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$71+ 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
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 April 4, 2025.

Round-trip from

$167
(Cheapflightsfares)

One-way from

$71
(eDestinos)

Popular in

December

Cheapest in

July

Average price

$408
From Virginia to Caribbean
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One-way flight from Virginia to Caribbean
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 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 April 4, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/3. 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 5/2512:10 pmIAD - SJU
Nonstop3h 52mFrontier
Thu 5/297:20 amSJU - IAD
Nonstop3h 55mFrontier
Deal found 4/3$167
This Cheapflightsfares deal was found by Cheapflights users on 4/3. 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.
Mon 4/288:39 pmRDU - SJU
Nonstop3h 20mFrontier
Fri 5/211:25 amSJU - RDU
Nonstop3h 42mFrontier
Deal found 4/3$194
This Mytrip deal was found by Cheapflights users on 4/3. 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.
Mon 5/1210:17 amRDU - SJU
2 stops25h 14mSpirit Airlines
Fri 5/168:12 pmSJU - RDU
2 stops35h 43mSpirit Airlines
Deal found 4/3$204
This FlightHub deal was found by Cheapflights users on 4/2. 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 4/216:46 pmRDU - SJU
1 stop13h 40mMultiple Airlines
Fri 4/254:01 pmSJU - RDU
Nonstop3h 48mMultiple Airlines
Deal found 4/2$215
This United Airlines deal was found by Cheapflights users on 4/4. 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.
Thu 5/83:36 pmIAD - SJU
1 stop8h 21mUnited Airlines
Thu 5/227:25 amSJU - IAD
Nonstop3h 59mUnited Airlines
Deal found 4/4$236
This JetBlue Airways deal was found by Cheapflights users on 4/3. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/306:15 amDCA - SJU
1 stop9h 45mJetBlue
Wed 5/71:58 pmSJU - DCA
1 stop9h 00mJetBlue
Deal found 4/3$239
This Delta deal was found by Cheapflights users on 4/4. 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.
Sun 4/276:00 amIAD - SJU
1 stop7h 10mDelta
Thu 5/16:35 amSJU - IAD
1 stop6h 27mDelta
Deal found 4/4$255
This JetBlue deal was found by Cheapflights users on 4/3. 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.
Sat 4/266:00 amRDU - SJU
Nonstop3h 24mJetBlue
Wed 4/3010:40 amSJU - RDU
Nonstop3h 39mJetBlue
Deal found 4/3$255
This Delta deal was found by Cheapflights users on 4/4. 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.
Sat 5/34:00 pmDCA - SJU
1 stop7h 15mDelta
Sat 5/107:00 amSJU - DCA
1 stop11h 07mDelta
Deal found 4/4$255
This Delta deal was found by Cheapflights users on 4/4. 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.
Sun 4/275:15 pmRDU - SJU
1 stop6h 00mDelta
Sat 5/36:15 amSJU - RDU
1 stop7h 56mDelta
Deal found 4/4$258
This American Airlines deal was found by Cheapflights users on 4/2. 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 5/173:54 pmDCA - SJU
1 stop8h 05mAmerican Airlines
Thu 5/225:25 amSJU - DCA
1 stop6h 24mAmerican Airlines
Deal found 4/2$260
This Southwest deal was found by Cheapflights users on 4/4. 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.
Sat 4/264:30 pmDCA - SJU
1 stop7h 25mSouthwest
Tue 4/294:30 pmSJU - DCA
1 stop6h 25mSouthwest
Deal found 4/4$265

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 April 4, 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 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

$167

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Mon 4/28

8:39 pm-11:59 pm

Nonstop3h 20m

San Juan Luis Munoz Marin Intl

Fri 5/2

11:25 am-3:07 pm

Nonstop3h 42m

$194

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Mon 5/12

10:17 am-11:31 am

2 stops25h 14m

San Juan Luis Munoz Marin Intl

Fri 5/16

8:12 pm-7:55 am

2 stops35h 43m

$204

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Mon 4/21

6:46 pm-8:26 am

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Fri 4/25

4:01 pm-7:49 pm

Nonstop3h 48m

$215

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 5/8

3:36 pm-11:57 pm

1 stop8h 21m

San Juan Luis Munoz Marin Intl

Thu 5/22

7:25 am-11:24 am

Nonstop3h 59m

$236

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 4/30

6:15 am-4:00 pm

1 stop9h 45m

San Juan Luis Munoz Marin Intl

Wed 5/7

1:58 pm-10:58 pm

1 stop9h 00m

$239

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 4/27

6:00 am-1:10 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Fri 5/9

7:30 am-6:47 pm

1 stop11h 17m

$255

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Sat 4/26

6:00 am-9:24 am

Nonstop3h 24m

San Juan Luis Munoz Marin Intl

Wed 4/30

10:40 am-2:19 pm

Nonstop3h 39m

$255

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 5/3

4:00 pm-11:15 pm

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Sat 5/10

7:00 am-6:07 pm

1 stop11h 07m

$255

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Sun 4/27

5:15 pm-11:15 pm

1 stop6h 00m

San Juan Luis Munoz Marin Intl

Sat 5/3

6:15 am-2:11 pm

1 stop7h 56m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

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 April 4, 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 April 4, 2025.
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

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
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

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
9,837 reviews
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

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
4,276 reviews
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

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.
Air Transat
7.8
Good
382 reviews
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

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
1,404 reviews
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

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 Spirit Airlines ($71), Frontier ($89), and United Airlines ($99).

  • 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 April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$128Average$409FlexibilityNo cancel feeOn-time65%
FrontierCheapest$134Average$295FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$623FlexibilityNo cancel feeOn-time69%
DeltaCheapest$234Average$535FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$256Average$578FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$257Average$632FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$349Average$610FlexibilityNo cancel feeOn-time63%

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