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Caribbean Islands

$86+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap 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 September 16, 2025.

Round-trip from

$168
(Frontier)

One-way from

$86
(Frontier)

Popular in

December

Cheapest in

September

Average price

$301
From Virginia to Caribbean Islands
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One-way flight from Virginia to Caribbean Islands
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Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 16, 2025.

This Frontier deal was found by Cheapflights users on 9/13. 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.
Sun 11/97:26 pmIAD - SJU
Nonstop3h 52mFrontier
Thu 11/133:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/13$168
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/27:26 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 11/93:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/15$181
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Sun 10/199:07 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 11/23:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/14$182
This Frontier deal was found by Cheapflights users on 9/14. 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.
Thu 10/239:07 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 11/23:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/14$183
This Frontier deal was found by Cheapflights users on 9/15. 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.
Thu 10/308:26 pmIAD - SJU
Nonstop3h 52mFrontier
Thu 11/63:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/15$184
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/67:26 pmIAD - SJU
Nonstop3h 52mFrontier
Thu 11/133:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/13$186
This CheapOair deal was found by Cheapflights users on 9/15. 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.
Thu 10/239:07 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 10/264:26 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/15$189
This Frontier deal was found by Cheapflights users on 9/14. 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.
Sun 10/266:15 amIAD - SJU
1 stop7h 54mFrontier
Thu 10/303:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/14$196
This Frontier deal was found by Cheapflights users on 9/14. 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.
Thu 10/169:07 pmIAD - SJU
Nonstop3h 52mFrontier
Tue 10/216:22 amSJU - IAD
2 stops13h 24mFrontier
Deal found 9/14$197
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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.
Thu 10/169:07 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 10/194:26 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/13$205
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Thu 10/308:26 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 11/23:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/14$206
This Trip.com deal was found by Cheapflights users on 9/14. 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 10/148:30 amDCA - SJU
Nonstop3h 45mJetBlue
Thu 10/166:07 pmSJU - DCA
Nonstop3h 52mJetBlue
Deal found 9/14$219

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 September 16, 2025.
Use the filters below to find and compare flights from Virginia to Caribbean Islands that are best for you.

Fly from

Virginia

Fly to

Caribbean Islands

Route

Depart

Return

Price

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 11/11

7:01 am-5:26 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Thu 11/13

3:20 pm-11:03 pm

1 stop8h 43m

$245

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 10/22

8:30 am-12:15 pm

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Wed 11/5

5:05 am-12:47 pm

1 stop8h 42m

$246

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 10/21

8:30 am-12:15 pm

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Wed 11/5

11:30 am-6:59 pm

1 stop8h 29m

$246

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 10/21

7:37 am-1:52 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Fri 10/24

6:05 pm-9:57 pm

Nonstop3h 52m

$246

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 10/21

7:37 am-1:52 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Thu 10/23

6:07 pm-9:59 pm

Nonstop3h 52m

$246

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 10/20

8:30 am-12:15 pm

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Tue 11/4

12:30 pm-6:59 pm

1 stop7h 29m

$260

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Mon 9/29

3:08 pm-10:00 pm

1 stop6h 52m

San Juan Luis Munoz Marin Intl

Thu 10/2

2:26 pm-12:13 am

1 stop9h 47m

$261

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Tue 10/21

2:01 pm-9:59 pm

1 stop7h 58m

San Juan Luis Munoz Marin Intl

Fri 10/31

5:43 pm-12:17 am

1 stop6h 34m

$261

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 10/12

8:30 am-12:15 pm

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Thu 10/16

1:25 pm-10:56 pm

1 stop9h 31m

$261

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 10/20

8:30 am-12:15 pm

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Sat 11/1

4:05 pm-10:15 pm

1 stop6h 10m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 60 results
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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, September is the cheapest month in which you can book a flight from Virginia to Caribbean Islands (average of $254). Flying from Virginia 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 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 September 16, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Virginia to Caribbean Islands as you normally would.

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, JetBlue, and United Airlines fly from Virginia to Caribbean Islands in about 3h 45m. The time it takes to get you to your destination can typically vary by up to 5h 40m. Airlines will cover a distance of 1557 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 United Airlines, which is currently one of the cheapest options available, starting at $118. Frontier flights start at $118 while deals on JetBlue start at $118 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, September is the cheapest month in which you can book a flight from Virginia to Caribbean Islands (average of $254). Flying from Virginia 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

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 7 airlines flying from Virginia to Caribbean Islands

Discover the top 7 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$288FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$108Average$428FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$204Average$560FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$594FlexibilityNo cancel feeOn-time69%
DeltaCheapest$234Average$534FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$254Average$630FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$255Average$647FlexibilityNo cancel feeOn-time63%

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