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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — SJU
Apr 27 — May 41
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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 March 28, 2026.

This JetBlue deal was found by Cheapflights users on 3/27. 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.
Mon 4/271:36 pm
ORF
-
SJU
Nonstop3h 59m
JetBlue
Fri 5/19:00 am
SJU
-
ORF
Nonstop3h 41m
JetBlue
Deal found 3/27$177
This Priceline deal was found by Cheapflights users on 3/27. 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 4/131:32 pm
ORF
-
SJU
1 stop10h 38m
Frontier
Fri 4/173:19 pm
SJU
-
ORF
1 stop27h 02m
Frontier
Deal found 3/27$186
This Expedia deal was found by Cheapflights users on 3/27. 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.
Fri 4/242:09 pm
ORF
-
SJU
1 stop11h 52m
Multiple Airlines
Sun 4/269:00 am
SJU
-
ORF
Nonstop3h 41m
Multiple Airlines
Deal found 3/27$187
This CheapOair deal was found by Cheapflights users on 3/27. 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 4/206:02 pm
ORF
-
SJU
1 stop15h 52m
Multiple Airlines
Fri 4/249:00 am
SJU
-
ORF
Nonstop3h 41m
Multiple Airlines
Deal found 3/27$192
This Priceline deal was found by Cheapflights users on 3/26. 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 stop25h 31m
Multiple Airlines
Wed 5/139:00 am
SJU
-
ORF
Nonstop3h 41m
Multiple Airlines
Deal found 3/26$193
This CheapOair deal was found by Cheapflights users on 3/25. 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 stop14h 53m
Frontier
Wed 5/63:33 pm
SJU
-
ORF
1 stop28h 44m
Frontier
Deal found 3/25$194
This Travelocity deal was found by Cheapflights users on 3/25. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1011:33 am
ORF
-
SJU
1 stop13h 19m
Frontier
Fri 4/173:19 pm
SJU
-
ORF
1 stop27h 02m
Frontier
Deal found 3/25$196
This Priceline deal was found by Cheapflights users on 3/24. 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 5/11:36 pm
ORF
-
SJU
Nonstop3h 59m
Multiple Airlines
Sun 5/33:21 am
SJU
-
ORF
1 stop13h 46m
Multiple Airlines
Deal found 3/24$197
This CheapOair deal was found by Cheapflights users on 3/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/41:36 pm
ORF
-
SJU
Nonstop3h 59m
Multiple Airlines
Fri 5/83:03 am
SJU
-
ORF
1 stop15h 26m
Multiple Airlines
Deal found 3/28$202
This Delta deal was found by Cheapflights users on 3/27. 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 4/262:03 pm
ORF
-
SJU
1 stop6h 21m
Delta
Thu 4/302:03 pm
SJU
-
ORF
1 stop8h 52m
Delta
Deal found 3/27$206
This Frontier deal was found by Cheapflights users on 3/25. 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 4/206:02 pm
ORF
-
SJU
1 stop7h 59m
Frontier
Thu 4/233:21 am
SJU
-
ORF
1 stop9h 53m
Frontier
Deal found 3/25$211
This FlightHub deal was found by Cheapflights users on 3/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:12 pm
ORF
-
PUJ
1 stop12h 06m
Frontier
Tue 5/123:35 pm
PUJ
-
ORF
1 stop19h 36m
Frontier
Deal found 3/25$267

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 March 28, 2026.

Round-trip from

$186
(Priceline)

One-way from

$88
(Frontier)

Popular in

December

Cheapest in

September

Average price

$401

Good round-trip deal

$269 or less

Good one-way deal

$160 or less
From Norfolk to Caribbean
One-way flight from Norfolk to Caribbean
Highest demand for flights based on searches. 7% potential increase in price ($32 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in March 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 March 28, 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

Sun 4/26

5:50 am-1:25 pm

1 stop7h 35m

San Juan Luis Munoz Marin Intl

Sun 5/3

5:34 pm-12:37 am

1 stop7h 03m

$206

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Sat 4/11

5:29 pm-10:07 am

1 stop16h 38m

Punta Cana

Sat 4/18

3:04 pm-10:32 am

1 stop19h 28m

$277

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sun 5/10

5:20 am-12:01 pm

1 stop6h 41m

San Juan Luis Munoz Marin Intl

Mon 5/18

2:48 pm-12:48 am

1 stop10h 00m

$280

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sun 4/26

6:11 am-8:34 pm

2 stops14h 23m

San Juan Luis Munoz Marin Intl

Wed 4/29

1:00 am-9:26 am

2 stops8h 26m

$302

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Wed 8/19

5:30 am-4:35 pm

1 stop11h 05m

San Juan Luis Munoz Marin Intl

Wed 8/26

5:45 pm-12:06 am

1 stop6h 21m

$304

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Tue 5/12

6:20 am-3:22 pm

1 stop9h 02m

Simpson Bay Princess Juliana

Tue 5/19

4:35 pm-11:59 pm

1 stop7h 24m

$321

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Mon 5/4

7:52 pm-1:20 pm

1 stop17h 28m

Simpson Bay Princess Juliana

Mon 5/11

2:21 pm-9:52 am

2 stops19h 31m

$326

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Sun 5/3

7:52 pm-1:20 pm

1 stop17h 28m

Simpson Bay Princess Juliana

Mon 5/11

4:35 pm-9:52 am

2 stops17h 17m

$326

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Thu 5/7

6:13 pm-1:20 pm

2 stops19h 07m

Simpson Bay Princess Juliana

Thu 5/14

2:21 pm-8:28 am

2 stops18h 07m

$326

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Sun 5/10

6:20 am-1:20 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Sun 5/17

12:41 pm-8:35 am

2 stops19h 54m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

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, April is the cheapest month in which you can book a flight from Norfolk to Caribbean (average of $129). Flying from Norfolk to Caribbean in March is currently the most expensive (average of $220). 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 March 28, 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 March 28, 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.

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

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.

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

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.

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

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.

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

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.

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

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.

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

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?

    JetBlue, Frontier, and American Airlines can get you from Norfolk to Caribbean in just under 3h 59m. Your travel time can differ by up to 6h 39m. 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 $84. While the most popular route (Norfolk - San Juan Luis Munoz Marin Intl) can be booked for $172 on average, our data indicates $363 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, April is the cheapest month in which you can book a flight from Norfolk to Caribbean (average of $129). Flying from Norfolk to Caribbean in March is currently the most expensive (average of $220). 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 March 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$110Average$292FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$517FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$148Average$435FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$163Average$402FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$205Average$597FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$559FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$225Average$579FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$646Average$646FlexibilityNo cancel feeOn-time75%

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