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$79+ 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
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$153
(Cheapflightsfares)

One-way from

$79
(Cheapflightsfares)

Popular in

December

Cheapest in

July

Average price

$370
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 May 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 May 1, 2025.

This Frontier deal was found by Cheapflights users on 4/30. 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 6/812:28 pmIAD - SJU
Nonstop3h 50mFrontier
Thu 6/127:35 amSJU - IAD
Nonstop3h 53mFrontier
Deal found 4/30$191
This Mytrip deal was found by Cheapflights users on 4/30. 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 5/185:05 pmRDU - SJU
1 stop5h 48mSpirit Airlines
Thu 5/298:12 pmSJU - RDU
1 stop13h 00mSpirit Airlines
Deal found 4/30$223
This eDestinos deal was found by Cheapflights users on 4/30. 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.
Mon 6/21:35 pmRDU - SJU
Nonstop3h 25mFrontier
Fri 6/69:00 amSJU - RDU
Nonstop3h 40mFrontier
Deal found 4/30$225
This Delta deal was found by Cheapflights users on 4/30. 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.
Fri 5/306:05 amDCA - SJU
1 stop10h 39mDelta
Wed 6/47:00 amSJU - DCA
1 stop11h 07mDelta
Deal found 4/30$225
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/256:48 amIAD - SJU
1 stop7h 56mUnited Airlines
Sun 6/17:25 amSJU - IAD
Nonstop3h 59mUnited Airlines
Deal found 4/29$247
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/243:54 pmDCA - SJU
1 stop8h 05mAmerican Airlines
Thu 5/296:10 amSJU - DCA
1 stop8h 14mAmerican Airlines
Deal found 4/28$250
This FlightHub deal was found by Cheapflights users on 4/30. 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.
Fri 5/3010:17 amRDU - SJU
1 stop8h 50mMultiple Airlines
Fri 6/69:00 amSJU - RDU
Nonstop3h 40mMultiple Airlines
Deal found 4/30$252
This Delta deal was found by Cheapflights users on 4/30. 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.
Fri 5/3012:25 pmRDU - SJU
1 stop7h 23mDelta
Wed 6/45:43 pmSJU - RDU
1 stop6h 36mDelta
Deal found 4/30$265
This JetBlue deal was found by Cheapflights users on 4/30. 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 5/193:15 pmRDU - SJU
Nonstop3h 26mJetBlue
Sun 5/2510:40 amSJU - RDU
Nonstop3h 39mJetBlue
Deal found 4/30$279
This Delta deal was found by Cheapflights users on 4/30. 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 5/276:00 amIAD - SJU
1 stop6h 45mDelta
Fri 5/3012:50 pmSJU - IAD
1 stop11h 38mDelta
Deal found 4/30$285
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 5/146:00 amRDU - SJU
1 stop6h 34mUnited Airlines
Fri 5/161:05 amSJU - RDU
1 stop8h 00mUnited Airlines
Deal found 4/30$307
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Sat 6/711:10 amDCA - SJU
2 stops12h 44mUnited Airlines
Wed 6/111:05 amSJU - DCA
1 stop7h 52mUnited Airlines
Deal found 4/29$314

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 May 1, 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

Sun 6/8

12:28 pm-4:18 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 6/12

7:35 am-11:28 am

Nonstop3h 53m

$191

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Sun 5/18

5:05 pm-10:53 pm

1 stop5h 48m

San Juan Luis Munoz Marin Intl

Thu 5/29

8:12 pm-9:12 am

1 stop13h 00m

$223

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 5/30

6:05 am-4:44 pm

1 stop10h 39m

San Juan Luis Munoz Marin Intl

Wed 6/4

7:00 am-6:07 pm

1 stop11h 07m

$225

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Mon 6/2

1:35 pm-5:00 pm

Nonstop3h 25m

San Juan Luis Munoz Marin Intl

Fri 6/6

9:00 am-12:40 pm

Nonstop3h 40m

$225

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 5/25

6:48 am-2:44 pm

1 stop7h 56m

San Juan Luis Munoz Marin Intl

Sun 6/1

7:25 am-11:24 am

Nonstop3h 59m

$247

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 5/24

3:54 pm-11:59 pm

1 stop8h 05m

San Juan Luis Munoz Marin Intl

Thu 5/29

6:10 am-2:24 pm

1 stop8h 14m

$250

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Fri 5/30

10:17 am-7:07 pm

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Fri 6/6

9:00 am-12:40 pm

Nonstop3h 40m

$252

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Fri 5/30

12:25 pm-7:48 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Wed 6/4

5:43 pm-12:19 am

1 stop6h 36m

$265

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Mon 5/19

3:15 pm-6:41 pm

Nonstop3h 26m

San Juan Luis Munoz Marin Intl

Sun 5/25

10:40 am-2:19 pm

Nonstop3h 39m

$279

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 5/27

6:00 am-12:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Fri 5/30

12:50 pm-12:28 am

1 stop11h 38m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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 May 1, 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 May 1, 2025.
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

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
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

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.
Alaska Airlines
8.0
Very good
9,972 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

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
4,294 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

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
7.5
Good
1,414 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

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
7,934 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

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 ($79), Spirit Airlines ($110), 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$128Average$427FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$225FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$607FlexibilityNo cancel feeOn-time69%
DeltaCheapest$234Average$519FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$255Average$639FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$255Average$578FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$345Average$607FlexibilityNo cancel feeOn-time63%

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