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Caribbean Islands

$77+ 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/309:58 pmIAD - SJU
1 stop10h 25mFrontier
Fri 1/910:47 pmSJU - IAD
1 stop15h 29mFrontier
Deal found 12/17$194
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/308:14 pmRDU - SJU
1 stop5h 36mFrontier
Wed 1/77:18 pmSJU - RDU
1 stop13h 35mFrontier
Deal found 12/16$194
This Priceline deal was found by Cheapflights users on 12/17. 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.
Mon 12/299:58 pmIAD - SJU
1 stop27h 52mFrontier
Sat 1/1712:14 pmSJU - IAD
Nonstop4h 08mFrontier
Deal found 12/17$197
This Frontier deal was found by Cheapflights users on 12/17. 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 1/109:23 pmSJU - IAD
1 stop11h 17mFrontier
Deal found 12/17$203
This Frontier deal was found by Cheapflights users on 12/17. 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 12/288:26 pmIAD - SJU
Nonstop3h 54mFrontier
Sat 1/109:23 pmSJU - IAD
1 stop11h 17mFrontier
Deal found 12/17$205
This Super.com deal was found by Cheapflights users on 12/17. 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.
Mon 12/298:14 pmRDU - SJU
1 stop5h 36mFrontier
Thu 1/810:47 pmSJU - RDU
1 stop17h 03mFrontier
Deal found 12/17$208
This Frontier deal was found by Cheapflights users on 12/16. 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 12/288:26 pmIAD - SJU
Nonstop3h 54mFrontier
Sun 12/283:54 amSJU - IAD
1 stop10h 20mFrontier
Deal found 12/16$212
This Frontier deal was found by Cheapflights users on 12/17. 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 12/278:26 pmIAD - SJU
Nonstop3h 54mFrontier
Sat 1/109:23 pmSJU - IAD
1 stop11h 17mFrontier
Deal found 12/17$213
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Mon 12/298:14 pmRDU - SJU
1 stop5h 36mFrontier
Tue 1/62:29 amSJU - RDU
1 stop14h 44mFrontier
Deal found 12/17$214
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/278:26 pmIAD - SJU
Nonstop3h 54mFrontier
Fri 1/910:47 pmSJU - IAD
1 stop15h 29mFrontier
Deal found 12/17$218
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/299:58 pmIAD - SJU
1 stop17h 01mFrontier
Wed 1/77:26 pmSJU - IAD
1 stop18h 35mFrontier
Deal found 12/17$220
This Orbitz deal was found by Cheapflights users on 12/17. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/288:26 pmIAD - SJU
Nonstop3h 54mFrontier
Sat 1/177:34 pmSJU - IAD
1 stop13h 30mFrontier
Deal found 12/17$224

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 December 18, 2025.

Round-trip from

$160
(Kiwi.com)

One-way from

$77
(Frontier)

Popular in

December

Cheapest in

September

Average price

$583
From Virginia to Caribbean Islands
Search Deals
One-way flight from Virginia to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 18, 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

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Sun 2/22

12:02 pm-12:39 pm

1 stop23h 37m

San Juan Luis Munoz Marin Intl

Mon 3/2

6:00 am-1:52 pm

1 stop8h 52m

$186

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Tue 1/27

12:03 pm-4:30 pm

Nonstop3h 27m

San Juan Luis Munoz Marin Intl

Tue 2/3

8:20 am-11:04 am

Nonstop3h 44m

$242

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 1/20

8:15 am-1:08 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Fri 1/30

5:25 pm-10:31 pm

1 stop6h 06m

$244

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 1/13

8:15 am-1:08 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Fri 1/23

6:10 am-1:20 pm

1 stop8h 10m

$247

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 1/21

6:00 am-5:17 pm

1 stop10h 17m

San Juan Luis Munoz Marin Intl

Sat 1/24

6:34 pm-12:24 am

1 stop6h 50m

$251

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 2/24

6:00 am-4:36 pm

1 stop9h 36m

San Juan Luis Munoz Marin Intl

Fri 2/27

2:05 am-9:29 am

1 stop8h 24m

$251

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 1/27

12:40 pm-8:58 pm

1 stop7h 18m

San Juan Luis Munoz Marin Intl

Tue 2/10

6:27 pm-12:24 am

1 stop6h 57m

$251

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 1/19

6:00 am-4:50 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Wed 1/21

2:15 pm-9:34 pm

1 stop8h 19m

$251

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 2/22

6:00 am-1:05 pm

1 stop6h 05m

San Juan Luis Munoz Marin Intl

Wed 3/4

7:00 am-4:27 pm

1 stop10h 27m

$251

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Tue 1/20

12:03 pm-4:30 pm

Nonstop3h 27m

San Juan Luis Munoz Marin Intl

Fri 2/13

7:56 am-10:40 am

Nonstop3h 44m

$262

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

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, May is the cheapest month in which you can book a flight from Virginia to Caribbean Islands (average of $113). Flying from Virginia to Caribbean Islands in June is currently the most expensive (average of $208). 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 December 18, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 21% on flights from Virginia to Caribbean Islands by exploring options for tickets in the evening.

What is the cheapest day to fly from Virginia to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Virginia to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Virginia to Caribbean Islands flight should consider departing on Tuesday at noon when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 Frontier, JetBlue, and Delta fly from Virginia to Caribbean Islands in about 3h 27m. The time it takes to get you to your destination can typically vary by up to 20h 10m. Airlines will cover a distance of 1435 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. Delta flights start at $73 while deals on Frontier start at $84 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, May is the cheapest month in which you can book a flight from Virginia to Caribbean Islands (average of $113). Flying from Virginia to Caribbean Islands in June is currently the most expensive (average of $208). 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 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$292FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$90Average$394FlexibilityNo cancel feeOn-time65%
DeltaCheapest$212Average$523FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$225Average$590FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$225Average$612FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$250Average$627FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$256Average$550FlexibilityNo cancel feeOn-time62%

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