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$103+ 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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — SJU
Jun 10 — Jun 171
Wed 6/10
Wed 6/17
1 adult, Economy
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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 May 11, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 5/11. 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 6/124:09 pm
ORF
-
SJU
Nonstop3h 23m
JetBlue
Mon 6/1511:41 am
SJU
-
ORF
Nonstop3h 33m
JetBlue
Deal found 5/11$220
This JetBlue deal was found by Cheapflights users on 5/9. 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 5/251:50 pm
ORF
-
SJU
Nonstop4h 01m
JetBlue
Fri 5/299:00 am
SJU
-
ORF
Nonstop3h 41m
JetBlue
Deal found 5/9$225
This American Airlines deal was found by Cheapflights users on 5/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:08 am
ORF
-
SJU
1 stop14h 57m
American Airlines
Thu 5/286:20 am
SJU
-
ORF
1 stop12h 57m
American Airlines
Deal found 5/7$254
This Priceline deal was found by Cheapflights users on 5/11. 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.
Wed 8/199:56 pm
ORF
-
SJU
1 stop10h 13m
Frontier
Wed 8/266:00 am
SJU
-
ORF
1 stop15h 01m
Frontier
Deal found 5/11$256
This Priceline deal was found by Cheapflights users on 5/11. 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.
Sat 8/89:35 pm
ORF
-
SJU
1 stop10h 22m
Frontier
Thu 8/139:24 am
SJU
-
ORF
1 stop11h 15m
Frontier
Deal found 5/11$258
This Cheapflightsfares deal was found by Cheapflights users on 5/11. 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.
Sun 6/144:09 pm
ORF
-
SJU
Nonstop3h 23m
JetBlue
Sun 6/2111:39 am
SJU
-
ORF
Nonstop3h 33m
JetBlue
Deal found 5/11$260
This Orbitz deal was found by Cheapflights users on 5/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/71:50 pm
ORF
-
SJU
Nonstop4h 01m
Multiple Airlines
Thu 7/96:31 pm
SJU
-
ORF
1 stop26h 08m
Multiple Airlines
Deal found 5/8$267
This Cheapflightsfares deal was found by Cheapflights users on 5/11. 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 5/11$270
This JetBlue deal was found by Cheapflights users on 5/8. 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 10/141:30 pm
ORF
-
SJU
Nonstop3h 32m
JetBlue
Mon 10/269:00 am
SJU
-
ORF
Nonstop3h 32m
JetBlue
Deal found 5/8$275
This Frontier deal was found by Cheapflights users on 5/11. 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 5/11$276
This American Airlines deal was found by Cheapflights users on 5/11. 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 5/11$279
This Justfly.com deal was found by Cheapflights users on 5/11. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:00 am
ORF
-
NAS
1 stop5h 15m
JetBlue
Wed 7/2210:58 am
NAS
-
ORF
1 stop10h 04m
JetBlue
Deal found 5/11$284

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 May 11, 2026.

Round-trip from

$220
(Cheapflightsfares)

One-way from

$103
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$352

Good round-trip deal

$299 or less
From Norfolk to Caribbean
Search Deals
One-way flight from Norfolk to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($39 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
Price to beat on a round-trip flight from Norfolk to Caribbean.
Search Deals

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 May 11, 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

Thu 9/3

8:25 am-4:35 pm

1 stop8h 10m

San Juan Luis Munoz Marin Intl

Wed 9/9

7:00 am-4:53 pm

1 stop9h 53m

$284

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Tue 8/25

6:00 am-12:37 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Thu 8/27

1:42 pm-9:02 pm

1 stop7h 20m

$309

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Fri 9/18

5:30 am-11:48 am

1 stop6h 18m

San Juan Luis Munoz Marin Intl

Fri 9/25

2:26 pm-12:06 am

1 stop9h 40m

$316

NorfolkNassau

ORF - NAS

ORFNAS

Norfolk

Mon 7/13

5:15 am-4:39 pm

1 stop11h 24m

Nassau Intl

Thu 7/16

6:04 pm-12:45 am

1 stop6h 41m

$326

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Tue 8/25

6:23 am-3:34 pm

1 stop10h 11m

Montego Bay Sangster Intl

Thu 8/27

2:26 pm-9:55 pm

1 stop6h 29m

$344

NorfolkOranjestad

ORF - AUA

ORFAUA

Norfolk

Mon 6/8

6:20 am-2:10 pm

1 stop7h 50m

Oranjestad Reina Beatrix

Sat 6/13

1:55 pm-11:23 pm

1 stop9h 28m

$359

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sun 7/5

9:35 pm-2:11 am

1 stop28h 36m

San Juan Luis Munoz Marin Intl

Wed 7/8

11:06 am-2:40 pm

Nonstop3h 34m

$364

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Tue 7/14

7:59 pm-12:33 pm

1 stop16h 34m

Simpson Bay Princess Juliana

Thu 7/23

3:50 pm-11:44 pm

1 stop7h 54m

$376

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Tue 8/25

6:00 am-3:27 pm

1 stop9h 27m

Punta Cana

Thu 8/27

2:05 pm-9:02 pm

1 stop6h 57m

$384

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Tue 6/2

10:45 am-3:10 pm

1 stop5h 25m

Montego Bay Sangster Intl

Sat 6/6

1:52 pm-12:57 am

1 stop10h 05m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/8

Showing 1-10 of 60 resultsSorted by cheapest first
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2
3
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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

How far ahead should I book a flight from Norfolk to Caribbean?

The best time to book flights from Norfolk to Caribbean is 61 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, January is the cheapest month in which you can book a flight from Norfolk to Caribbean (average of $90). Flying from Norfolk to Caribbean in April is currently the most expensive (average of $1,720). 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 May 11, 2026.

It’s optimal to fly from Norfolk to Caribbean at noon. By choosing this option you can save up to 26% 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 May 11, 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.
Southwest
8.0
Very good
4,297 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
8.0
Very good
4,297 reviews
Southwest
8.0
Very good
4,297 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
8,451 reviews
Southwest
8.0
Very good
4,297 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
9,699 reviews
Southwest
8.0
Very good
4,297 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
2,973 reviews
Southwest
8.0
Very good
4,297 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
11,665 reviews
Southwest
8.0
Very good
4,297 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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, JetBlue, and United Airlines can get you from Norfolk to Caribbean in just under 6h 37m. Your travel time can differ by up to 9h 57m. Airlines will cover a distance of 1525 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 $104 on Southwest and Delta, respectively.

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

    The most popular flight routes from Norfolk to Caribbean are Norfolk - San Juan Luis Munoz Marin Intl, Norfolk - Saint Thomas Island Cyril E King and Norfolk - Montego Bay Sangster Intl.

  • What are the cheapest flights from Norfolk to Caribbean?

    Looking at all options, your cheapest flight can be booked for $177. While the most popular route (Norfolk - San Juan Luis Munoz Marin Intl) can be booked for $220 on average, our data indicates $369 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, January is the cheapest month in which you can book a flight from Norfolk to Caribbean (average of $90). Flying from Norfolk to Caribbean in April is currently the most expensive (average of $1,720). 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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See prices for flight routes from nearby airports that may be better suited for you.
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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 May 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$96Average$299FlexibilityNo cancel feeOn-time62%
DeltaCheapest$112Average$504FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$148Average$430FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$177Average$389FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$205Average$584FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$534FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$225Average$583FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$646Average$646FlexibilityNo cancel feeOn-time75%

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