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$65+ 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Mar 10 — Mar 171
Mon 3/10
Mon 3/17
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 March 5, 2025.

Round-trip from

$122
(CheapOair)

One-way from

$65
(Frontier)

Popular in

December

Cheapest in

May

Average price

$424
From Virginia to Caribbean
Search Deals
One-way flight from Virginia to Caribbean
Search Deals
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 ($15 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 5, 2025.

This CheapOair deal was found by Cheapflights users on 3/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2410:58 amRDU - SJU
1 stop5h 36mMultiple Airlines
Fri 3/284:44 pmSJU - RDU
Nonstop3h 54mMultiple Airlines
Deal found 3/4$122
This Cheapflightsfares deal was found by Cheapflights users on 3/5. 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.
Fri 4/49:32 pmRDU - SJU
Nonstop3h 20mFrontier
Mon 4/74:44 pmSJU - RDU
Nonstop3h 48mFrontier
Deal found 3/5$149
This CheapOair deal was found by Cheapflights users on 3/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/128:43 pmRDU - SJU
1 stop18h 58mSpirit Airlines
Wed 5/144:46 pmSJU - RDU
1 stop27h 02mSpirit Airlines
Deal found 3/4$167
This JetBlue deal was found by Cheapflights users on 3/4. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/73:15 pmRDU - SJU
Nonstop3h 26mJetBlue
Sat 5/1010:40 amSJU - RDU
Nonstop3h 39mJetBlue
Deal found 3/4$198
This Delta deal was found by Cheapflights users on 3/4. 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.
Thu 5/13:08 pmRDU - SJU
1 stop8h 07mDelta
Mon 5/56:15 amSJU - RDU
1 stop7h 48mDelta
Deal found 3/4$207
This Cheapflightsfares deal was found by Cheapflights users on 3/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/172:54 pmIAD - SJU
Nonstop3h 50mFrontier
Tue 6/2410:00 amSJU - IAD
Nonstop3h 53mFrontier
Deal found 3/4$214
This JetBlue deal was found by Cheapflights users on 3/4. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/66:30 amDCA - SJU
1 stop6h 00mJetBlue
Thu 5/152:45 pmSJU - DCA
1 stop6h 14mJetBlue
Deal found 3/4$216
This United Airlines deal was found by Cheapflights users on 3/4. 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.
Wed 4/912:55 pmIAD - SJU
1 stop10h 59mUnited Airlines
Thu 4/107:25 amSJU - IAD
Nonstop3h 59mUnited Airlines
Deal found 3/4$237
This United Airlines deal was found by Cheapflights users on 3/4. 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.
Tue 4/19:50 amRDU - SJU
2 stops14h 04mUnited Airlines
Mon 4/71:05 amSJU - RDU
1 stop7h 36mUnited Airlines
Deal found 3/4$238
This American Airlines deal was found by Cheapflights users on 3/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/245:00 amIAD - SJU
1 stop15h 28mAmerican Airlines
Fri 4/257:15 amSJU - IAD
1 stop16h 41mAmerican Airlines
Deal found 3/3$242
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Wed 4/93:54 pmDCA - SJU
1 stop8h 15mAmerican Airlines
Thu 4/105:30 amSJU - DCA
1 stop6h 16mAmerican Airlines
Deal found 3/5$242
This Delta deal was found by Cheapflights users on 3/5. 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 3/1812:15 pmIAD - SJU
1 stop11h 00mDelta
Wed 3/267:45 amSJU - IAD
1 stop11h 34mDelta
Deal found 3/5$247

Find flights from Virginia to Caribbean within your budget

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 March 5, 2025.

Fly from

Virginia

Fly to

Caribbean

Route

Depart

Return

Price

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Mon 3/24

10:58 am-4:34 pm

1 stop5h 36m

San Juan Luis Munoz Marin Intl

Fri 3/28

4:44 pm-8:38 pm

Nonstop3h 54m

$122

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Fri 4/4

9:32 pm-12:52 am

Nonstop3h 20m

San Juan Luis Munoz Marin Intl

Mon 4/7

4:44 pm-8:32 pm

Nonstop3h 48m

$149

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Mon 5/12

8:43 pm-3:41 pm

1 stop18h 58m

San Juan Luis Munoz Marin Intl

Wed 5/14

4:46 pm-7:48 pm

1 stop27h 02m

$167

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Wed 5/7

3:15 pm-6:41 pm

Nonstop3h 26m

San Juan Luis Munoz Marin Intl

Wed 5/14

10:40 am-2:19 pm

Nonstop3h 39m

$198

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Thu 5/1

3:08 pm-11:15 pm

1 stop8h 07m

San Juan Luis Munoz Marin Intl

Mon 5/5

6:15 am-2:03 pm

1 stop7h 48m

$207

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 5/22

2:54 pm-6:44 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 5/29

10:00 am-1:53 pm

Nonstop3h 53m

$216

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 5/6

6:30 am-12:30 pm

1 stop6h 00m

San Juan Luis Munoz Marin Intl

Thu 5/15

2:45 pm-8:59 pm

1 stop6h 14m

$216

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 4/9

12:55 pm-11:54 pm

1 stop10h 59m

San Juan Luis Munoz Marin Intl

Thu 4/10

7:25 am-11:24 am

Nonstop3h 59m

$237

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Tue 4/1

9:50 am-11:54 pm

2 stops14h 04m

San Juan Luis Munoz Marin Intl

Mon 4/7

1:05 am-8:41 am

1 stop7h 36m

$238

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 4/24

5:00 am-8:28 pm

1 stop15h 28m

San Juan Luis Munoz Marin Intl

Fri 4/25

7:15 am-11:56 pm

1 stop16h 41m

$242

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/4

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.

Travel insights for flights from Virginia to Caribbean

Get recent, data-driven insights about flights from Virginia to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $353). 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 March 5, 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 March 5, 2025.
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very good
4,321 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta
8.0
Very good
8,044 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Alaska Airlines
8.0
Very good
9,711 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Copa Airlines
7.6
Good
1,454 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Finnair
7.6
Good
1,271 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 ($65), Spirit Airlines ($68), and JetBlue ($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 March is currently the most expensive (average of $353). 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 March 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$128Average$391FlexibilityNo cancel feeOn-time65%
FrontierCheapest$139Average$310FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$627FlexibilityNo cancel feeOn-time69%
DeltaCheapest$233Average$531FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$241Average$649FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$256Average$577FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$344Average$588FlexibilityNo cancel feeOn-time63%
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