HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$88+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Virginia to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 December 17, 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
Sat 1/109:23 pmSJU - IAD
1 stop11h 17mFrontier
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 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 12/309:58 pmIAD - SJU
1 stop17h 01mFrontier
Fri 1/910:47 pmSJU - IAD
1 stop15h 29mFrontier
Deal found 12/16$204
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.
Sun 12/288:26 pmIAD - SJU
Nonstop3h 54mFrontier
Sat 1/109:19 pmSJU - IAD
1 stop17h 49mFrontier
Deal found 12/17$206
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.
Sun 12/288:26 pmIAD - SJU
Nonstop3h 54mFrontier
Fri 1/910:47 pmSJU - IAD
1 stop15h 29mFrontier
Deal found 12/17$209
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 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 12/298:14 pmRDU - SJU
1 stop5h 36mFrontier
Tue 1/62:29 amSJU - RDU
1 stop14h 44mFrontier
Deal found 12/17$215
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 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
Sun 12/283:54 amSJU - IAD
1 stop10h 20mFrontier
Deal found 12/17$225
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
Thu 1/83:11 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/17$232

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 December 17, 2025.

Round-trip from

$160
(Priceline)

One-way from

$88
(Super.com)

Popular in

December

Cheapest in

September

Average price

$583
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 ($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 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 17, 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

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

Sat 1/31

5:10 pm-12:10 am

1 stop6h 00m

San Juan Luis Munoz Marin Intl

Sat 2/7

5:30 am-3:55 pm

1 stop11h 25m

$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 1/5

4:45 pm-1:05 am

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Thu 1/8

3:45 pm-9:45 pm

1 stop7h 00m

$252

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Fri 1/30

8:15 am-3:05 pm

1 stop5h 50m

Saint Thomas Island Cyril E King

Fri 2/6

5:15 pm-9:46 pm

1 stop5h 31m

$263

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 1/1

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Wed 1/21

8:35 am-4:00 pm

1 stop8h 25m

$266

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 2/8

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 2/12

8:35 am-4:05 pm

1 stop8h 30m

$266

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

$267

Washington, D.C.Saint Thomas Island

DCA - STT

DCASTT

Washington, D.C. Reagan-National

Fri 2/27

8:00 am-2:35 pm

1 stop5h 35m

Saint Thomas Island Cyril E King

Tue 3/3

3:30 pm-9:59 pm

1 stop7h 29m

$268

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 60 results
1
2
3
...
6

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 December 17, 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 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. 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 6h. Delta provides one of the quickest options available for as low as $251. 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), 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.
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Cancún flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Cancún flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Orlando flights
Dallas/Fort Worth to John F Kennedy Intl flights
Newark to West Palm Beach flights
Los Angeles to Haneda flights
Los Angeles to Newark flights
Dallas/Fort Worth to LaGuardia flights
John F Kennedy Intl to Dallas/Fort Worth flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
LaGuardia to Orlando flights
O'Hare Intl to Cancún flights
Newark to Orlando flights
Newark to Las Vegas flights
Newark to Los Angeles flights
Dallas/Fort Worth to Cancún flights
John F Kennedy Intl to West Palm Beach flights
Dallas/Fort Worth to Newark flights
Dallas/Fort Worth to Las Vegas flights
O'Hare Intl to Dallas/Fort Worth flights
John F Kennedy Intl to Heathrow flights
John F Kennedy Intl to Mexico City flights
LaGuardia to Dallas/Fort Worth flights
Newark to Luis Munoz Marin Intl flights
O'Hare Intl to Las Vegas flights
Newark to Dallas/Fort Worth flights
Seattle to Dallas/Fort Worth flights
Newark to Heathrow flights
O'Hare Intl to John F Kennedy Intl flights
Dulles Intl to Cancún flights
John F Kennedy Intl to Charles de Gaulle flights
Newark to Mexico City flights
Seattle to Los Angeles flights
San Francisco to Las Vegas flights
John F Kennedy Intl to Haneda flights
John F Kennedy Intl to Tampa flights
Los Angeles to Narita flights
Reagan-National to Miami flights
LaGuardia to Cancún flights
Minneapolis to Sky Harbor Intl flights
San Francisco to John F Kennedy Intl flights

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 December 17, 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%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.