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$93+ 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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
ene. 8 — ene. 151
jue. 1/8
jue. 1/15
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 diciembre 9, 2025.

This eDestinos deal was found by Cheapflights users on 12/7. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/308:14 pmRDU - SJU
1 stop23h 13mFrontier
jue. 1/810:47 pmSJU - RDU
1 stop17h 03mFrontier
Deal found 12/7$174
This Frontier deal was found by Cheapflights users on 12/8. 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.
lun. 12/292:09 pmIAD - SJU
1 stop11h 30mFrontier
jue. 1/156:00 amSJU - IAD
1 stop8h 03mFrontier
Deal found 12/8$180
This Kiwi.com deal was found by Cheapflights users on 12/8. 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.
lun. 12/159:26 amIAD - SJU
1 stop13h 30mFrontier
vie. 12/194:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/8$186
This Frontier deal was found by Cheapflights users on 12/8. 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.
mar. 12/305:37 pmIAD - SJU
1 stop6h 57mFrontier
vie. 1/163:11 pmSJU - IAD
Nonstop4h 08mFrontier
Deal found 12/8$189
This Frontier deal was found by Cheapflights users on 12/8. 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.
mar. 12/305:37 pmIAD - SJU
1 stop6h 57mFrontier
jue. 1/156:00 amSJU - IAD
1 stop8h 03mFrontier
Deal found 12/8$192
This CheapOair deal was found by Cheapflights users on 12/8. 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.
mar. 12/305:37 pmIAD - SJU
1 stop6h 57mFrontier
sáb. 1/104:07 pmSJU - IAD
1 stop16h 33mFrontier
Deal found 12/8$193
This Frontier deal was found by Cheapflights users on 12/8. 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.
lun. 12/292:09 pmIAD - SJU
1 stop11h 30mFrontier
sáb. 1/1712:14 pmSJU - IAD
Nonstop4h 08mFrontier
Deal found 12/8$197
This Priceline deal was found by Cheapflights users on 12/8. 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.
lun. 12/159:26 amIAD - SJU
1 stop13h 30mFrontier
lun. 12/224:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/8$198
This Frontier deal was found by Cheapflights users on 12/6. 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.
dom. 12/1410:38 amIAD - SJU
Nonstop3h 54mFrontier
vie. 12/194:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/6$200
This Kiwi.com deal was found by Cheapflights users on 12/6. 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.
lun. 12/292:09 pmIAD - SJU
1 stop11h 30mFrontier
jue. 1/85:45 amSJU - IAD
1 stop8h 16mFrontier
Deal found 12/6$203
This CheapOair deal was found by Cheapflights users on 12/8. 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.
lun. 12/153:03 pmRDU - SJU
1 stop7h 53mFrontier
mar. 12/239:37 pmSJU - RDU
1 stop14h 15mFrontier
Deal found 12/8$205
This Trip.com deal was found by Cheapflights users on 12/9. 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.
mié. 12/177:30 amDCA - SJU
1 stop9h 27mJetBlue
dom. 12/216:01 amSJU - DCA
1 stop8h 59mJetBlue
Deal found 12/9$209

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 diciembre 9, 2025.

Round-trip from

$169
(Frontier)

One-way from

$93
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$575
From Virginia to Caribbean
Search Deals
One-way flight from Virginia to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 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 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 diciembre 9, 2025.
Use the filters below to find and compare flights from Virginia to Caribbean that are best for you.

Fly from

Virginia

Fly to

Caribbean

Route

Depart

Return

Price

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

mar. 1/27

9:00 am-5:17 pm

1 stop7h 17m

San Juan Luis Munoz Marin Intl

mar. 2/10

7:00 am-4:29 pm

1 stop10h 29m

$238

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

dom. 2/1

8:27 am-1:17 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

jue. 2/5

8:35 am-5:35 pm

1 stop10h 00m

$247

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

lun. 1/26

7:00 am-6:05 pm

1 stop10h 05m

San Juan Luis Munoz Marin Intl

vie. 2/6

6:45 pm-9:46 pm

Nonstop4h 01m

$247

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

dom. 1/25

12:40 pm-8:58 pm

1 stop7h 18m

San Juan Luis Munoz Marin Intl

jue. 1/29

3:20 pm-11:06 pm

1 stop8h 46m

$251

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

sáb. 1/24

4:15 pm-6:11 am

2 stops12h 56m

San Juan Luis Munoz Marin Intl

vie. 1/30

2:05 am-8:32 am

1 stop7h 27m

$251

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

dom. 1/18

12:37 pm-11:45 pm

1 stop10h 08m

San Juan Luis Munoz Marin Intl

vie. 1/23

6:09 am-2:45 pm

1 stop9h 36m

$251

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

sáb. 1/24

6:00 am-4:50 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

sáb. 1/31

7:00 am-4:29 pm

1 stop10h 29m

$251

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

lun. 1/26

6:00 am-5:17 pm

1 stop10h 17m

San Juan Luis Munoz Marin Intl

vie. 1/30

7:00 am-4:29 pm

1 stop10h 29m

$251

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

vie. 12/19

10:30 am-2:50 pm

Nonstop3h 20m

San Juan Luis Munoz Marin Intl

lun. 1/5

9:36 am-5:40 pm

1 stop9h 04m

$263

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

mar. 1/20

12:03 pm-4:30 pm

Nonstop3h 27m

San Juan Luis Munoz Marin Intl

vie. 2/13

7:56 am-10:40 am

Nonstop3h 44m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 60 results
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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, May is the cheapest month in which you can book a flight from Virginia to Caribbean (average of $113). Flying from Virginia to Caribbean 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 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 diciembre 9, 2025.

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 in the evening, which can drop the price by up to 21% versus a flight in the morning.

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

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

Travelers seeking maximum savings on their Virginia to Caribbean 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. 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 50m. Delta provides one of the quickest options available for as low as $247. Virginia and Caribbean are separated by a distance of 1573 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), Delta ($73), and Frontier ($84).

  • 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, May is the cheapest month in which you can book a flight from Virginia to Caribbean (average of $113). Flying from Virginia to Caribbean 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

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 7 airlines flying from Virginia to Caribbean

Discover the top 7 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 diciembre 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$304FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$90Average$419FlexibilityNo cancel feeOn-time65%
DeltaCheapest$214Average$532FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$225Average$606FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$229Average$612FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$236Average$552FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$250Average$627FlexibilityNo cancel feeOn-time63%

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