Virginia

$81+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — RIC
Apr 28 — May 51
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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 March 29, 2026.

This eDestinos deal was found by Cheapflights users on 3/27. 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.
Fri 4/246:00 am
SJU
-
RDU
1 stop15h 08m
Frontier
Mon 4/2712:57 pm
RDU
-
SJU
1 stop13h 04m
Frontier
Deal found 3/27$159
This SmartFares deal was found by Cheapflights users on 3/26. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/229:00 am
SJU
-
ORF
Nonstop3h 41m
JetBlue
Mon 4/271:36 pm
ORF
-
SJU
Nonstop3h 59m
JetBlue
Deal found 3/26$164
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/173:37 pm
SJU
-
RDU
Nonstop3h 52m
Frontier
Sun 4/199:03 am
RDU
-
SJU
1 stop8h 56m
Frontier
Deal found 3/27$165
This eDestinos deal was found by Cheapflights users on 3/27. 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.
Fri 5/225:15 pm
SJU
-
RDU
1 stop7h 09m
Frontier
Tue 5/267:46 pm
RDU
-
SJU
1 stop8h 15m
Frontier
Deal found 3/27$168
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/179:00 am
SJU
-
ORF
Nonstop3h 41m
JetBlue
Fri 4/241:36 pm
ORF
-
SJU
Nonstop3h 59m
JetBlue
Deal found 3/27$172
This eDestinos deal was found by Cheapflights users on 3/25. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:09 pm
SJU
-
RDU
Nonstop3h 52m
Frontier
Mon 4/137:50 am
RDU
-
SJU
1 stop12h 14m
Frontier
Deal found 3/25$174
This Expedia deal was found by Cheapflights users on 3/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:59 am
SJU
-
IAD
1 stop24h 36m
Frontier
Sat 5/97:27 pm
IAD
-
SJU
1 stop12h 37m
Frontier
Deal found 3/26$176
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:30 am
SJU
-
IAD
1 stop29h 05m
Frontier
Wed 5/65:07 pm
IAD
-
SJU
1 stop14h 57m
Frontier
Deal found 3/27$177
This JetBlue deal was found by Cheapflights users on 3/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:00 am
SJU
-
ORF
Nonstop3h 41m
JetBlue
Mon 5/41:36 pm
ORF
-
SJU
Nonstop3h 59m
JetBlue
Deal found 3/27$177
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:03 am
SJU
-
IAD
1 stop15h 29m
Frontier
Wed 5/135:07 pm
IAD
-
SJU
1 stop9h 01m
Frontier
Deal found 3/25$178
This Super.com deal was found by Cheapflights users on 3/24. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/213:08 am
SJU
-
RDU
1 stop6h 51m
Frontier
Sun 4/266:12 pm
RDU
-
SJU
1 stop18h 21m
Frontier
Deal found 3/24$182
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2211:30 am
SJU
-
RDU
1 stop26h 03m
Frontier
Mon 4/275:37 pm
RDU
-
SJU
1 stop6h 52m
Frontier
Deal found 3/24$183

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 March 29, 2026.

Round-trip from

$159
(eDestinos)

One-way from

$81
(eDestinos)

Popular in

August

Cheapest in

September

Average price

$345

Good round-trip deal

$419 or less

Good one-way deal

$194 or less
From Caribbean to Virginia
One-way flight from Caribbean to Virginia
Highest demand for flights based on searches. 5% potential increase in price ($19 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in March 2026
Price to beat on a round-trip flight from Caribbean to Virginia.
Price to beat on a one-way flight from Caribbean to Virginia.

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 March 29, 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
Quickest round-trip

San JuanNorfolk

SJU - ORF

SJUORF

San Juan Luis Munoz Marin Intl

Fri 4/24

9:00 am-12:41 pm

Nonstop3h 41m

Norfolk

Fri 5/1

1:36 pm-5:35 pm

Nonstop3h 59m

$172

San JuanNorfolk

SJU - ORF

SJUORF

San Juan Luis Munoz Marin Intl

Fri 5/1

9:00 am-12:41 pm

Nonstop3h 41m

Norfolk

Mon 5/4

1:36 pm-5:35 pm

Nonstop3h 59m

$177

San JuanNorfolk

SJU - ORF

SJUORF

San Juan Luis Munoz Marin Intl

Thu 4/23

4:55 pm-11:40 pm

1 stop6h 45m

Norfolk

Sun 4/26

6:11 am-12:34 pm

1 stop6h 23m

$186

San JuanNorfolk

SJU - ORF

SJUORF

San Juan Luis Munoz Marin Intl

Fri 5/1

10:28 am-5:05 pm

1 stop6h 37m

Norfolk

Mon 5/4

6:02 pm-2:01 am

1 stop7h 59m

$186

San JuanNorfolk

SJU - ORF

SJUORF

San Juan Luis Munoz Marin Intl

Fri 5/8

9:00 am-12:41 pm

Nonstop3h 41m

Norfolk

Fri 5/15

1:36 pm-5:35 pm

Nonstop3h 59m

$197

San JuanRichmond

SJU - RIC

SJURIC

San Juan Luis Munoz Marin Intl

Fri 4/24

3:56 pm-12:54 am

1 stop8h 58m

Richmond Byrd Intl

Sat 4/25

10:20 am-9:24 pm

2 stops11h 04m

$220

San JuanNorfolk

SJU - ORF

SJUORF

San Juan Luis Munoz Marin Intl

Fri 5/29

6:00 am-8:17 pm

1 stop14h 17m

Norfolk

Sun 6/7

1:50 pm-5:51 pm

Nonstop4h 01m

$251

San JuanNorfolk

SJU - ORF

SJUORF

San Juan Luis Munoz Marin Intl

Wed 6/3

6:15 am-12:58 pm

1 stop6h 43m

Norfolk

Sat 6/6

12:00 pm-11:35 pm

1 stop11h 35m

$280

San JuanNorfolk

SJU - ORF

SJUORF

San Juan Luis Munoz Marin Intl

Thu 5/14

7:40 am-5:13 pm

1 stop9h 33m

Norfolk

Mon 5/18

1:36 pm-5:35 pm

Nonstop3h 59m

$302

San JuanNorfolk

SJU - ORF

SJUORF

San Juan Luis Munoz Marin Intl

Thu 4/16

6:15 am-4:24 pm

1 stop10h 09m

Norfolk

Tue 4/21

7:07 am-4:31 pm

1 stop9h 24m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

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 $112). Flying from Caribbean to Virginia in December is currently the most expensive (average of $276). 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.

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 March 29, 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.

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Crew

8.6

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.

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Crew

8.6

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.

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Crew

8.6

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.

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Crew

8.6

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.

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Crew

8.6

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.

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Crew

8.6

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 3h 41m. JetBlue provides one of the quickest options available for as low as $172. Airlines will cover a distance of 1416 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 Spirit Airlines, which is currently one of the cheapest options available, starting at $77. Frontier flights start at $84 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 $112). Flying from Caribbean to Virginia in December is currently the most expensive (average of $276). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Caribbean to Virginia

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Caribbean to Virginia

Discover the top 6 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 March 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$128Average$435FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$135Average$375FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$173Average$502FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$178Average$427FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$203Average$405FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$205Average$372FlexibilityNo cancel feeOn-time63%

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