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 $77. Users have also found prices from $88 and $104 on JetBlue and Delta, respectively.

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.

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).

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

Most travelers choose Norfolk - San Juan Luis Munoz Marin Intl, Norfolk - Punta Cana or Norfolk - Montego Bay Sangster Intl when deciding on the best route from Virginia Beach to Caribbean.

What are the cheapest flights from Virginia Beach to Caribbean?

On average you can expect to pay $348 for a flight from Virginia Beach to Caribbean. The cheapest flight overall is $160 while the most popular route, (Norfolk - San Juan Luis Munoz Marin Intl) is currently priced at $249.

What are the most popular airlines that fly from Virginia Beach to Caribbean?

When booking a flight from Virginia Beach to Caribbean, you may want to consider flying on American Airlines, JetBlue or Delta as they are the most popular for this route.

What is the cheapest time of day to fly from V1B to CB?

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.

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.

Find Cheap Flights from Virginia Beach to Caribbean

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Virginia Beach to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from Virginia Beach to Caribbean

Popular in	December
Cheapest in	September
Average price	$308

Highest demand for flights based on searches. 14% potential increase in price ($64 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 2026

Search Deals

Reviews of airlines servicing Caribbean

Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Virginia Beach to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,199 reviews

Reviews

1 / 20

4.0

Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful

Southwest

8.0

Very good

4,199 reviews

Southwest

8.0

Very good

4,199 reviews

Reviews

1 / 20

4.0

Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful

Delta

7.8

Good

8,593 reviews

Southwest

8.0

Very good

4,199 reviews

Reviews

1 / 20

4.0

Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful

United Airlines

7.4

Good

10,233 reviews

Southwest

8.0

Very good

4,199 reviews

Reviews

1 / 20

4.0

Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful

JetBlue

7.1

Good

3,040 reviews

Southwest

8.0

Very good

4,199 reviews

Reviews

1 / 20

4.0

Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful

American Airlines

7.0

Good

12,073 reviews

Southwest

8.0

Very good

4,199 reviews

Reviews

1 / 20

4.0

Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful

Related info for your journey

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 $77. Users have also found prices from $88 and $104 on JetBlue and Delta, respectively.
What are the most popular routes from Virginia Beach to Caribbean?
Most travelers choose Norfolk - San Juan Luis Munoz Marin Intl, Norfolk - Punta Cana or Norfolk - Montego Bay Sangster Intl when deciding on the best route from Virginia Beach to Caribbean.
What are the cheapest flights from Virginia Beach to Caribbean?
On average you can expect to pay $348 for a flight from Virginia Beach to Caribbean. The cheapest flight overall is $160 while the most popular route, (Norfolk - San Juan Luis Munoz Marin Intl) is currently priced at $249.
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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes

Complete your trip

Flights by cabin class

Other flight options

Popular flights

Top countries

Top destinations

Alternative routes for Virginia Beach to Caribbean

Dulles Intl to Dallas/Fort Worth flights

Dulles Intl to Orlando flights

Reagan-National to Dallas/Fort Worth flights

Raleigh to John F Kennedy Intl flights

Reagan-National to Orlando flights

Raleigh to LaGuardia flights

Dulles Intl to Las Vegas flights

Dulles Intl to O'Hare Intl flights

Reagan-National to Los Angeles flights

Reagan-National to Miami flights

Dulles Intl to Miami flights

Raleigh to Newark flights

Reagan-National to O'Hare Intl flights

Dulles Intl to Atlanta flights

Dulles Intl to Los Angeles flights

Dulles Intl to Cancún flights

Dulles Intl to Seattle flights

Reagan-National to Boston flights

Reagan-National to Atlanta flights

Dulles Intl to Boston flights

Reagan-National to Seattle flights

Reagan-National to Las Vegas flights

Reagan-National to Fort Lauderdale flights

Dulles Intl to Fort Lauderdale flights

Dulles Intl to Denver flights

Dulles Intl to Tampa flights

Dulles Intl to San Francisco flights

Reagan-National to Hobby flights

Dulles Intl to New Orleans flights

Dulles Intl to Hobby flights

Dulles Intl to Nashville flights

Dulles Intl to Sky Harbor Intl flights

Dulles Intl to Heathrow flights

Dulles Intl to Luis Munoz Marin Intl flights

Raleigh to Miami flights

Dulles Intl to Mexico City flights

Reagan-National to Nashville flights

Raleigh to Dallas/Fort Worth flights

Reagan-National to San Francisco flights

Reagan-National to Cancún flights

Dulles Intl to San Salvador flights

Raleigh to Boston flights

Dulles Intl to Austin flights

Reagan-National to Denver flights

Dulles Intl to Midway flights

Dulles Intl to Charles de Gaulle flights

Dulles Intl to George Bush Intcntl flights

Reagan-National to Luis Munoz Marin Intl flights

Reagan-National to George Bush Intcntl flights

Reagan-National to Sky Harbor Intl flights

Top 7 airlines flying from Virginia Beach to Caribbean

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$96	Average$360	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$112	Average$527	FlexibilityNo cancel fee	On-timeN/A
JetBlue	Cheapest$177	Average$542	FlexibilityNo cancel fee	On-time62%
United Airlines	Cheapest$212	Average$529	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$212	Average$597	FlexibilityNo cancel fee	On-time71%
Southwest	Cheapest$245	Average$624	FlexibilityNo cancel fee	On-time63%
Alaska Airlines	Cheapest$646	Average$646	FlexibilityNo cancel fee	On-time75%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

Find cheap flights from Virginia Beach to Caribbean with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Virginia Beach to Caribbean

Popular in

Cheapest in

Average price

Reviews of airlines servicing Caribbean

Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Virginia Beach to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

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

What are the cheapest flights from Virginia Beach to Caribbean?

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

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

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

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.

Complete your trip

Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Virginia Beach to Caribbean by cabin class

Find flights from Virginia Beach to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Virginia Beach and Caribbean flights

Browse other Virginia Beach and Caribbean flight options. Last updated on September 23, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Fly to Caribbean countries

Consider these flights traveling to countries located in Caribbean.

Virginia Beach to Caribbean flights

Consider these flights traveling from Virginia Beach to Caribbean.

Top 7 airlines flying from Virginia Beach to Caribbean

100% Free

Book with Flexibility

Travel Smart

Cheap flights from Virginia Beach, VA to Caribbean

Find cheap flights from Virginia Beach to Caribbean with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Virginia Beach to Caribbean

Popular in

Cheapest in

Average price

Reviews of airlines servicing Caribbean

Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Virginia Beach to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

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

What are the cheapest flights from Virginia Beach to Caribbean?

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

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

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

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.

Complete your trip

Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Virginia Beach to Caribbean by cabin class

Find flights from Virginia Beach to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Virginia Beach and Caribbean flights

Browse other Virginia Beach and Caribbean flight options. Last updated on September 23, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Fly to Caribbean countries

Consider these flights traveling to countries located in Caribbean.

Virginia Beach to Caribbean flights

Consider these flights traveling from Virginia Beach to Caribbean.

Top 7 airlines flying from Virginia Beach to Caribbean

100% Free

Book with Flexibility

Travel Smart