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Caribbean

$67+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$141
(Priceline)

One-way from

$67
(Priceline)

Popular in

December

Cheapest in

July

Average price

$314
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. 8% potential increase in price ($37 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 July 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 July 3, 2025.

This Priceline deal was found by Cheapflights users on 6/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:25 amRDU - SJU
1 stop7h 46mFrontier
Sun 9/217:50 pmSJU - RDU
1 stop22h 40mFrontier
Deal found 6/30$141
This Priceline deal was found by Cheapflights users on 7/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/57:25 pmIAD - SJU
1 stop28h 34mFrontier
Wed 7/97:34 pmSJU - IAD
1 stop22h 54mFrontier
Deal found 7/3$169
This Southwest deal was found by Cheapflights users on 7/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/156:55 amDCA - SJU
1 stop6h 10mSouthwest
Thu 7/247:00 amSJU - DCA
1 stop12h 30mSouthwest
Deal found 7/2$170
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Mon 7/214:50 pmDCA - SJU
1 stop6h 00mAmerican Airlines
Wed 7/306:03 amSJU - DCA
1 stop6h 34mAmerican Airlines
Deal found 7/2$171
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Tue 7/151:06 pmIAD - SJU
1 stop11h 21mAmerican Airlines
Fri 7/187:54 amSJU - IAD
1 stop16h 04mAmerican Airlines
Deal found 7/2$175
This United Airlines deal was found by Cheapflights users on 7/1. 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 7/811:05 amDCA - SJU
1 stop9h 33mUnited Airlines
Thu 7/101:10 amSJU - DCA
1 stop9h 17mUnited Airlines
Deal found 7/1$182
This United Airlines deal was found by Cheapflights users on 7/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/246:35 amIAD - SJU
1 stop8h 09mUnited Airlines
Fri 8/293:56 pmSJU - IAD
1 stop8h 36mUnited Airlines
Deal found 7/2$185
This Priceline deal was found by Cheapflights users on 6/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/143:30 pmRDU - SJU
1 stop8h 29mMultiple Airlines
Thu 7/1710:14 pmSJU - RDU
1 stop10h 01mMultiple Airlines
Deal found 6/30$186
This JetBlue deal was found by Cheapflights users on 7/1. 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.
Thu 7/178:00 amDCA - SJU
Nonstop3h 59mJetBlue
Sun 7/206:05 pmSJU - DCA
Nonstop3h 54mJetBlue
Deal found 7/1$186
This FlightHub deal was found by Cheapflights users on 7/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/209:10 amRDU - SJU
1 stop11h 59mSpirit Airlines
Thu 7/241:37 amSJU - RDU
1 stop14h 35mSpirit Airlines
Deal found 7/3$211
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:05 amDCA - SJU
1 stop5h 53mDelta
Wed 12/31:50 pmSJU - DCA
1 stop7h 24mDelta
Deal found 7/2$250
This SmartFares deal was found by Cheapflights users on 7/1. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/156:10 amIAD - PUJ
1 stop8h 00mFrontier
Wed 7/303:24 pmPUJ - IAD
1 stop8h 48mFrontier
Deal found 7/1$329

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 July 3, 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

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Thu 9/18

6:25 am-2:11 pm

1 stop7h 46m

San Juan Luis Munoz Marin Intl

Sun 9/21

7:50 pm-6:30 pm

1 stop22h 40m

$141

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sat 8/23

11:11 am-3:08 pm

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Sat 8/30

6:30 am-10:26 am

Nonstop3h 56m

$169

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 7/15

6:55 am-1:05 pm

1 stop6h 10m

San Juan Luis Munoz Marin Intl

Thu 7/24

7:00 am-7:30 pm

1 stop12h 30m

$170

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 7/21

4:50 pm-10:50 pm

1 stop6h 00m

San Juan Luis Munoz Marin Intl

Wed 7/30

6:03 am-12:37 pm

1 stop6h 34m

$171

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 7/15

1:06 pm-12:27 am

1 stop11h 21m

San Juan Luis Munoz Marin Intl

Fri 7/18

7:54 am-11:58 pm

1 stop16h 04m

$175

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 7/8

11:05 am-8:38 pm

1 stop9h 33m

San Juan Luis Munoz Marin Intl

Thu 7/10

1:10 am-10:27 am

1 stop9h 17m

$182

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 8/24

6:35 am-2:44 pm

1 stop8h 09m

San Juan Luis Munoz Marin Intl

Fri 8/29

3:56 pm-12:32 am

1 stop8h 36m

$185

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Mon 7/14

3:30 pm-11:59 pm

1 stop8h 29m

San Juan Luis Munoz Marin Intl

Thu 7/17

10:14 pm-8:15 am

1 stop10h 01m

$186

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Thu 7/17

8:00 am-11:59 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Sun 7/20

6:05 pm-9:59 pm

Nonstop3h 54m

$186

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Sun 7/20

9:10 am-9:09 pm

1 stop11h 59m

San Juan Luis Munoz Marin Intl

Thu 7/24

1:37 am-4:12 pm

1 stop14h 35m

$211

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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 June is currently the most expensive (average of $339). 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 July 3, 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.

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 July 3, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and LATAM Airlines from Virginia to Caribbean by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
LATAM Airlines
7.5
Good
1,805 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Copa Airlines
7.5
Good
1,467 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Avelo Airlines
7.4
Good
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 ($67), American Airlines ($85), and United Airlines ($94).

  • 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 June is currently the most expensive (average of $339). 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$108Average$437FlexibilityNo cancel feeOn-time65%
FrontierCheapest$110Average$281FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$204Average$559FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$603FlexibilityNo cancel feeOn-time69%
DeltaCheapest$234Average$523FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$257Average$629FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$347Average$656FlexibilityNo cancel feeOn-time63%

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