Caribbean Islands

$76+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Mar 14 — Mar 211
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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 February 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/9. 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 2/208:20 pm
IAD
-
SJU
Nonstop3h 45m
Multiple Airlines
Fri 2/276:27 pm
SJU
-
IAD
1 stop16h 07m
Multiple Airlines
Deal found 2/9$165
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sat 4/1112:28 pm
IAD
-
SJU
Nonstop3h 53m
Frontier
Wed 4/153:19 pm
SJU
-
IAD
1 stop16h 08m
Frontier
Deal found 2/11$166
This Frontier deal was found by Cheapflights users on 2/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1112:28 pm
IAD
-
SJU
Nonstop3h 53m
Frontier
Thu 4/163:18 pm
SJU
-
IAD
1 stop9h 18m
Frontier
Deal found 2/11$168
This Travelocity deal was found by Cheapflights users on 2/10. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Sat 2/283:53 am
SJU
-
IAD
1 stop28h 27m
Frontier
Deal found 2/10$169
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 2/218:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Wed 2/253:53 am
SJU
-
IAD
1 stop6h 32m
Frontier
Deal found 2/9$171
This Super.com deal was found by Cheapflights users on 2/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Fri 2/276:00 am
SJU
-
IAD
1 stop13h 07m
Frontier
Deal found 2/9$173
This Trip.com deal was found by Cheapflights users on 2/9. 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.
Sat 2/148:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Fri 2/204:17 pm
SJU
-
IAD
Nonstop4h 08m
Frontier
Deal found 2/9$175
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/238:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Sat 2/283:53 am
SJU
-
IAD
1 stop28h 27m
Frontier
Deal found 2/10$176
This Frontier deal was found by Cheapflights users on 2/9. 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 2/208:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Wed 2/253:53 am
SJU
-
IAD
1 stop6h 32m
Frontier
Deal found 2/9$178
This United Airlines deal was found by Cheapflights users on 2/9. 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.
Mon 3/168:59 am
IAD
-
STT
Nonstop3h 57m
United Airlines
Thu 3/194:25 pm
STT
-
IAD
1 stop6h 54m
United Airlines
Deal found 2/9$196
This American Airlines deal was found by Cheapflights users on 2/9. 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 3/85:00 am
DCA
-
STT
1 stop9h 46m
American Airlines
Thu 3/1212:02 pm
STT
-
DCA
1 stop11h 08m
American Airlines
Deal found 2/9$200
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Thu 3/55:00 am
IAD
-
STT
1 stop9h 53m
American Airlines
Thu 3/194:42 pm
STT
-
IAD
1 stop16h 06m
American Airlines
Deal found 2/9$200

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 February 12, 2026.

Round-trip from

$165
(Kiwi.com)

One-way from

$76
(Super.com)

Popular in

December

Cheapest in

July

Average price

$310
From District of Columbia to Caribbean Islands
One-way flight from District of Columbia to Caribbean Islands
Highest demand for flights based on searches. 12% potential increase in price ($46 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 February 2026

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 February 12, 2026.
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.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Wed 3/11

8:59 am-12:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Wed 3/18

2:05 pm-11:59 pm

1 stop9h 54m

$196

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Thu 4/9

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Tue 4/14

2:10 pm-12:15 am

1 stop10h 05m

$196

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Wed 3/11

7:30 am-3:18 pm

1 stop7h 48m

Saint Thomas Island Cyril E King

Wed 3/18

2:05 pm-10:52 pm

1 stop8h 47m

$200

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Thu 3/5

7:30 am-4:18 pm

1 stop7h 48m

Saint Thomas Island Cyril E King

Tue 3/10

2:35 pm-11:50 pm

1 stop9h 15m

$200

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Wed 3/11

6:30 am-3:18 pm

1 stop8h 48m

Saint Thomas Island Cyril E King

Mon 3/16

2:35 pm-11:50 pm

1 stop9h 15m

$200

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sun 3/22

8:59 am-12:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Thu 3/26

12:02 pm-4:25 pm

Nonstop4h 23m

$201

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Mon 3/16

8:59 am-12:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Wed 3/25

12:02 pm-4:25 pm

Nonstop4h 23m

$201

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Thu 3/5

6:15 am-4:18 pm

1 stop9h 03m

Saint Thomas Island Cyril E King

Wed 3/11

12:02 pm-4:25 pm

Nonstop4h 23m

$206

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Wed 4/8

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Tue 4/14

2:10 pm-12:15 am

1 stop10h 05m

$206

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Wed 3/11

8:59 am-12:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Tue 3/17

4:25 pm-11:19 pm

1 stop6h 54m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

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, January is the cheapest month in which you can book a flight from District of Columbia to Caribbean Islands (average of $73). Flying from District of Columbia to Caribbean Islands in December is currently the most expensive (average of $166). 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 February 12, 2026.

It’s typically best to fly out from District of Columbia to Caribbean Islands in the afternoon. Doing so could potentially save you 35% 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 February 7, 2026.

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 February 12, 2026.

The most flights from USDC to zzEPX are scheduled on a Monday (5 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 57m. Fly via United Airlines, Delta, or Southwest to get the fastest option. The distance from District of Columbia to Caribbean Islands is about 1608 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?

    $54 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and JetBlue, with prices starting from $59 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, January is the cheapest month in which you can book a flight from District of Columbia to Caribbean Islands (average of $73). Flying from District of Columbia to Caribbean Islands in December is currently the most expensive (average of $166). 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 February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$401FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$103Average$339FlexibilityNo cancel feeOn-time65%
DeltaCheapest$124Average$554FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$156Average$507FlexibilityNo cancel feeOn-time62%
AviancaCheapest$162Average$382FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$183Average$479FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$189Average$475FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$190Average$580FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$190Average$588FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$191Average$611FlexibilityNo cancel feeOn-time63%

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