Caribbean

$88+ Cheap flights from Norfolk (ORF) 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — SJU
May 8 — May 151
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Cheap flight deals from Norfolk to Caribbean

Cheapest flights from Norfolk to Caribbean
Explore the most affordable flight options available from Norfolk to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 8, 2026.

This Priceline deal was found by Cheapflights users on 4/3. 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 4/279:02 pm
ORF
-
SJU
1 stop12h 52m
Frontier
Sat 5/29:58 am
SJU
-
ORF
1 stop8h 23m
Frontier
Deal found 4/3$176
This JetBlue deal was found by Cheapflights users on 4/7. 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.
Wed 4/221:36 pm
ORF
-
SJU
Nonstop3h 59m
JetBlue
Sun 4/269:00 am
SJU
-
ORF
Nonstop3h 41m
JetBlue
Deal found 4/7$177
This CheapOair deal was found by Cheapflights users on 4/7. 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.
Fri 4/241:36 pm
ORF
-
SJU
Nonstop3h 59m
JetBlue
Sun 4/269:00 am
SJU
-
ORF
Nonstop3h 41m
JetBlue
Deal found 4/7$178
This United Airlines deal was found by Cheapflights users on 4/3. 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 4/276:04 am
ORF
-
SJU
1 stop7h 41m
United Airlines
Sat 5/27:20 am
SJU
-
ORF
2 stops13h 44m
United Airlines
Deal found 4/3$186
This Priceline deal was found by Cheapflights users on 4/3. 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 4/271:36 pm
ORF
-
SJU
Nonstop3h 59m
Multiple Airlines
Fri 5/13:08 am
SJU
-
ORF
1 stop15h 13m
Multiple Airlines
Deal found 4/3$187
This CheapOair deal was found by Cheapflights users on 4/6. 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.
Fri 5/16:00 pm
ORF
-
SJU
1 stop8h 01m
Multiple Airlines
Wed 5/69:00 am
SJU
-
ORF
Nonstop3h 41m
Multiple Airlines
Deal found 4/6$192
This Priceline deal was found by Cheapflights users on 4/4. 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.
Fri 5/89:12 pm
ORF
-
SJU
1 stop28h 56m
Multiple Airlines
Wed 5/139:00 am
SJU
-
ORF
Nonstop3h 41m
Multiple Airlines
Deal found 4/4$193
This CheapOair deal was found by Cheapflights users on 4/6. 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.
Fri 5/16:00 pm
ORF
-
SJU
1 stop8h 01m
Frontier
Wed 5/63:33 pm
SJU
-
ORF
1 stop28h 44m
Frontier
Deal found 4/6$194
This Frontier deal was found by Cheapflights users on 4/7. 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.
Mon 4/279:02 pm
ORF
-
SJU
1 stop12h 52m
Frontier
Fri 5/16:30 am
SJU
-
ORF
1 stop10h 35m
Frontier
Deal found 4/7$196
This CheapOair deal was found by Cheapflights users on 4/5. 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 5/46:02 pm
ORF
-
SJU
1 stop7h 59m
Frontier
Sun 5/106:00 am
SJU
-
ORF
1 stop13h 54m
Frontier
Deal found 4/5$197
This CheapOair deal was found by Cheapflights users on 4/6. 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 5/101:03 pm
ORF
-
SJU
Nonstop3h 56m
Multiple Airlines
Wed 5/133:03 am
SJU
-
ORF
1 stop16h 36m
Multiple Airlines
Deal found 4/6$202
This Priceline deal was found by Cheapflights users on 4/6. 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.
Thu 4/238:41 pm
ORF
-
SJU
1 stop26h 07m
Multiple Airlines
Mon 4/279:00 am
SJU
-
ORF
Nonstop3h 41m
Multiple Airlines
Deal found 4/6$203

Find flight deals from Norfolk to Caribbean

Keep the following information in mind while searching for Norfolk to Caribbean flight deals. Data was last updated April 8, 2026.

