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$74+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
abr. 30 — may. 71
mié. 4/30
mié. 5/7
1 adult, Economy
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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 abril 25, 2025.

Round-trip from

$148
(Frontier)

One-way from

$74
(Cheapflightsfares)

Popular in

December

Cheapest in

July

Average price

$459
From Virginia to Caribbean
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One-way flight from Virginia to Caribbean
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Highest demand for flights based on searches. 11% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 abril 25, 2025.

This Frontier deal was found by Cheapflights users on 4/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 7/612:26 pmIAD - SJU
Nonstop3h 57mFrontier
mar. 7/88:00 amSJU - IAD
Nonstop3h 56mFrontier
Deal found 4/25$148
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/124:07 pmRDU - SJU
Nonstop3h 22mFrontier
sáb. 5/1711:25 amSJU - RDU
Nonstop3h 42mFrontier
Deal found 4/24$210
This Delta deal was found by Cheapflights users on 4/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/256:00 amIAD - SJU
1 stop10h 33mDelta
vie. 6/612:50 pmSJU - IAD
1 stop8h 44mDelta
Deal found 4/25$225
This Delta deal was found by Cheapflights users on 4/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/255:00 pmDCA - SJU
1 stop6h 42mDelta
lun. 6/22:31 pmSJU - DCA
1 stop8h 11mDelta
Deal found 4/25$225
This CheapOair deal was found by Cheapflights users on 4/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/149:15 pmRDU - SJU
Nonstop3h 25mMultiple Airlines
jue. 6/198:24 pmSJU - RDU
1 stop11h 56mMultiple Airlines
Deal found 4/24$229
This American Airlines deal was found by Cheapflights users on 4/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/278:02 pmIAD - SJU
1 stop15h 08mAmerican Airlines
mié. 6/47:15 amSJU - IAD
1 stop16h 47mAmerican Airlines
Deal found 4/25$231
This United Airlines deal was found by Cheapflights users on 4/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 6/17:00 amDCA - SJU
1 stop6h 45mUnited Airlines
mié. 6/41:05 amSJU - DCA
1 stop9h 22mUnited Airlines
Deal found 4/25$235
This American Airlines deal was found by Cheapflights users on 4/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/265:00 amDCA - SJU
1 stop10h 00mAmerican Airlines
vie. 5/301:10 pmSJU - DCA
1 stop9h 10mAmerican Airlines
Deal found 4/24$245
This Cheapflightsfares deal was found by Cheapflights users on 4/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/2610:17 amRDU - SJU
1 stop8h 50mSpirit Airlines
dom. 6/11:33 amSJU - RDU
1 stop11h 18mSpirit Airlines
Deal found 4/24$247
This Trip.com deal was found by Cheapflights users on 4/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/185:26 pmIAD - SJU
1 stop7h 28mMultiple Airlines
jue. 5/227:20 amSJU - IAD
Nonstop3h 55mMultiple Airlines
Deal found 4/24$249
This United Airlines deal was found by Cheapflights users on 4/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/26:20 amIAD - SJU
1 stop7h 25mUnited Airlines
mié. 9/173:56 pmSJU - IAD
1 stop8h 36mUnited Airlines
Deal found 4/24$275
This JetBlue deal was found by Cheapflights users on 4/23. 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.
mar. 8/126:35 amRDU - SJU
1 stop7h 13mJetBlue
jue. 8/2110:45 amSJU - RDU
Nonstop3h 40mJetBlue
Deal found 4/23$285

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 abril 25, 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

dom. 7/6

12:26 pm-4:23 pm

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

mar. 7/8

8:00 am-11:56 am

Nonstop3h 56m

$148

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

lun. 5/12

4:07 pm-7:29 pm

Nonstop3h 22m

San Juan Luis Munoz Marin Intl

sáb. 5/17

11:25 am-3:07 pm

Nonstop3h 42m

$210

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

dom. 5/25

6:00 am-4:33 pm

1 stop10h 33m

San Juan Luis Munoz Marin Intl

vie. 6/6

12:50 pm-9:34 pm

1 stop8h 44m

$225

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

dom. 5/25

5:00 pm-11:42 pm

1 stop6h 42m

San Juan Luis Munoz Marin Intl

lun. 6/2

2:31 pm-10:42 pm

1 stop8h 11m

$225

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

sáb. 6/14

9:15 pm-12:40 am

Nonstop3h 25m

San Juan Luis Munoz Marin Intl

jue. 6/19

8:24 pm-8:20 am

1 stop11h 56m

$229

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

mar. 5/27

8:02 pm-11:10 am

1 stop15h 08m

San Juan Luis Munoz Marin Intl

mié. 6/4

7:15 am-12:02 am

1 stop16h 47m

$231

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

dom. 6/1

7:00 am-1:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

mié. 6/4

1:05 am-10:27 am

1 stop9h 22m

$235

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

lun. 5/26

8:22 am-3:00 pm

1 stop6h 38m

San Juan Luis Munoz Marin Intl

jue. 5/29

6:10 am-12:22 pm

1 stop6h 12m

$245

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

lun. 5/26

10:17 am-7:07 pm

1 stop8h 50m

San Juan Luis Munoz Marin Intl

dom. 6/1

1:33 am-12:51 pm

1 stop11h 18m

$247

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

dom. 5/18

5:26 pm-12:54 am

1 stop7h 28m

San Juan Luis Munoz Marin Intl

jue. 5/22

7:20 am-11:15 am

Nonstop3h 55m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

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 December is currently the most expensive (average of $336). 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 abril 25, 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 abril 25, 2025.
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Southwest
8.0
Very good
4,289 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Copa Airlines
7.6
Good
1,411 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
LATAM Airlines
7.5
Good
1,767 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Avelo Airlines
7.5
Good
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 ($74), Spirit Airlines ($108), and Delta ($113).

  • 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 December is currently the most expensive (average of $336). 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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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 abril 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$128Average$423FlexibilityNo cancel feeOn-time65%
FrontierCheapest$130Average$231FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$609FlexibilityNo cancel feeOn-time69%
DeltaCheapest$233Average$519FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$255Average$637FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$255Average$579FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$359Average$616FlexibilityNo cancel feeOn-time63%

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