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Caribbean Islands

$82+ 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 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Round-trip from

$197
(Frontier)

One-way from

$82
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$361
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. 7% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Thu 12/1110:38 amIAD - SJU
Nonstop3h 54mFrontier
Mon 12/229:37 pmSJU - IAD
1 stop24h 26mFrontier
Deal found 10/29$199
This deal was found by Cheapflights users on 10/28. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/143:03 pmIAD - SJU
1 stop9h 29mFrontier
Fri 11/214:08 pmSJU - IAD
Nonstop4h 03mFrontier
Deal found 10/28$200
This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2711:12 amIAD - SJU
1 stop9h 00mFrontier
Thu 12/46:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 10/27$203
This Frontier deal was found by Cheapflights users on 10/30. 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.
Sun 12/75:26 pmIAD - SJU
2 stops15h 11mFrontier
Mon 12/224:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 10/30$204
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/97:26 pmIAD - SJU
Nonstop3h 52mMultiple Airlines
Thu 11/133:37 pmSJU - IAD
2 stops9h 34mMultiple Airlines
Deal found 10/28$205
This Frontier deal was found by Cheapflights users on 10/29. 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.
Wed 12/317:01 pmIAD - SJU
2 stops12h 38mFrontier
Mon 1/124:02 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 10/29$207
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/227:56 pmIAD - SJU
Nonstop3h 47mFrontier
Mon 11/243:59 amSJU - IAD
1 stop28h 46mFrontier
Deal found 10/30$208
This CheapOair deal was found by Cheapflights users on 10/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/227:56 pmIAD - SJU
Nonstop3h 47mFrontier
Sun 11/233:59 amSJU - IAD
1 stop28h 46mFrontier
Deal found 10/30$209
This Frontier deal was found by Cheapflights users on 10/29. 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.
Thu 11/206:55 amIAD - SJU
2 stops18h 59mFrontier
Tue 11/254:08 pmSJU - IAD
Nonstop4h 03mFrontier
Deal found 10/29$210
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Fri 11/216:42 pmIAD - SJU
1 stop28h 27mMultiple Airlines
Tue 11/254:08 pmSJU - IAD
Nonstop4h 03mMultiple Airlines
Deal found 10/29$211
This Vliegwinkel deal was found by Cheapflights users on 10/28. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/168:00 amDCA - SJU
Nonstop3h 50mJetBlue
Tue 11/256:10 pmSJU - DCA
Nonstop3h 58mJetBlue
Deal found 10/28$215
This JetBlue deal was found by Cheapflights users on 10/29. 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.
Sun 12/78:00 amDCA - SJU
Nonstop3h 51mJetBlue
Tue 12/96:40 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 10/29$216

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 October 30, 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

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 1/25

8:00 am-12:42 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

Wed 1/28

6:45 pm-9:46 pm

Nonstop4h 01m

$216

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 1/19

8:00 am-12:42 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

Wed 1/28

6:45 pm-9:46 pm

Nonstop4h 01m

$216

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 3/18

6:10 am-1:16 pm

1 stop7h 06m

San Juan Luis Munoz Marin Intl

Wed 3/25

2:21 pm-11:02 pm

1 stop8h 41m

$225

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 1/19

6:59 am-2:30 pm

1 stop6h 31m

San Juan Luis Munoz Marin Intl

Mon 1/26

7:00 am-4:29 pm

1 stop10h 29m

$237

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 1/18

12:37 pm-11:44 pm

1 stop10h 07m

San Juan Luis Munoz Marin Intl

Fri 1/23

6:27 pm-12:24 am

1 stop6h 57m

$242

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Fri 1/9

9:40 am-3:01 pm

2 stops28h 21m

San Juan Luis Munoz Marin Intl

Sun 1/18

7:10 am-10:03 am

Nonstop3h 53m

$245

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 1/25

8:00 am-12:42 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

Fri 1/30

6:00 am-12:00 pm

1 stop7h 00m

$258

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 1/18

3:30 pm-1:22 am

1 stop8h 52m

San Juan Luis Munoz Marin Intl

Thu 1/22

6:45 pm-9:46 pm

Nonstop4h 01m

$258

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 1/18

10:00 am-6:02 pm

1 stop7h 02m

San Juan Luis Munoz Marin Intl

Fri 1/23

6:45 pm-9:46 pm

Nonstop4h 01m

$258

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 3/24

6:00 am-1:14 pm

1 stop7h 14m

San Juan Luis Munoz Marin Intl

Wed 3/25

2:21 pm-11:02 pm

1 stop8h 41m

$260

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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 $109). Flying from Virginia to Caribbean Islands in February is currently the most expensive (average of $230). 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 October 30, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 23% 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 evenings 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 JetBlue, Delta, and Frontier fly from Virginia to Caribbean Islands in about 3h 42m. The time it takes to get you to your destination can typically vary by up to 24h 39m. 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 Delta, which is currently one of the cheapest options available, starting at $88. United Airlines flights start at $108 while deals on Copa Airlines start at $119 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 $109). Flying from Virginia to Caribbean Islands in February is currently the most expensive (average of $230). 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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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$309FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$108Average$436FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$208Average$595FlexibilityNo cancel feeOn-time69%
DeltaCheapest$234Average$527FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$242Average$613FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$255Average$614FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$266Average$576FlexibilityNo cancel feeOn-time62%

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