Caribbean

$90+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Jun 17 — Jun 241
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Cheap flight deals from Virginia to Caribbean

Keep the following information in mind while searching for Virginia to Caribbean flight deals. Data was last updated June 12, 2025.

Round-trip from

$167
(Kiwi.com)

One-way from

$90
(Priceline)

Popular in

December

Cheapest in

July

Average price

$448
From Virginia to Caribbean
One-way flight from Virginia to Caribbean
Highest demand for flights based on searches. 8% potential increase in price ($36 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in June 2025

Find 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 June 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/10. 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 10/316:10 amRDU - SJU
1 stop8h 05mFrontier
Mon 11/33:59 amSJU - RDU
1 stop10h 04mFrontier
Deal found 6/10$167
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 10/28:06 pmIAD - SJU
1 stop6h 28mFrontier
Sun 10/53:21 pmSJU - IAD
1 stop8h 45mFrontier
Deal found 6/11$176
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/127:59 pmDCA - SJU
1 stop9h 31mUnited Airlines
Thu 8/141:05 amSJU - DCA
1 stop7h 17mUnited Airlines
Deal found 6/10$181
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/309:20 amRDU - SJU
1 stop9h 59mMultiple Airlines
Tue 8/1212:59 amSJU - RDU
1 stop12h 25mMultiple Airlines
Deal found 6/10$189
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/141:40 pmDCA - SJU
1 stop9h 45mAmerican Airlines
Thu 6/1912:59 amSJU - DCA
1 stop10h 05mAmerican Airlines
Deal found 6/11$190
This United Airlines deal was found by Cheapflights users on 6/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/225:28 pmIAD - SJU
Nonstop3h 56mUnited Airlines
Tue 6/241:05 amSJU - IAD
1 stop6h 14mUnited Airlines
Deal found 6/12$191
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/97:25 amDCA - SJU
1 stop6h 25mSouthwest
Tue 7/152:45 pmSJU - DCA
1 stop8h 00mSouthwest
Deal found 6/10$220
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/83:59 pmDCA - SJU
1 stop6h 24mDelta
Sat 7/127:00 amSJU - DCA
1 stop11h 14mDelta
Deal found 6/10$255
This JetBlue deal was found by Cheapflights users on 6/10. 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.
Mon 8/188:00 amDCA - SJU
Nonstop3h 57mJetBlue
Thu 8/211:10 pmSJU - DCA
1 stop7h 49mJetBlue
Deal found 6/10$267
This JetBlue deal was found by Cheapflights users on 6/11. 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.
Tue 10/148:00 amRDU - SJU
1 stop5h 45mJetBlue
Mon 10/2011:55 amSJU - RDU
Nonstop3h 39mJetBlue
Deal found 6/11$280
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Sun 7/138:24 pmRDU - SJU
2 stops29h 11mSpirit Airlines
Sat 7/194:30 pmSJU - RDU
2 stops23h 42mSpirit Airlines
Deal found 6/11$288
This FlightHub deal was found by Cheapflights users on 6/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1212:23 pmIAD - PUJ
1 stop8h 26mFrontier
Sat 6/146:45 pmPUJ - IAD
1 stop16h 43mFrontier
Deal found 6/11$319

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 June 12, 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

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Fri 10/31

6:10 am-2:15 pm

1 stop8h 05m

San Juan Luis Munoz Marin Intl

Mon 11/3

3:59 am-1:03 pm

1 stop10h 04m

$167

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 8/25

6:10 am-2:26 pm

1 stop8h 16m

San Juan Luis Munoz Marin Intl

Sat 8/30

3:21 pm-11:58 pm

1 stop8h 37m

$179

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 8/12

7:59 pm-5:30 am

1 stop9h 31m

San Juan Luis Munoz Marin Intl

Thu 8/14

1:05 am-8:22 am

1 stop7h 17m

$181

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Mon 6/30

9:20 am-7:19 pm

1 stop9h 59m

San Juan Luis Munoz Marin Intl

Tue 8/12

12:59 am-1:24 pm

1 stop12h 25m

$189

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 6/22

5:28 pm-9:24 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Tue 6/24

1:05 am-7:19 am

1 stop6h 14m

$191

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 7/14

6:05 am-1:26 pm

1 stop7h 21m

San Juan Luis Munoz Marin Intl

Wed 7/23

7:00 am-6:14 pm

1 stop11h 14m

$215

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 7/9

7:25 am-1:50 pm

1 stop6h 25m

San Juan Luis Munoz Marin Intl

Tue 7/15

2:45 pm-10:45 pm

1 stop8h 00m

$220

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Thu 6/26

10:35 am-7:19 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Sun 6/29

8:24 pm-6:21 pm

2 stops21h 57m

$263

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 8/18

8:00 am-11:57 am

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Thu 8/21

1:10 pm-8:59 pm

1 stop7h 49m

$267

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Tue 6/24

3:15 pm-6:51 pm

Nonstop3h 36m

San Juan Luis Munoz Marin Intl

Wed 8/6

10:45 am-2:25 pm

Nonstop3h 40m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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, September is the cheapest month in which you can book a flight from Virginia to Caribbean (average of $254). Flying from Virginia to Caribbean in June is currently the most expensive (average of $339). 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 June 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Virginia to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated June 12, 2025.

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.
  • 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 Frontier ($90), United Airlines ($103), and American Airlines ($103).

  • 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, September is the cheapest month in which you can book a flight from Virginia to Caribbean (average of $254). Flying from Virginia to Caribbean in June is currently the most expensive (average of $339). 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.

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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$207FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$166Average$430FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$204Average$566FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$606FlexibilityNo cancel feeOn-time69%
DeltaCheapest$234Average$525FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$254Average$631FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$346Average$656FlexibilityNo cancel feeOn-time63%

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