Round-trip from

$176
(Priceline)

One-way from

$88
(Frontier)

Popular in

December

Cheapest in

September

Average price

$411

Good round-trip deal

$348 or less

Good one-way deal

$94 or less
From Norfolk to Caribbean
One-way flight from Norfolk to Caribbean
Highest demand for flights based on searches. 8% potential increase in price ($38 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in April 2026
Price to beat on a round-trip flight from Norfolk to Caribbean.
Price to beat on a one-way flight from Norfolk to Caribbean.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Norfolk 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 8, 2026.
Use the filters below to find and compare flights from Norfolk to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sat 5/9

11:43 am-10:17 pm

1 stop10h 34m

San Juan Luis Munoz Marin Intl

Sat 6/6

7:30 am-5:12 pm

1 stop9h 42m

$206
Quickest round-trip

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Fri 6/5

10:08 am-4:33 pm

1 stop6h 25m

San Juan Luis Munoz Marin Intl

Tue 6/9

5:56 pm-12:42 am

1 stop6h 46m

$280

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Fri 5/1

12:25 pm-11:59 pm

1 stop11h 34m

San Juan Luis Munoz Marin Intl

Tue 5/5

7:15 am-5:17 pm

1 stop10h 02m

$280

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Mon 4/27

6:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Fri 5/1

1:25 pm-11:50 pm

2 stops10h 25m

$296

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sun 4/19

6:11 am-8:34 pm

2 stops14h 23m

San Juan Luis Munoz Marin Intl

Wed 4/22

1:00 am-2:20 pm

2 stops13h 20m

$316

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Fri 4/24

7:52 pm-1:20 pm

1 stop17h 28m

Simpson Bay Princess Juliana

Fri 5/8

2:21 pm-11:59 pm

1 stop9h 38m

$321

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Thu 9/10

5:30 am-1:50 pm

1 stop8h 20m

Simpson Bay Princess Juliana

Sun 9/13

3:20 pm-12:06 am

1 stop8h 46m

$321

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Sat 5/30

5:16 pm-1:22 pm

2 stops20h 06m

Simpson Bay Princess Juliana

Sat 6/6

4:43 pm-10:50 am

2 stops18h 07m

$326

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Wed 5/13

7:58 pm-3:22 pm

2 stops19h 24m

Simpson Bay Princess Juliana

Fri 5/29

1:40 pm-8:23 am

2 stops18h 43m

$331

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sat 5/2

12:25 pm-11:59 pm

1 stop11h 34m

San Juan Luis Munoz Marin Intl

Mon 5/4

6:15 am-4:24 pm

1 stop10h 09m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/5

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Norfolk to Caribbean

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

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

Currently, February is the cheapest month in which you can book a flight from Norfolk to Caribbean (average of $135). Flying from Norfolk to Caribbean in March is currently the most expensive (average of $217). 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 ORF to CB?

Find hourly flight availability from Norfolk 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 8, 2026.

It’s optimal to fly from Norfolk to Caribbean at noon. By choosing this option you can save up to 25% on the cost of your flight, compared to a flight in the afternoon.

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 8, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Norfolk to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

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.

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

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.

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

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.

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

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.

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

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.

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

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 Norfolk to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Norfolk to Caribbean?

    For a flight from Norfolk to Caribbean, you will be flying from Norfolk. Norfolk (ORF) is just 5.9 mi from the center of the city.

  • How long is the flight from Norfolk to Caribbean?

    Delta, United Airlines, and American Airlines can get you from Norfolk to Caribbean in just under 8h 44m. Your travel time can differ by up to 8h 44m. Airlines will cover a distance of 1416 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Norfolk to Caribbean one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $70. Users have also found prices from $102 and $103 on Southwest and Spirit Airlines, respectively.

  • What are the most popular routes from Norfolk to Caribbean?

  • What are the cheapest flights from Norfolk to Caribbean?

    Looking at all options, your cheapest flight can be booked for $94. While the most popular route (Norfolk - San Juan Luis Munoz Marin Intl) can be booked for $172 on average, our data indicates $271 when flying from Norfolk to Caribbean.

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

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

  • How can I find direct flights from Norfolk to Caribbean?

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

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

    Yes. Cheapflights offers flight deals from Norfolk 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 Norfolk to Caribbean?

    Currently, February is the cheapest month in which you can book a flight from Norfolk to Caribbean (average of $135). Flying from Norfolk to Caribbean in March is currently the most expensive (average of $217). 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

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Alternative routes for Norfolk to Caribbean

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

Top 8 airlines flying from Norfolk to Caribbean

Discover the top 8 airlines that operate flights from Norfolk 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 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$96Average$298FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$559FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$148Average$431FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$169Average$400FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$205Average$605FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$557FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$225Average$608FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$646Average$646FlexibilityNo cancel feeOn-time75%

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