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Puerto Rico

$117+ Cheap flights from Virginia Beach, VA to Puerto Rico

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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Jun 20 — Jun 271
Sat 6/20
Sat 6/27
1 adult, Economy
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Cheap flight deals from Virginia Beach to Puerto Rico

Cheapest flights from Virginia Beach to Puerto Rico
Explore the most affordable flight options available from Virginia Beach to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 21, 2026.

This Delta deal was found by Cheapflights users on 5/16. 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 6/212:00 pm
ORF
-
SJU
1 stop11h 35m
Delta
Wed 6/177:05 am
SJU
-
ORF
1 stop10h 52m
Delta
Deal found 5/16$234
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/38:00 am
ORF
-
SJU
1 stop6h 33m
Multiple Airlines
Mon 6/87:00 am
SJU
-
ORF
2 stops28h 26m
Multiple Airlines
Deal found 5/18$256
This Cheapflightsfares deal was found by Cheapflights users on 5/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:30 pm
ORF
-
SJU
Nonstop3h 32m
JetBlue
Wed 10/149:00 am
SJU
-
ORF
Nonstop3h 22m
JetBlue
Deal found 5/20$270
This Priceline deal was found by Cheapflights users on 5/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/21:30 pm
ORF
-
SJU
Nonstop3h 24m
JetBlue
Mon 11/910:00 am
SJU
-
ORF
Nonstop3h 32m
JetBlue
Deal found 5/19$275
This Expedia deal was found by Cheapflights users on 5/18. 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 9/231:30 pm
ORF
-
SJU
Nonstop3h 32m
Multiple Airlines
Tue 9/296:05 am
SJU
-
ORF
1 stop11h 10m
Multiple Airlines
Deal found 5/18$276
This United Airlines deal was found by Cheapflights users on 5/18. 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 9/286:00 am
ORF
-
SJU
1 stop7h 45m
United Airlines
Mon 9/281:00 am
SJU
-
ORF
2 stops14h 16m
United Airlines
Deal found 5/18$279
This Cheapflightsfares deal was found by Cheapflights users on 5/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/291:50 pm
ORF
-
SJU
Nonstop4h 01m
JetBlue
Mon 6/19:00 am
SJU
-
ORF
Nonstop3h 41m
JetBlue
Deal found 5/19$280
This Delta deal was found by Cheapflights users on 5/17. 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.
Sun 8/96:05 am
ORF
-
SJU
1 stop6h 50m
Delta
Mon 8/177:30 am
SJU
-
ORF
1 stop10h 19m
Delta
Deal found 5/17$284
This American Airlines deal was found by Cheapflights users on 5/18. 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 9/286:55 am
ORF
-
SJU
1 stop17h 04m
American Airlines
Tue 9/296:30 am
SJU
-
ORF
1 stop17h 10m
American Airlines
Deal found 5/18$289
This Frontier deal was found by Cheapflights users on 5/16. 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.
Fri 8/79:35 pm
ORF
-
SJU
1 stop10h 22m
Frontier
Thu 8/139:24 am
SJU
-
ORF
1 stop11h 15m
Frontier
Deal found 5/16$290
This American Airlines deal was found by Cheapflights users on 5/18. 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 8/116:28 am
ORF
-
SJU
1 stop15h 56m
American Airlines
Thu 8/2010:33 am
SJU
-
ORF
1 stop8h 17m
American Airlines
Deal found 5/18$294
This CheapOair deal was found by Cheapflights users on 5/16. 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.
Mon 10/266:25 pm
ORF
-
SJU
1 stop7h 28m
Multiple Airlines
Mon 11/210:00 am
SJU
-
ORF
Nonstop3h 32m
Multiple Airlines
Deal found 5/16$295

Find flight deals from Virginia Beach to Puerto Rico

Keep the following information in mind while searching for Virginia Beach to Puerto Rico flight deals. Data was last updated May 21, 2026.

