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$126+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — SJU
Dec 31 — Jan 71
Wed 12/31
Wed 1/7
1 adult, Economy
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Find 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 December 1, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/1. 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.
Mon 12/88:38 amORF - SJU
2 stops15h 07mSpirit Airlines
Mon 12/154:10 amSJU - ORF
1 stop16h 06mSpirit Airlines
Deal found 12/1$283
This Kiwi.com deal was found by Cheapflights users on 12/1. 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.
Mon 12/88:38 amORF - SJU
2 stops15h 07mMultiple Airlines
Thu 12/186:00 amSJU - ORF
1 stop27h 47mMultiple Airlines
Deal found 12/1$285
This Kiwi.com deal was found by Cheapflights users on 12/1. 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.
Mon 12/88:38 amORF - SJU
1 stop17h 12mMultiple Airlines
Sun 12/144:10 amSJU - ORF
1 stop16h 06mMultiple Airlines
Deal found 12/1$291
This Kiwi.com deal was found by Cheapflights users on 12/1. 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.
Mon 12/88:38 amORF - SJU
2 stops15h 07mMultiple Airlines
Thu 12/113:55 amSJU - ORF
1 stop10h 10mMultiple Airlines
Deal found 12/1$292
This Mytrip deal was found by Cheapflights users on 11/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:11 pmORF - SJU
1 stop15h 21mSpirit Airlines
Sun 12/146:59 pmSJU - ORF
2 stops25h 17mSpirit Airlines
Deal found 11/29$294
This Mytrip deal was found by Cheapflights users on 11/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:01 pmORF - SJU
1 stop6h 04mSpirit Airlines
Fri 1/97:44 pmSJU - ORF
2 stops27h 06mSpirit Airlines
Deal found 11/28$305
This Mytrip deal was found by Cheapflights users on 11/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/148:11 pmORF - SJU
1 stop15h 21mSpirit Airlines
Thu 12/1812:53 pmSJU - ORF
3 stops30h 52mSpirit Airlines
Deal found 11/28$311
This Kiwi.com deal was found by Cheapflights users on 11/30. 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.
Mon 12/88:38 amORF - SJU
2 stops15h 07mMultiple Airlines
Sat 12/138:00 amSJU - ORF
1 stop15h 03mMultiple Airlines
Deal found 11/30$315
This Delta deal was found by Cheapflights users on 11/29. 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 12/76:30 amORF - GCM
1 stop6h 05mDelta
Thu 12/111:50 pmGCM - ORF
1 stop9h 39mDelta
Deal found 11/29$376
This Delta deal was found by Cheapflights users on 12/1. 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.
Mon 12/155:15 amORF - MBJ
1 stop8h 58mDelta
Fri 12/1912:35 pmMBJ - ORF
1 stop9h 54mDelta
Deal found 12/1$377
This American Airlines deal was found by Cheapflights users on 11/30. 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 12/157:18 pmORF - MBJ
2 stops17h 42mAmerican Airlines
Fri 12/1911:07 amMBJ - ORF
1 stop13h 52mAmerican Airlines
Deal found 11/30$382
This American Airlines deal was found by Cheapflights users on 11/29. 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.
Sun 12/147:29 pmORF - MBJ
1 stop14h 44mAmerican Airlines
Sun 12/214:11 pmMBJ - ORF
1 stop8h 48mAmerican Airlines
Deal found 11/29$403

Cheap flight deals from Norfolk to Caribbean

Keep the following information in mind while searching for Norfolk to Caribbean flight deals. Data was last updated December 1, 2025.

Round-trip from

$264
(Cheapflightsfares)

One-way from

$126
(Priceline)

Popular in

December

Cheapest in

September

Average price

$535
From Norfolk to Caribbean
Search Deals
One-way flight from Norfolk to Caribbean
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 1, 2025.
Use the filters below to find and compare flights from Norfolk to Caribbean that are best for you.

Fly from

Norfolk

Fly to

Caribbean

Route

Depart

Return

Price

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Fri 1/16

6:45 am-2:52 pm

1 stop7h 07m

Saint Thomas Island Cyril E King

Fri 1/23

3:57 pm-9:50 pm

1 stop6h 53m

$284

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 1/20

3:37 pm-11:57 pm

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Mon 1/26

6:27 pm-12:16 am

1 stop6h 49m

$309

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sun 1/18

6:30 am-9:00 pm

2 stops13h 30m

San Juan Luis Munoz Marin Intl

Wed 1/28

2:05 am-2:25 pm

2 stops13h 20m

$315

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Mon 1/19

10:05 am-9:00 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Tue 1/27

2:05 am-2:25 pm

2 stops13h 20m

$315

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Mon 2/2

12:25 pm-10:22 pm

2 stops8h 57m

San Juan Luis Munoz Marin Intl

Tue 2/10

2:05 am-2:33 pm

2 stops13h 28m

$315

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sun 2/1

6:13 am-1:17 pm

1 stop6h 04m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-2:25 pm

2 stops13h 20m

$315

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sun 2/1

10:05 am-9:00 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Mon 2/2

2:05 am-2:32 pm

2 stops13h 27m

$315

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Wed 1/21

6:30 am-9:00 pm

2 stops13h 30m

San Juan Luis Munoz Marin Intl

Tue 1/27

2:05 am-2:25 pm

2 stops13h 20m

$315

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Thu 2/5

7:33 pm-2:10 pm

1 stop17h 37m

Simpson Bay Princess Juliana

Mon 2/9

3:15 pm-12:15 pm

2 stops22h 00m

$318

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Mon 1/19

7:33 pm-9:47 am

2 stops13h 14m

San Juan Luis Munoz Marin Intl

Sat 1/24

6:00 am-9:50 pm

1 stop16h 50m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/30

Showing 1-10 of 60 results
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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, May is the cheapest month in which you can book a flight from Norfolk to Caribbean (average of $113). Flying from Norfolk to Caribbean in November 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 December 1, 2025.

It’s optimal to fly from Norfolk to Caribbean at noon. By choosing this option you can save up to 48% on the cost of your flight, compared to a flight in the afternoon.

What is the cheapest day to fly from Norfolk to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Norfolk to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Norfolk to Caribbean flight should consider departing on Wednesday evenings when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 1, 2025.
See what other customers who have flown with Southwest, Delta, and United 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
4,253 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,010 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
United Airlines
7.4
Good
9,065 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
American Airlines
7.2
Good
11,041 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Spirit Airlines
6.3
Okay
8,155 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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?

    Spirit Airlines, Delta, and United Airlines can get you from Norfolk to Caribbean in just under 7h 07m. Your travel time can differ by up to 6h 23m. Airlines will cover a distance of 1451 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 $126. Users have also found prices from $136 and $136 on United Airlines and American Airlines, 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 - Punta Cana and Norfolk - Montego Bay Sangster Intl.

  • 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, May is the cheapest month in which you can book a flight from Norfolk to Caribbean (average of $113). Flying from Norfolk to Caribbean in November 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

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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.
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Top 7 airlines flying from Norfolk to Caribbean

Discover the top 7 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 December 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$301FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$164Average$455FlexibilityNo cancel feeOn-time65%
DeltaCheapest$224Average$549FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$225Average$587FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$235Average$608FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$236Average$407FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$251Average$652FlexibilityNo cancel feeOn-time63%

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