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Caribbean

$65+ Cheap flights from Virginia to Caribbean

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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Apr 28 — May 51
Tue 4/28
Tue 5/5
1 adult, Economy
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Cheap flight deals from Virginia to Caribbean

Cheapest flights from Virginia to Caribbean
Explore the most affordable flight options available from Virginia to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 29, 2026.

This Frontier deal was found by Cheapflights users on 3/24. 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 4/118:30 pm
IAD
-
SJU
1 stop11h 26m
Frontier
Thu 4/163:03 pm
SJU
-
IAD
1 stop9h 33m
Frontier
Deal found 3/24$186
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 Frontier deal was found by Cheapflights users on 3/26. 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 5/83:59 pm
IAD
-
SJU
1 stop8h 51m
Frontier
Sat 5/96:00 am
SJU
-
IAD
1 stop12h 32m
Frontier
Deal found 3/26$191
This Expedia deal was found by Cheapflights users on 3/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:34 pm
IAD
-
SJU
1 stop7h 18m
Frontier
Sat 4/117:21 am
SJU
-
IAD
Nonstop4h 12m
Frontier
Deal found 3/26$192
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 5/56:37 pm
IAD
-
SJU
1 stop7h 31m
Frontier
Sun 5/105:39 pm
SJU
-
IAD
1 stop21h 35m
Frontier
Deal found 3/25$193
This Frontier deal was found by Cheapflights users on 3/27. 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.
Fri 5/13:08 pm
IAD
-
SJU
1 stop10h 53m
Frontier
Tue 5/56:00 am
SJU
-
IAD
1 stop11h 52m
Frontier
Deal found 3/27$194
This Mytrip deal was found by Cheapflights users on 3/24. 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 5/97:27 pm
IAD
-
SJU
1 stop6h 41m
Frontier
Sat 5/166:00 am
SJU
-
IAD
1 stop12h 32m
Frontier
Deal found 3/24$195
This Frontier deal was found by Cheapflights users on 3/27. 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.
Sun 5/310:02 am
IAD
-
SJU
1 stop12h 54m
Frontier
Sat 5/96:00 am
SJU
-
IAD
1 stop12h 32m
Frontier
Deal found 3/27$196
This CheapOair deal was found by Cheapflights users on 3/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:27 pm
IAD
-
SJU
1 stop12h 37m
Frontier
Mon 5/113:03 am
SJU
-
IAD
1 stop14h 49m
Frontier
Deal found 3/27$197
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 4/1312:55 pm
IAD
-
SJU
1 stop7h 05m
Frontier
Fri 4/173:19 pm
SJU
-
IAD
1 stop16h 08m
Frontier
Deal found 3/26$198
This Frontier deal was found by Cheapflights users on 3/24. 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 4/73:15 pm
IAD
-
SJU
1 stop9h 37m
Frontier
Tue 4/73:16 am
SJU
-
IAD
1 stop6h 55m
Frontier
Deal found 3/24$199
This Frontier deal was found by Cheapflights users on 3/26. 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
Mon 4/203:23 pm
SJU
-
IAD
1 stop9h 13m
Frontier
Deal found 3/26$200

Find flight deals from Virginia to Caribbean

Keep the following information in mind while searching for Virginia to Caribbean flight deals. Data was last updated March 29, 2026.

Round-trip from

$186
(Frontier)

One-way from

$65
(Frontier)

Popular in

December

Cheapest in

September

Average price

$401

Good round-trip deal

$233 or less

Good one-way deal

$160 or less
From Virginia to Caribbean
Search Deals
One-way flight from Virginia to Caribbean
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 March 2026
Search Deals
Price to beat on a round-trip flight from Virginia to Caribbean.
Search Deals
Price to beat on a one-way flight from Virginia to Caribbean.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia to Caribbean 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 March 29, 2026.
Use the filters below to find and compare flights from Virginia to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

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

Wed 4/15

4:45 pm-8:58 pm

Nonstop4h 13m

$329

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 4/15

8:00 am-11:43 am

Nonstop3h 43m

San Juan Luis Munoz Marin Intl

Fri 4/24

6:00 pm-9:56 pm

Nonstop3h 56m

$333

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 4/22

6:00 am-4:23 pm

1 stop10h 23m

San Juan Luis Munoz Marin Intl

Wed 4/29

12:55 pm-9:37 pm

1 stop8h 42m

$342

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 8/3

1:00 pm-11:35 pm

2 stops10h 35m

San Juan Luis Munoz Marin Intl

Sun 8/9

6:00 am-6:50 pm

1 stop12h 50m

$342

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 5/2

7:00 am-8:34 pm

2 stops13h 34m

San Juan Luis Munoz Marin Intl

Thu 5/7

1:00 am-8:20 am

1 stop7h 20m

$342

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 5/13

1:58 pm-10:17 pm

1 stop8h 19m

San Juan Luis Munoz Marin Intl

Tue 5/19

2:48 pm-11:44 pm

1 stop8h 56m

$342

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Tue 5/5

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Thu 5/7

1:22 pm-10:49 pm

1 stop9h 27m

$356

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 5/6

10:30 am-8:34 pm

1 stop10h 04m

San Juan Luis Munoz Marin Intl

Sun 5/10

1:00 am-9:30 am

1 stop8h 30m

$359

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 4/5

10:10 am-8:34 pm

1 stop10h 24m

San Juan Luis Munoz Marin Intl

Thu 4/9

2:55 pm-11:59 pm

1 stop9h 04m

$363

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sun 5/10

6:00 am-3:43 pm

1 stop9h 43m

Saint Thomas Island Cyril E King

Thu 5/14

4:45 pm-8:58 pm

Nonstop4h 13m

$366

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

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

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

Currently, April is the cheapest month in which you can book a flight from Virginia to Caribbean (average of $129). Flying from Virginia to Caribbean 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 CB?

Find hourly flight availability from Virginia to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 29, 2026.

When flying from Virginia to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 66% versus a flight in the morning.

Related info for your journey

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

    A quick flight from Virginia to Caribbean can take about 3h 43m. United Airlines provides one of the quickest options available for as low as $333. Virginia and Caribbean are separated by a distance of 1557 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airlines for a one-way flight from Virginia to Caribbean are Spirit Airlines ($69), JetBlue ($70), and American Airlines ($98).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Virginia to Caribbean 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?

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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Virginia to Caribbean

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

Discover the top 8 airlines that operate flights from Virginia to Caribbean. 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 March 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$94Average$405FlexibilityNo cancel feeOn-time65%
FrontierCheapest$110Average$292FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$494FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$163Average$528FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$205Average$624FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$212Average$594FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$225Average$537FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$646Average$646FlexibilityNo cancel feeOn-time75%

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