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Caribbean Islands

$83+ 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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$165
(American Airlines)

One-way from

$83
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$470
From Virginia to Caribbean Islands
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One-way flight from Virginia to Caribbean Islands
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Highest demand for flights based on searches. 6% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 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 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 July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/115:55 amDCA - SJU
1 stop9h 05mAmerican Airlines
Fri 8/155:15 pmSJU - DCA
1 stop15h 19mAmerican Airlines
Deal found 7/30$165
This CheapOair deal was found by Cheapflights users on 7/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/910:09 amIAD - SJU
Nonstop3h 52mFrontier
Thu 11/136:25 amSJU - IAD
Nonstop3h 56mFrontier
Deal found 7/30$177
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Mon 10/208:39 amIAD - SJU
Nonstop3h 55mUnited Airlines
Tue 10/287:30 amSJU - IAD
Nonstop4h 05mUnited Airlines
Deal found 7/29$181
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/212:18 pmIAD - SJU
1 stop7h 52mAmerican Airlines
Sun 10/267:10 amSJU - IAD
1 stop16h 40mAmerican Airlines
Deal found 7/30$195
This CheapOair deal was found by Cheapflights users on 7/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/289:23 amRDU - SJU
1 stop25h 41mSpirit Airlines
Thu 10/211:59 amSJU - RDU
1 stop26h 36mSpirit Airlines
Deal found 7/30$207
This Trip.com deal was found by Cheapflights users on 7/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/98:25 amDCA - SJU
Nonstop3h 50mJetBlue
Sat 9/136:05 pmSJU - DCA
Nonstop3h 50mJetBlue
Deal found 7/30$207
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/86:00 amIAD - SJU
1 stop7h 10mDelta
Fri 9/195:41 pmSJU - IAD
1 stop6h 32mDelta
Deal found 7/28$215
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Mon 9/226:00 amDCA - SJU
1 stop9h 42mUnited Airlines
Mon 9/221:05 amSJU - DCA
1 stop9h 23mUnited Airlines
Deal found 7/31$230
This Trip.com deal was found by Cheapflights users on 7/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/263:14 pmRDU - SJU
Nonstop3h 41mJetBlue
Fri 8/2910:39 amSJU - RDU
Nonstop3h 40mJetBlue
Deal found 7/31$234
This Delta deal was found by Cheapflights users on 7/30. 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.
Wed 10/15:00 pmDCA - SJU
1 stop6h 47mDelta
Thu 10/91:10 pmSJU - DCA
1 stop9h 54mDelta
Deal found 7/30$235
This Southwest deal was found by Cheapflights users on 7/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/27:30 amDCA - SJU
1 stop8h 35mSouthwest
Wed 11/55:45 amSJU - DCA
2 stops10h 15mSouthwest
Deal found 7/30$238
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/58:07 pmRDU - SJU
Nonstop3h 21mMultiple Airlines
Mon 12/86:00 amSJU - RDU
1 stop17h 26mMultiple Airlines
Deal found 7/29$256

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 July 31, 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

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 8/11

5:55 am-3:00 pm

1 stop9h 05m

San Juan Luis Munoz Marin Intl

Fri 8/15

5:15 pm-8:34 am

1 stop15h 19m

$165

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 10/9

11:44 am-3:36 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Sun 10/12

7:00 am-10:56 am

Nonstop3h 56m

$178

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 10/20

8:39 am-12:34 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Tue 10/28

7:30 am-11:35 am

Nonstop4h 05m

$181

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 10/21

2:18 pm-10:10 pm

1 stop7h 52m

San Juan Luis Munoz Marin Intl

Sun 10/26

7:10 am-11:50 pm

1 stop16h 40m

$195

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Sun 9/28

9:23 am-11:04 am

1 stop25h 41m

San Juan Luis Munoz Marin Intl

Thu 10/2

11:59 am-2:35 pm

1 stop26h 36m

$207

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 9/9

8:25 am-12:15 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Sat 9/13

6:05 pm-9:55 pm

Nonstop3h 50m

$207

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 9/8

6:00 am-1:10 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Fri 9/19

5:41 pm-12:13 am

1 stop6h 32m

$215

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 9/22

6:00 am-3:42 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Mon 9/22

1:05 am-10:28 am

1 stop9h 23m

$230

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Tue 8/26

3:14 pm-6:55 pm

Nonstop3h 41m

San Juan Luis Munoz Marin Intl

Fri 8/29

10:39 am-2:19 pm

Nonstop3h 40m

$234

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 9/19

7:50 am-3:10 pm

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Sun 9/21

10:30 pm-12:50 pm

2 stops14h 20m

$243

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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 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 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 July 31, 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.

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 July 31, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and LATAM Airlines from Virginia to Caribbean Islands by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
LATAM Airlines
7.5
Good
1,822 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Copa Airlines
7.5
Good
1,493 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 American Airlines, which is currently one of the cheapest options available, starting at $83. United Airlines flights start at $88 while deals on Frontier start at $89 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 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 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$295FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$108Average$427FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$204Average$553FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$599FlexibilityNo cancel feeOn-time69%
DeltaCheapest$234Average$518FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$254Average$630FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$290Average$649FlexibilityNo cancel feeOn-time63%

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