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Virginia

$129+ Cheap flights from Caribbean to Virginia

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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — RIC
Jun 27 — Jul 41
Sat 6/27
Sat 7/4
1 adult, Economy
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Cheap flight deals from Caribbean to Virginia

Cheapest flights from Caribbean to Virginia
Explore the most affordable flight options available from Caribbean to Virginia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 28, 2026.

This American Airlines deal was found by Cheapflights users on 5/27. 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 8/412:55 am
SJU
-
DCA
1 stop9h 05m
American Airlines
Wed 8/55:35 pm
DCA
-
SJU
1 stop6h 24m
American Airlines
Deal found 5/27$241
This American Airlines deal was found by Cheapflights users on 5/27. 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 8/196:00 am
SJU
-
DCA
1 stop6h 38m
American Airlines
Fri 8/216:59 pm
DCA
-
SJU
1 stop14h 44m
American Airlines
Deal found 5/27$276
This American Airlines deal was found by Cheapflights users on 5/26. 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 8/273:47 pm
SJU
-
IAD
1 stop8h 02m
American Airlines
Mon 8/317:57 am
IAD
-
SJU
1 stop6h 54m
American Airlines
Deal found 5/26$276
This Priceline deal was found by Cheapflights users on 5/26. 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.
Tue 6/98:00 am
SJU
-
RDU
Nonstop3h 43m
Frontier
Tue 6/166:15 am
RDU
-
SJU
1 stop8h 00m
Frontier
Deal found 5/26$277
This eDestinos deal was found by Cheapflights users on 5/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/102:36 pm
SJU
-
RDU
1 stop18h 09m
Frontier
Wed 6/179:40 am
RDU
-
SJU
1 stop14h 16m
Frontier
Deal found 5/27$282
This American Airlines deal was found by Cheapflights users on 5/23. 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.
Fri 8/286:00 am
SJU
-
DCA
1 stop10h 28m
American Airlines
Sun 8/305:00 am
DCA
-
SJU
1 stop7h 48m
American Airlines
Deal found 5/23$283
This American Airlines deal was found by Cheapflights users on 5/23. 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.
Fri 8/283:47 pm
SJU
-
IAD
1 stop7h 08m
American Airlines
Sun 8/306:33 am
IAD
-
SJU
1 stop8h 20m
American Airlines
Deal found 5/23$283
This American Airlines deal was found by Cheapflights users on 5/25. 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 8/67:24 pm
SJU
-
DCA
1 stop13h 54m
American Airlines
Tue 8/115:00 am
DCA
-
SJU
1 stop9h 54m
American Airlines
Deal found 5/25$284
This American Airlines deal was found by Cheapflights users on 5/25. 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 8/127:30 am
SJU
-
IAD
1 stop15h 25m
American Airlines
Mon 8/175:34 pm
IAD
-
SJU
1 stop6h 25m
American Airlines
Deal found 5/25$284
This FlightHub deal was found by Cheapflights users on 5/27. 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.
Tue 6/98:00 am
SJU
-
RDU
Nonstop3h 43m
Frontier
Sun 6/1412:56 pm
RDU
-
SJU
Nonstop3h 38m
Frontier
Deal found 5/27$284
This eDestinos deal was found by Cheapflights users on 5/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/49:00 am
SJU
-
RDU
Nonstop3h 50m
Frontier
Sun 6/1412:56 pm
RDU
-
SJU
Nonstop3h 38m
Frontier
Deal found 5/27$295
This Frontier deal was found by Cheapflights users on 5/27. 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.
Wed 6/247:30 am
SJU
-
RDU
1 stop10h 13m
Frontier
Tue 7/78:56 am
RDU
-
SJU
1 stop7h 09m
Frontier
Deal found 5/27$296

Find flight deals from Caribbean to Virginia

Keep the following information in mind while searching for Caribbean to Virginia flight deals. Data was last updated May 28, 2026.

Round-trip from

$241
(American Airlines)

One-way from

$129
(Frontier)

Popular in

August

Cheapest in

April

Average price

$338

Good round-trip deal

$225 or less

Good one-way deal

$122 or less
From Caribbean to Virginia
Search Deals
One-way flight from Caribbean to Virginia
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Caribbean to Virginia.
Search Deals
Price to beat on a one-way flight from Caribbean to Virginia.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Virginia 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 May 28, 2026.
Use the filters below to find and compare flights from Caribbean to Virginia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Wed 8/19

11:05 am-9:16 pm

1 stop10h 11m

Washington, D.C. Reagan-National

Sun 8/23

8:20 am-12:19 pm

Nonstop3h 59m

$366

KingstonWashington, D.C.

