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Caribbean

$128+ 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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Virginia Beach to Caribbean

Keep the following information in mind while searching for Virginia Beach to Caribbean flight deals. Data was last updated April 30, 2025.

Round-trip from

$245
(Delta)

One-way from

$128
(Delta)

Popular in

December

Cheapest in

July

Average price

$459
From Virginia Beach to Caribbean
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One-way flight from Virginia Beach to Caribbean
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 30, 2025.

This Delta deal was found by Cheapflights users on 4/28. 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.
Tue 9/167:00 amORF - SJU
1 stop9h 18mDelta
Tue 9/237:00 amSJU - ORF
1 stop9h 48mDelta
Deal found 4/28$245
This CheapOair deal was found by Cheapflights users on 4/29. 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.
Wed 5/2812:13 pmORF - SJU
1 stop12h 41mSpirit Airlines
Mon 6/28:12 pmSJU - ORF
2 stops14h 17mSpirit Airlines
Deal found 4/29$251
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/208:32 amORF - SJU
2 stops11h 38mAmerican Airlines
Sat 9/273:55 pmSJU - ORF
1 stop16h 23mAmerican Airlines
Deal found 4/28$265
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/124:11 pmORF - SJU
1 stop27h 08mMultiple Airlines
Sun 6/159:30 amSJU - ORF
1 stop28h 59mMultiple Airlines
Deal found 4/28$310
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/223:28 pmORF - SJU
1 stop8h 53mFrontier
Sun 5/256:00 amSJU - ORF
1 stop8h 33mFrontier
Deal found 4/29$318
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1012:13 pmORF - PUJ
1 stop23h 34mSpirit Airlines
Tue 5/1312:42 pmPUJ - ORF
1 stop21h 47mSpirit Airlines
Deal found 4/28$335
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 9/166:30 amORF - SJU
1 stop8h 14mUnited Airlines
Mon 10/61:05 amSJU - ORF
2 stops13h 35mUnited Airlines
Deal found 4/29$335
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/511:35 amORF - MBJ
1 stop24h 27mMultiple Airlines
Sat 6/712:07 pmMBJ - ORF
1 stop21h 38mMultiple Airlines
Deal found 4/28$341
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2812:13 pmORF - PUJ
1 stop20h 34mMultiple Airlines
Wed 6/43:22 pmPUJ - ORF
1 stop19h 23mMultiple Airlines
Deal found 4/28$374
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/313:11 pmORF - MBJ
1 stop20h 51mSpirit Airlines
Fri 6/612:07 pmMBJ - ORF
1 stop27h 28mSpirit Airlines
Deal found 4/28$383
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/812:13 pmORF - STT
1 stop24h 13mSpirit Airlines
Thu 6/1210:47 amSTT - ORF
1 stop28h 29mSpirit Airlines
Deal found 4/29$383
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/108:17 pmORF - STX
2 stops20h 13mAmerican Airlines
Sat 6/143:45 pmSTX - ORF
2 stops17h 41mAmerican Airlines
Deal found 4/28$389

Cheapflights Fare Finder

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 April 30, 2025.
Use the filters below to find and compare flights from Virginia Beach to Caribbean that are best for you.

Fly from

Virginia Beach

Fly to

Caribbean

Route

Depart

Return

Price

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Wed 5/28

12:13 pm-12:54 am

1 stop12h 41m

San Juan Luis Munoz Marin Intl

Mon 6/2

8:12 pm-10:29 am

2 stops14h 17m

$251

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Thu 5/29

4:21 pm-11:42 pm

1 stop7h 21m

San Juan Luis Munoz Marin Intl

Thu 6/5

1:12 pm-11:02 pm

1 stop9h 50m

$255

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Mon 6/2

10:26 am-9:17 pm

2 stops34h 51m

San Juan Luis Munoz Marin Intl

Fri 6/6

8:12 pm-4:35 pm

1 stop20h 23m

$258

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Wed 5/21

8:24 pm-1:20 pm

1 stop16h 56m

San Juan Luis Munoz Marin Intl

Wed 5/28

11:50 am-11:28 pm

1 stop11h 38m

$303

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Thu 5/22

3:28 pm-2:32 am

1 stop11h 04m

San Juan Luis Munoz Marin Intl

Sun 5/25

6:00 am-2:33 pm

1 stop8h 33m

$318

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Sat 5/10

12:13 pm-11:47 am

1 stop23h 34m

Punta Cana

Tue 5/13

12:42 pm-10:29 am

1 stop21h 47m

$335

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Thu 6/5

11:35 am-11:02 am

1 stop24h 27m

Montego Bay Sangster Intl

Sat 6/7

12:07 pm-10:45 am

1 stop21h 38m

$341

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Wed 5/28

12:13 pm-8:47 am

1 stop20h 34m

Punta Cana

Wed 6/4

3:22 pm-10:45 am

1 stop19h 23m

$374

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Sat 5/31

3:11 pm-11:02 am

1 stop20h 51m

Montego Bay Sangster Intl

Fri 6/6

12:07 pm-4:35 pm

1 stop27h 28m

$383

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Sun 6/8

12:13 pm-12:26 pm

1 stop24h 13m

Saint Thomas Island Cyril E King

Thu 6/12

10:47 am-3:16 pm

1 stop28h 29m

$383

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 55 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.

Cheapflights Insights

Everything you need to know about your flight from Virginia Beach to Caribbean

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 December is currently the most expensive (average of $336). 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 April 30, 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 April 30, 2025.
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,936 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
LATAM Airlines
7.5
Good
1,767 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Copa Airlines
7.5
Good
1,411 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 Delta. According to our data, you can fly for as low as $128. Users have also found prices from $149 and $152 on Frontier and American Airlines, respectively.

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

    Most travelers choose Norfolk - San Juan Luis Munoz Marin Intl, Norfolk - Montego Bay Sangster Intl or Norfolk - Providenciales when deciding on the best route 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 December is currently the most expensive (average of $336). 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 Beach 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 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$128Average$427FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$225FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$608FlexibilityNo cancel feeOn-time69%
DeltaCheapest$234Average$520FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$255Average$621FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$255Average$578FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$345Average$607FlexibilityNo cancel feeOn-time63%

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