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$77+ 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — SJU
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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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 January 8, 2026.

Round-trip from

$223
(Kiwi.com)

One-way from

$77
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$377

Good round-trip deal

$271 or less
From Norfolk to Caribbean
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One-way flight from Norfolk to Caribbean
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Highest demand for flights based on searches. 10% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Price to beat on a round-trip flight from Norfolk to Caribbean.
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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 January 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:31 pmORF - SJU
2 stops26h 53mMultiple Airlines
Mon 2/233:53 amSJU - ORF
1 stop9h 12mMultiple Airlines
Deal found 1/7$223
This Expedia deal was found by Cheapflights users on 1/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:05 amORF - SJU
1 stop16h 04mSpirit Airlines
Tue 5/193:43 pmSJU - ORF
1 stop7h 16mSpirit Airlines
Deal found 1/8$224
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/16:45 amORF - SJU
1 stop7h 46mMultiple Airlines
Wed 2/118:05 pmSJU - ORF
1 stop23h 23mMultiple Airlines
Deal found 1/7$225
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:14 pmORF - SJU
1 stop8h 40mDelta
Mon 5/41:50 pmSJU - ORF
1 stop9h 15mDelta
Deal found 1/7$226
This United Airlines deal was found by Cheapflights users on 1/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/216:30 amORF - SJU
1 stop7h 10mUnited Airlines
Mon 1/262:05 amSJU - ORF
2 stops13h 27mUnited Airlines
Deal found 1/7$228
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:45 amORF - SJU
1 stop15h 24mMultiple Airlines
Wed 3/45:25 pmSJU - ORF
1 stop26h 03mMultiple Airlines
Deal found 1/7$230
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/316:45 amORF - SJU
1 stop15h 48mSpirit Airlines
Tue 2/106:00 amSJU - ORF
2 stops13h 38mSpirit Airlines
Deal found 1/7$231
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/208:05 amORF - SJU
2 stops30h 30mMultiple Airlines
Tue 1/278:05 pmSJU - ORF
1 stop23h 20mMultiple Airlines
Deal found 1/7$232
This Frontier deal was found by Cheapflights users on 1/7. 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 3/93:26 pmORF - SJU
1 stop10h 32mFrontier
Mon 3/166:30 amSJU - ORF
1 stop8h 01mFrontier
Deal found 1/7$233
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/19:37 pmORF - SJU
1 stop11h 10mMultiple Airlines
Sat 2/78:00 amSJU - ORF
1 stop13h 15mMultiple Airlines
Deal found 1/7$235
This United Airlines deal was found by Cheapflights users on 1/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2310:05 amORF - SJU
2 stops13h 31mUnited Airlines
Thu 1/298:10 amSJU - ORF
1 stop6h 57mUnited Airlines
Deal found 1/5$236
This American Airlines deal was found by Cheapflights users on 1/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/46:00 amORF - SJU
2 stops10h 01mAmerican Airlines
Mon 2/95:20 pmSJU - ORF
1 stop17h 24mAmerican Airlines
Deal found 1/6$237

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 January 8, 2026.
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

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sat 5/2

2:14 pm-10:54 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Mon 5/4

1:50 pm-11:05 pm

1 stop9h 15m

$226

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Wed 1/21

6:30 am-2:40 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Mon 1/26

2:05 am-2:32 pm

2 stops13h 27m

$228

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Fri 1/23

10:05 am-12:36 am

2 stops13h 31m

San Juan Luis Munoz Marin Intl

Thu 1/29

8:10 am-2:07 pm

1 stop6h 57m

$236

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 4/28

9:45 am-8:34 pm

1 stop10h 49m

San Juan Luis Munoz Marin Intl

Sat 5/2

1:25 pm-11:39 pm

2 stops10h 14m

$238

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Mon 3/2

6:20 am-9:00 pm

2 stops13h 40m

San Juan Luis Munoz Marin Intl

Thu 3/5

2:05 am-2:23 pm

2 stops13h 18m

$243

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Wed 4/8

6:08 am-8:34 pm

2 stops14h 26m

San Juan Luis Munoz Marin Intl

Wed 4/15

4:55 pm-11:40 pm

1 stop6h 45m

$246

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sat 4/18

7:00 am-1:14 pm

1 stop6h 14m

San Juan Luis Munoz Marin Intl

Thu 4/23

6:15 am-1:09 pm

1 stop6h 54m

$251

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Mon 2/2

5:30 pm-3:05 pm

2 stops20h 35m

Saint Thomas Island Cyril E King

Fri 2/6

3:57 pm-9:50 pm

1 stop6h 53m

$253

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Mon 2/2

6:45 am-2:52 pm

1 stop7h 07m

Saint Thomas Island Cyril E King

Fri 2/6

3:57 pm-9:50 pm

1 stop6h 53m

$257

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Thu 4/23

12:21 pm-8:06 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Thu 4/30

1:50 pm-11:05 pm

1 stop9h 15m

$260

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

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 $208). 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.

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 January 8, 2026.
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
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,250 reviews
Southwest
8.0
Very good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,032 reviews
Southwest
8.0
Very good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,142 reviews
Southwest
8.0
Very good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,097 reviews
Southwest
8.0
Very good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,289 reviews
Southwest
8.0
Very good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 Spirit Airlines can get you from Norfolk to Caribbean in just under 7h 07m. Your travel time can differ by up to 1h 33m. 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 Frontier. According to our data, you can fly for as low as $84. Users have also found prices from $105 and $112 on Spirit 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 - Saint Thomas Island Cyril E King.

  • What are the cheapest flights from Norfolk to Caribbean?

    Looking at all options, your cheapest flight can be booked for $244. While the most popular route (Norfolk - San Juan Luis Munoz Marin Intl) can be booked for $181 on average, our data indicates $308 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, 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 $208). 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$90Average$286FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$168Average$442FlexibilityNo cancel feeOn-time65%
DeltaCheapest$205Average$550FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$225Average$612FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$225Average$623FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$244Average$407FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$251Average$648FlexibilityNo cancel feeOn-time63%

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