398FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$103Average$341FlexibilityNo cancel feeOn-time65%
DeltaCheapest$142Average$594FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$161Average$498FlexibilityNo cancel feeOn-time62%
AviancaCheapest$167Average$453FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$199Average$589FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$219Average$607FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$220Average$616FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$238Average$480FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$390Average$506FlexibilityNo cancel feeOn-time67%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.