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Caribbean Islands

$74+ Cheap flights from Virginia to Caribbean Islands

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
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheap flight deals from Virginia to Caribbean Islands

Keep the following information in mind while searching for Virginia to Caribbean Islands flight deals. Data was last updated April 24, 2025.

Round-trip from

$156
(CheapOair)

One-way from

$84
(Cheapflightsfares)

Popular in

December

Cheapest in

July

Average price

$459
From Virginia to Caribbean Islands
Search Deals
One-way flight from Virginia to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 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 Islands

Cheapest flights from Virginia to Caribbean Islands
Explore the most affordable flight options available from Virginia to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2512:10 pmIAD - SJU
Nonstop3h 52mFrontier
Thu 5/297:20 amSJU - IAD
Nonstop3h 55mFrontier
Deal found 4/23$156
This Frontier deal was found by Cheapflights users on 4/22. 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 5/104:07 pmRDU - SJU
Nonstop3h 22mFrontier
Fri 5/1611:25 amSJU - RDU
Nonstop3h 42mFrontier
Deal found 4/22$196
This Justfly.com deal was found by Cheapflights users on 4/22. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/104:07 pmRDU - SJU
Nonstop3h 22mMultiple Airlines
Thu 5/151:33 amSJU - RDU
1 stop11h 18mMultiple Airlines
Deal found 4/22$223
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/169:00 amDCA - SJU
1 stop10h 44mDelta
Wed 7/2312:43 pmSJU - DCA
1 stop10h 47mDelta
Deal found 4/23$225
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/85:05 pmRDU - SJU
1 stop5h 48mSpirit Airlines
Thu 6/198:24 pmSJU - RDU
1 stop11h 56mSpirit Airlines
Deal found 4/23$229
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/265:00 amDCA - SJU
1 stop10h 00mAmerican Airlines
Wed 5/286:10 amSJU - DCA
1 stop6h 12mAmerican Airlines
Deal found 4/23$231
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/17:00 amDCA - SJU
1 stop6h 45mUnited Airlines
Wed 6/41:05 amSJU - DCA
1 stop9h 22mUnited Airlines
Deal found 4/23$235
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/255:02 amIAD - SJU
1 stop9h 58mAmerican Airlines
Thu 5/297:15 amSJU - IAD
1 stop16h 47mAmerican Airlines
Deal found 4/23$245
This JetBlue deal was found by Cheapflights users on 4/22. 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.
Fri 5/93:15 pmRDU - SJU
Nonstop3h 26mJetBlue
Tue 5/132:45 pmSJU - RDU
1 stop7h 35mJetBlue
Deal found 4/22$272
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/275:35 pmIAD - SJU
1 stop6h 22mUnited Airlines
Sun 6/17:25 amSJU - IAD
Nonstop3h 59mUnited Airlines
Deal found 4/23$277
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/226:10 amIAD - SJU
1 stop7h 00mDelta
Wed 7/302:15 pmSJU - IAD
1 stop8h 44mDelta
Deal found 4/23$285
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/76:10 amRDU - SJU
1 stop9h 30mUnited Airlines
Sat 5/107:25 amSJU - RDU
1 stop6h 37mUnited Airlines
Deal found 4/23$297

Cheapflights Fare Finder

Customize your flight search to find flights from Virginia to Caribbean Islands 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 April 24, 2025.
Use the filters below to find and compare flights from Virginia to Caribbean Islands that are best for you.

Fly from

Virginia

Fly to

Caribbean Islands

Route

Depart

Return

Price

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 5/25

12:10 pm-4:02 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Thu 5/29

7:20 am-11:15 am

Nonstop3h 55m

$156

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Sat 5/10

4:07 pm-7:29 pm

Nonstop3h 22m

San Juan Luis Munoz Marin Intl

Fri 5/16

11:25 am-3:07 pm

Nonstop3h 42m

$196

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Sat 5/10

4:07 pm-7:29 pm

Nonstop3h 22m

San Juan Luis Munoz Marin Intl

Thu 5/15

1:33 am-12:51 pm

1 stop11h 18m

$223

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 7/16

9:00 am-7:44 pm

1 stop10h 44m

San Juan Luis Munoz Marin Intl

Wed 7/23

12:43 pm-11:30 pm

1 stop10h 47m

$225

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Sun 6/8

5:05 pm-10:53 pm

1 stop5h 48m

San Juan Luis Munoz Marin Intl

Thu 6/19

8:24 pm-8:20 am

1 stop11h 56m

$229

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 5/26

5:00 am-3:00 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Wed 5/28

6:10 am-12:22 pm

1 stop6h 12m

$231

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 6/1

7:00 am-1:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Wed 6/4

1:05 am-10:27 am

1 stop9h 22m

$235

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 5/25

5:02 am-3:00 pm

1 stop9h 58m

San Juan Luis Munoz Marin Intl

Thu 5/29

7:15 am-12:02 am

1 stop16h 47m

$245

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Fri 5/9

3:15 pm-6:41 pm

Nonstop3h 26m

San Juan Luis Munoz Marin Intl

Tue 5/13

2:45 pm-10:20 pm

1 stop7h 35m

$272

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 5/27

5:35 pm-11:57 pm

1 stop6h 22m

San Juan Luis Munoz Marin Intl

Sun 6/1

7:25 am-11:24 am

Nonstop3h 59m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 60 results
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Best time to book a flight from Virginia to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

What is the cheapest month to book a flight from Virginia to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Virginia to Caribbean Islands (average of $254). Flying from Virginia to Caribbean Islands 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 EPX?

Find hourly flight availability from Virginia to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 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 Islands as you normally would.

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated April 24, 2025.
Read through reviews of airlines operating flights from Virginia to Caribbean Islands, such as Delta, Southwest and Copa Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

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
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

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
4,286 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

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
7.6
Good
1,411 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

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
1,765 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

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.
United Airlines
7.4
Good
8,685 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

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 Islands. 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 Islands one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $84. Delta flights start at $99 while deals on Spirit Airlines start at $113 one-way.

  • Can I find deals for flights from Virginia to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Virginia to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Virginia to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Virginia to Caribbean Islands.

  • Can I find deals for business class flights from Virginia to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Virginia to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from Virginia to Caribbean Islands (average of $254). Flying from Virginia to Caribbean Islands 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 Islands

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 Islands

Discover the top 7 airlines that operate flights from Virginia to Caribbean Islands. 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 April 24, 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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