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Caribbean Islands

$113+ Cheap flights from Virginia 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
May 2 — May 91
Sat 5/2
Sat 5/9
1 adult, Economy
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Cheap flight deals from Virginia to Caribbean Islands

Cheapest flights from Virginia to Caribbean Islands
Explore the most affordable flight options available from Virginia to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:27 pm
IAD
-
SJU
1 stop12h 37m
Frontier
Tue 5/123:03 am
SJU
-
IAD
1 stop13h 19m
Frontier
Deal found 3/28$188
This Super.com deal was found by Cheapflights users on 3/28. 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 Super.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
Sat 5/23:26 pm
SJU
-
IAD
1 stop17h 41m
Frontier
Deal found 3/28$192
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/191:26 pm
IAD
-
SJU
1 stop12h 35m
Frontier
Thu 4/233:39 pm
SJU
-
IAD
1 stop20h 32m
Frontier
Deal found 3/28$193
This Priceline deal was found by Cheapflights users on 3/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1612:35 pm
IAD
-
SJU
1 stop21h 19m
Frontier
Wed 4/2210:59 am
SJU
-
IAD
1 stop24h 36m
Frontier
Deal found 3/29$194
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:12 am
IAD
-
SJU
1 stop7h 25m
Frontier
Sat 5/23:43 pm
SJU
-
IAD
1 stop8h 53m
Frontier
Deal found 3/29$196
This CheapOair deal was found by Cheapflights users on 3/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/65:07 pm
IAD
-
SJU
1 stop9h 01m
Frontier
Mon 5/113:03 am
SJU
-
IAD
1 stop14h 49m
Frontier
Deal found 3/31$197
This Frontier deal was found by Cheapflights users on 3/31. 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
Sat 4/183:21 am
SJU
-
IAD
1 stop9h 10m
Frontier
Deal found 3/31$198
This Trip.com deal was found by Cheapflights users on 3/31. 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.
Fri 4/171:31 pm
IAD
-
SJU
1 stop12h 30m
Frontier
Thu 4/233:03 pm
SJU
-
IAD
1 stop9h 33m
Frontier
Deal found 3/31$199
This Super.com deal was found by Cheapflights users on 3/28. 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 Super.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
Sat 4/183:47 pm
SJU
-
IAD
1 stop8h 49m
Frontier
Deal found 3/28$200
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:27 pm
IAD
-
SJU
1 stop6h 41m
Frontier
Sun 5/105:39 pm
SJU
-
IAD
1 stop21h 35m
Frontier
Deal found 3/29$201
This Trip.com deal was found by Cheapflights users on 3/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
IAD
-
SJU
1 stop8h 13m
Frontier
Wed 4/296:30 am
SJU
-
IAD
1 stop29h 05m
Frontier
Deal found 3/28$202
This Frontier deal was found by Cheapflights users on 3/30. 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.
Mon 4/1312:55 pm
IAD
-
SJU
1 stop7h 05m
Frontier
Wed 4/153:21 am
SJU
-
IAD
1 stop8h 19m
Frontier
Deal found 3/30$204

Find flight deals from Virginia to Caribbean Islands

Keep the following information in mind while searching for Virginia to Caribbean Islands flight deals. Data was last updated April 2, 2026.

Round-trip from

$188
(Kiwi.com)

One-way from

$113
(Super.com)

Popular in

December

Cheapest in

September

Average price

$488
From Virginia to Caribbean Islands
Search Deals
One-way flight from Virginia to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia 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 April 2, 2026.
Use the filters below to find and compare flights from Virginia to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Sun 5/3

6:00 am-1:51 pm

1 stop7h 51m

Saint Thomas Island Cyril E King

Tue 5/12

4:27 pm-11:24 pm

1 stop6h 57m

$270

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Thu 5/7

6:00 am-3:17 pm

1 stop9h 17m

Saint Thomas Island Cyril E King

Thu 5/14

4:27 pm-11:24 pm

1 stop6h 57m

$270

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Thu 5/7

6:00 am-3:17 pm

1 stop9h 17m

Saint Thomas Island Cyril E King

Tue 5/12

4:27 pm-11:24 pm

1 stop6h 57m

$270

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Tue 5/5

6:00 am-12:12 pm

1 stop6h 12m

Saint Thomas Island Cyril E King

Tue 5/12

4:27 pm-11:24 pm

1 stop6h 57m

$270

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Tue 5/5

6:00 am-2:48 pm

1 stop8h 48m

Saint Thomas Island Cyril E King

Fri 5/8

4:27 pm-11:35 pm

1 stop7h 08m

$270

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Fri 4/17

3:05 pm-11:50 pm

1 stop8h 45m

San Juan Luis Munoz Marin Intl

Tue 4/21

4:55 pm-11:44 pm

1 stop6h 49m

$296
Quickest round-trip

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 9/8

9:00 am-12:54 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Wed 9/30

4:55 pm-8:52 pm

Nonstop3h 57m

$333

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 5/4

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Thu 5/7

4:55 pm-8:56 pm

Nonstop4h 01m

$338

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 5/6

12:00 pm-9:05 pm

2 stops9h 05m

San Juan Luis Munoz Marin Intl

Sat 5/9

2:55 pm-9:25 pm

1 stop6h 30m

$342

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 5/2

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Wed 5/6

7:40 am-5:04 pm

1 stop9h 24m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Virginia to Caribbean Islands

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

What is the cheapest month to book a flight from Virginia to Caribbean Islands?

Currently, April is the cheapest month in which you can book a flight from Virginia to Caribbean Islands (average of $129). Flying from Virginia to Caribbean Islands in March is currently the most expensive (average of $220). 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 VA to EPX?

Find hourly flight availability from Virginia 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 April 2, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 59% on flights from Virginia to Caribbean Islands by exploring options for tickets at noon.

Related info for your journey

Find useful and relevant information for your journey from Virginia 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 Virginia to Caribbean Islands?

    Airlines like Delta, United Airlines, and Southwest fly from Virginia to Caribbean Islands in about 7h 51m. The time it takes to get you to your destination can typically vary by up to 1h 14m. Airlines will cover a distance of 1591 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Virginia to Caribbean Islands one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $69. JetBlue flights start at $70 while deals on American Airlines start at $98 one-way.

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

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

  • How can I find direct flights from Virginia to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Virginia to Caribbean Islands.

  • Can I find deals for business class flights from Virginia to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Virginia 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 Virginia to Caribbean Islands?

    Currently, April is the cheapest month in which you can book a flight from Virginia to Caribbean Islands (average of $129). Flying from Virginia to Caribbean Islands in March is currently the most expensive (average of $220). 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 Virginia to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Virginia to Caribbean Islands

Discover the top 8 airlines that operate flights from Virginia 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 April 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$94Average$411FlexibilityNo cancel feeOn-time65%
FrontierCheapest$124Average$300FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$523FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$163Average$510FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$205Average$629FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$212Average$599FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$225Average$536FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$646Average$646FlexibilityNo cancel feeOn-time75%

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