Round-trip from

$234
(Delta)

One-way from

$117
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$353
From Virginia Beach to Puerto Rico
Search Deals
One-way flight from Virginia Beach to Puerto Rico
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia Beach to Puerto Rico 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 21, 2026.
Use the filters below to find and compare flights from Virginia Beach to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Thu 9/17

6:02 am-1:45 pm

1 stop7h 43m

San Juan Luis Munoz Marin Intl

Sun 9/20

1:00 am-9:41 am

2 stops8h 41m

$284

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 7/28

1:50 pm-10:30 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Sun 8/2

12:56 pm-11:44 pm

1 stop10h 48m

$284
Quickest round-trip

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Wed 8/12

3:35 pm-6:58 pm

Nonstop3h 23m

San Juan Luis Munoz Marin Intl

Wed 8/19

11:06 am-2:40 pm

Nonstop3h 34m

$379

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Mon 8/17

3:35 pm-6:58 pm

Nonstop3h 23m

San Juan Luis Munoz Marin Intl

Tue 8/25

3:01 pm-9:02 pm

1 stop6h 01m

$393

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Fri 7/31

6:10 pm-12:15 am

1 stop6h 05m

San Juan Luis Munoz Marin Intl

Wed 8/5

8:20 am-5:20 pm

2 stops9h 00m

$411

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Thu 8/20

6:00 am-12:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Wed 8/26

11:06 am-2:40 pm

Nonstop3h 34m

$425

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Mon 8/17

6:00 am-3:21 pm

1 stop9h 21m

San Juan Luis Munoz Marin Intl

Sun 8/23

11:06 am-2:40 pm

Nonstop3h 34m

$445

NorfolkAguadilla

ORF - BQN

ORFBQN

Norfolk

Sat 8/29

6:00 am-1:26 pm

1 stop7h 26m

Aguadilla Borinquen

Wed 9/2

2:30 pm-9:02 pm

1 stop6h 32m

$447

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Fri 6/5

1:50 pm-5:51 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Sat 6/13

5:28 am-11:43 am

1 stop6h 15m

$458

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 6/30

3:00 pm-12:15 am

2 stops9h 15m

San Juan Luis Munoz Marin Intl

Tue 7/7

5:30 am-2:25 pm

2 stops8h 55m

$502

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/19

Showing 1-10 of 32 resultsSorted by cheapest first
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Best time to book a flight from Virginia Beach to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico 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 Puerto Rico

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

Find hourly flight availability from Virginia Beach to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 21, 2026.

It’s typically best to fly out from Virginia Beach to Puerto Rico at noon. Doing so could potentially save you 32% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Virginia Beach to Puerto Rico?

Use this chart to determine the cheapest time to fly round-trip from Virginia Beach to Puerto Rico. Price data was last updated on May 16, 2026.

Travelers seeking maximum savings on their Virginia Beach to Puerto Rico flight should consider departing on Saturday at noon when fares are most often at their lowest. Thursday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated May 21, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Virginia Beach to Puerto Rico have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,283 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

7.9

Boarding

8.1

Food

7.0

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
4,283 reviews
Southwest
7.9
Good
4,283 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

7.9

Boarding

8.1

Food

7.0

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
8,455 reviews
Southwest
7.9
Good
4,283 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

7.9

Boarding

8.1

Food

7.0

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
9,748 reviews
Southwest
7.9
Good
4,283 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

7.9

Boarding

8.1

Food

7.0

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
7.2
Good
2,983 reviews
Southwest
7.9
Good
4,283 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

7.9

Boarding

8.1

Food

7.0

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
11,647 reviews
Southwest
7.9
Good
4,283 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

7.9

Boarding

8.1

Food

7.0

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 Virginia Beach to Puerto Rico. 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 Virginia Beach to Puerto Rico?

    Airlines like United Airlines, Delta, and JetBlue fly from Virginia Beach to Puerto Rico in about 3h 23m. The time it takes to get you to your destination can typically vary by up to 5h 17m. The distance from Virginia Beach to Puerto Rico is about 1416 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Virginia Beach to Puerto Rico one-way?

    The cheapest airlines for a one-way flight from Virginia Beach to Puerto Rico are JetBlue ($84), Southwest ($102), and Delta ($104).

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

    Most travelers choose Norfolk - San Juan Luis Munoz Marin Intl, Norfolk - Culebra or Norfolk - Aguadilla Borinquen when deciding on the best route from Virginia Beach to Puerto Rico.

  • What are the cheapest flights from Virginia Beach to Puerto Rico?

    Looking at all options, your cheapest flight can be booked for $194. While the most popular route (Norfolk - San Juan Luis Munoz Marin Intl) can be booked for $270 on average, our data indicates $298 when flying from Virginia Beach to Puerto Rico.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Virginia Beach to Puerto Rico 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

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Top 8 airlines flying from Virginia Beach to Puerto Rico

Discover the top 8 airlines that operate flights from Virginia Beach to Puerto Rico. 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 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$94Average$348FlexibilityNo cancel feeOn-time65%
DeltaCheapest$112Average$336FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$124Average$288FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$177Average$463FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$205Average$466FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$212Average$517FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$225Average$373FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$646Average$646FlexibilityNo cancel feeOn-time75%

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