KIN - DCA

KINDCA

Kingston Norman Manley

Sat 9/5

9:13 am-5:30 pm

1 stop7h 17m

Washington, D.C. Reagan-National

Sat 9/12

1:45 pm-7:30 pm

1 stop6h 45m

$371

KingstonWashington, D.C.

KIN - IAD

KINIAD

Kingston Norman Manley

Sat 9/5

9:00 am-6:33 pm

1 stop8h 33m

Washington, D.C. Dulles Intl

Sat 9/12

10:45 am-7:30 pm

1 stop9h 45m

$371

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Thu 7/16

1:00 am-7:46 am

1 stop6h 46m

Washington, D.C. Reagan-National

Mon 7/20

7:28 pm-5:29 am

1 stop10h 01m

$376

KingstonWashington, D.C.

KIN - DCA

KINDCA

Kingston Norman Manley

Wed 8/5

5:16 pm-9:18 am

1 stop15h 02m

Washington, D.C. Reagan-National

Sun 8/16

5:00 am-7:42 pm

1 stop15h 42m

$380

Santo DomingoWashington, D.C.

SDQ - DCA

SDQDCA

Santo Domingo Las Americas

Thu 8/13

1:34 pm-10:59 pm

1 stop9h 25m

Washington, D.C. Reagan-National

Fri 8/28

8:25 am-3:21 pm

1 stop6h 56m

$383
Quickest round-trip

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Thu 6/11

4:55 pm-8:56 pm

Nonstop4h 01m

Washington, D.C. Dulles Intl

Tue 6/16

6:33 am-1:45 pm

1 stop7h 12m

$386

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Thu 7/9

2:55 pm-12:31 am

1 stop9h 36m

Washington, D.C. Dulles Intl

Tue 7/14

5:24 pm-9:24 pm

Nonstop4h 00m

$396

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Fri 8/7

5:45 pm-11:55 pm

1 stop6h 10m

Washington, D.C. Reagan-National

Mon 8/31

1:00 pm-11:05 pm

2 stops10h 05m

$411

KingstonWashington, D.C.

KIN - DCA

KINDCA

Kingston Norman Manley

Thu 9/24

1:53 pm-11:40 pm

1 stop8h 47m

Washington, D.C. Reagan-National

Fri 10/23

6:00 am-11:03 am

1 stop6h 03m

$412

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/25

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Caribbean to Virginia

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

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

Currently, March is the cheapest month in which you can book a flight from Caribbean to Virginia (average of $90). Flying from Caribbean to Virginia in January is currently the most expensive (average of $211). 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 CB to VA?

Find hourly flight availability from Caribbean to Virginia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 28, 2026.

When flying from Caribbean to Virginia, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How far ahead should I book a flight from Caribbean to Virginia?

To ensure you get the cheapest price possible for a flight from Caribbean to Virginia, you should look to book at least 83 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Reviews of airlines servicing Virginia

Get insights into the airlines that provide service to Virginia. 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 Virginia. Reviews last updated May 28, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Caribbean to Virginia to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,264 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,264 reviews
Southwest
7.9
Good
4,264 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,423 reviews
Southwest
7.9
Good
4,264 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,751 reviews
Southwest
7.9
Good
4,264 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,639 reviews
Southwest
7.9
Good
4,264 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.1
Good
2,982 reviews
Southwest
7.9
Good
4,264 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Virginia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Caribbean to Virginia?

    A quick flight from Caribbean to Virginia can take about 6h 46m. JetBlue provides one of the quickest options available for as low as $376. Airlines will cover a distance of 1557 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Caribbean to Virginia one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $84. Spirit Airlines flights start at $93 while deals on JetBlue start at $94 one-way.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Caribbean to Virginia (average of $90). Flying from Caribbean to Virginia in January is currently the most expensive (average of $211). 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 Caribbean to Virginia

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Caribbean to Virginia

Discover the top 5 airlines that operate flights from Caribbean to Virginia. 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 May 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$104Average$412FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$178Average$431FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$191Average$497FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$203Average$375FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$205Average$376FlexibilityNo cancel feeOn-time63%

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