Caribbean

$59+ Cheap flights from Virginia Beach, VA 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Jan 26 — Feb 21
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Cheap flight deals from Virginia Beach to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Virginia Beach (V1B) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$218
(CheapOair)

One-way from

$59
(Frontier)
From Virginia Beach to Caribbean
One-way flight from Virginia Beach to Caribbean

Find flight deals from Virginia Beach to Caribbean

Cheapest flights from Virginia Beach to Caribbean
Explore the most affordable flight options available from Virginia Beach to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This CheapOair deal was found by Cheapflights users on 1/21. 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.
Wed 2/264:29 pmORF - STT
1 stop17h 17mSpirit Airlines
Mon 3/32:33 pmSTT - ORF
1 stop9h 48mSpirit Airlines
Deal found 1/21$218
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Tue 3/47:00 amORF - SJU
2 stops16h 27mSpirit Airlines
Tue 3/115:45 pmSJU - ORF
2 stops25h 30mSpirit Airlines
Deal found 1/20$240
This Delta deal was found by Cheapflights users on 1/21. 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 3/45:30 amORF - SJU
1 stop10h 37mDelta
Thu 3/136:15 amSJU - ORF
1 stop9h 02mDelta
Deal found 1/21$245
This Mytrip deal was found by Cheapflights users on 1/19. 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.
Mon 2/34:31 pmORF - SJU
1 stop15h 50mMultiple Airlines
Wed 2/510:16 amSJU - ORF
3 stops25h 03mMultiple Airlines
Deal found 1/19$246
This Booking.com deal was found by Cheapflights users on 1/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/256:34 pmORF - SJU
1 stop14h 15mFrontier
Sat 3/83:44 amSJU - ORF
1 stop13h 54mFrontier
Deal found 1/20$248
This American Airlines deal was found by Cheapflights users on 1/19. 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 2/101:11 pmORF - SJU
2 stops9h 47mAmerican Airlines
Tue 2/116:00 amSJU - ORF
2 stops9h 55mAmerican Airlines
Deal found 1/19$260
This Mytrip deal was found by Cheapflights users on 1/19. 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.
Sat 2/15:25 amORF - STT
1 stop7h 23mMultiple Airlines
Sat 2/811:51 amSTT - ORF
2 stops21h 27mMultiple Airlines
Deal found 1/19$263
This Trip.com deal was found by Cheapflights users on 1/21. 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 3/46:34 pmORF - PUJ
2 stops17h 40mFrontier
Mon 3/106:52 pmPUJ - ORF
2 stops19h 45mFrontier
Deal found 1/21$279
This United Airlines deal was found by Cheapflights users on 1/20. 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 2/36:25 amORF - SJU
1 stop5h 52mUnited Airlines
Wed 8/131:05 amSJU - ORF
1 stop9h 15mUnited Airlines
Deal found 1/20$298
This Southwest deal was found by Cheapflights users on 1/20. 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 4/13:10 pmORF - SJU
1 stop8h 30mSouthwest
Mon 4/75:35 amSJU - ORF
1 stop5h 55mSouthwest
Deal found 1/20$300
This CheapOair deal was found by Cheapflights users on 1/21. 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.
Tue 3/47:00 amORF - PUJ
1 stop28h 44mMultiple Airlines
Mon 3/102:15 pmPUJ - ORF
1 stop24h 22mMultiple Airlines
Deal found 1/21$346
This CheapOair deal was found by Cheapflights users on 1/21. 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 3/306:43 pmORF - SDQ
2 stops17h 44mFrontier
Thu 4/31:43 pmSDQ - ORF
2 stops42h 36mFrontier
Deal found 1/21$360

Find flights from Virginia Beach to Caribbean within your budget

Customize your flight search to find flights from Virginia Beach 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Wed 2/26

4:29 pm-10:46 am

1 stop17h 17m

Saint Thomas Island Cyril E King

Mon 3/3

2:33 pm-11:21 pm

1 stop9h 48m

$218

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 3/4

7:00 am-12:27 am

2 stops16h 27m

San Juan Luis Munoz Marin Intl

Tue 3/11

5:45 pm-7:15 pm

2 stops25h 30m

$240

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 3/4

5:30 am-5:07 pm

1 stop10h 37m

San Juan Luis Munoz Marin Intl

Thu 3/13

6:15 am-3:17 pm

1 stop9h 02m

$245

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Mon 2/3

4:31 pm-9:21 am

1 stop15h 50m

San Juan Luis Munoz Marin Intl

Wed 2/5

10:16 am-10:19 am

3 stops25h 03m

$246

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 2/25

6:34 pm-9:49 am

1 stop14h 15m

San Juan Luis Munoz Marin Intl

Sat 3/8

3:44 am-5:38 pm

1 stop13h 54m

$248

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Mon 2/10

1:11 pm-11:58 pm

2 stops9h 47m

San Juan Luis Munoz Marin Intl

Tue 2/11

6:00 am-2:55 pm

2 stops9h 55m

$260

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Sat 2/1

5:25 am-1:48 pm

1 stop7h 23m

Saint Thomas Island Cyril E King

Sat 2/8

11:51 am-8:18 am

2 stops21h 27m

$263

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Tue 3/4

6:34 pm-1:14 pm

2 stops17h 40m

Punta Cana

Mon 3/10

6:52 pm-2:37 pm

2 stops19h 45m

$279

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Mon 2/3

6:25 am-1:17 pm

1 stop5h 52m

San Juan Luis Munoz Marin Intl

Wed 8/13

1:05 am-10:20 am

1 stop9h 15m

$298

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 4/1

3:10 pm-11:40 pm

1 stop8h 30m

San Juan Luis Munoz Marin Intl

Mon 4/7

5:35 am-11:30 am

1 stop5h 55m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 50 results
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Best time to book a flight from Virginia Beach to Caribbean

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

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

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

Currently, September is the cheapest month in which you can book a flight from Virginia Beach to Caribbean (average of $254). Flying from Virginia Beach to Caribbean in March is currently the most expensive (average of $378). 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 V1B to CB?

Find hourly flight availability from Virginia Beach 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 January 21, 2025.

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

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 January 21, 2025.
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
9,706 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.7
Good
1,662 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.5
Good
1,858 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Virginia Beach 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 Beach to Caribbean one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $59. Users have also found prices from $87 and $123 on Spirit Airlines and American Airlines, respectively.

  • What are the most popular routes from Virginia Beach to Caribbean?

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Virginia Beach to Caribbean (average of $254). Flying from Virginia Beach to Caribbean in March is currently the most expensive (average of $378). 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 Virginia Beach to Caribbean

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

Top 7 airlines flying from Virginia Beach to Caribbean

Discover the top 7 airlines that operate flights from Virginia Beach 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$107Average$387FlexibilityNo cancel feeOn-time65%
FrontierCheapest$158Average$285FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$614FlexibilityNo cancel feeOn-time69%
DeltaCheapest$229Average$524FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$244Average$591FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$250Average$555FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$345Average$601FlexibilityNo cancel feeOn-time63%
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