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$73+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — SJU
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
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 15, 2026.

Round-trip from

$216
(Booking.com)

One-way from

$73
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$368

Good round-trip deal

$271 or less
From Norfolk to Caribbean
Search Deals
One-way flight from Norfolk to Caribbean
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Highest demand for flights based on searches. 9% potential increase in price ($43 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 15, 2026.

This Booking.com deal was found by Cheapflights users on 1/13. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/171:02 pm
ORF
-
SJU
1 stop12h 46m
Frontier
Sat 2/213:53 am
SJU
-
ORF
1 stop29h 11m
Frontier
Deal found 1/13$216
This Priceline deal was found by Cheapflights users on 1/13. 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 2/203:18 pm
ORF
-
SJU
1 stop10h 35m
Frontier
Fri 2/273:53 am
SJU
-
ORF
1 stop12h 59m
Frontier
Deal found 1/13$217
This Southwest deal was found by Cheapflights users on 1/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/212:40 pm
ORF
-
SJU
1 stop9h 30m
Southwest
Fri 2/65:00 pm
SJU
-
ORF
1 stop6h 10m
Southwest
Deal found 1/13$218
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 am
ORF
-
SJU
1 stop15h 48m
Multiple Airlines
Sat 2/78:50 am
SJU
-
ORF
2 stops37h 02m
Multiple Airlines
Deal found 1/13$220
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 2/206:45 am
ORF
-
SJU
1 stop15h 24m
Multiple Airlines
Mon 3/28:05 pm
SJU
-
ORF
1 stop17h 00m
Multiple Airlines
Deal found 1/13$222
This United Airlines deal was found by Cheapflights users on 1/15. 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.
Tue 3/36:00 am
ORF
-
SJU
2 stops14h 00m
United Airlines
Thu 3/52:05 am
SJU
-
ORF
2 stops13h 18m
United Airlines
Deal found 1/15$223
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 2/216:45 am
ORF
-
SJU
1 stop15h 24m
Multiple Airlines
Tue 2/246:00 am
SJU
-
ORF
1 stop7h 05m
Multiple Airlines
Deal found 1/13$224
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 2/107:33 pm
ORF
-
SJU
2 stops27h 00m
Multiple Airlines
Sat 2/145:20 am
SJU
-
ORF
1 stop7h 15m
Multiple Airlines
Deal found 1/13$225
This Delta deal was found by Cheapflights users on 1/13. 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 2/213:30 pm
ORF
-
SJU
1 stop7h 28m
Delta
Mon 2/236:37 pm
SJU
-
ORF
1 stop6h 37m
Delta
Deal found 1/13$226
This CheapOair deal was found by Cheapflights users on 1/13. 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.
Wed 4/16:45 am
ORF
-
SJU
1 stop15h 18m
Spirit Airlines
Wed 4/153:43 pm
SJU
-
ORF
1 stop7h 16m
Spirit Airlines
Deal found 1/13$227
This United Airlines deal was found by Cheapflights users on 1/13. 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 2/210:05 am
ORF
-
SJU
2 stops11h 17m
United Airlines
Thu 2/52:05 am
SJU
-
ORF
2 stops13h 20m
United Airlines
Deal found 1/13$228
This Cheapflightsfares deal was found by Cheapflights users on 1/13. 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.
Thu 2/196:45 am
ORF
-
STT
1 stop6h 46m
Spirit Airlines
Sat 2/283:36 pm
STT
-
ORF
1 stop7h 14m
Spirit Airlines
Deal found 1/13$229

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 15, 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

Tue 3/3

10:15 am-9:00 pm

1 stop9h 45m

San Juan Luis Munoz Marin Intl

Thu 3/5

2:05 am-2:23 pm

2 stops13h 18m

$223

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Thu 2/19

12:37 pm-11:58 pm

1 stop10h 21m

San Juan Luis Munoz Marin Intl

Tue 2/24

6:15 am-2:23 pm

1 stop9h 08m

$226

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Thu 4/23

12:21 pm-10:54 pm

1 stop10h 33m

San Juan Luis Munoz Marin Intl

Thu 4/30

1:50 pm-11:05 pm

1 stop9h 15m

$236

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sat 1/31

10:05 am-10:22 pm

2 stops11h 17m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-2:25 pm

2 stops13h 20m

$246

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sat 5/2

6:08 am-8:34 pm

2 stops14h 26m

San Juan Luis Munoz Marin Intl

Mon 5/4

1:00 am-10:10 am

1 stop9h 10m

$246

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

6:15 am-1:09 pm

1 stop6h 54m

$246

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 3/3

1:02 pm-2:53 am

1 stop12h 51m

San Juan Luis Munoz Marin Intl

Fri 3/6

11:04 am-9:50 pm

1 stop11h 46m

$249

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Sat 2/28

8:44 pm-12:02 pm

1 stop15h 18m

Montego Bay Sangster Intl

Wed 3/4

1:00 pm-6:26 pm

1 stop5h 26m

$252

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Fri 1/30

7:33 pm-2:10 pm

1 stop17h 37m

Simpson Bay Princess Juliana

Mon 2/2

3:20 pm-6:38 pm

1 stop28h 18m

$287

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Sat 2/14

6:45 am-2:31 pm

1 stop6h 46m

Saint Thomas Island Cyril E King

Sat 2/21

3:36 pm-9:50 pm

1 stop7h 14m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Showing 1-10 of 60 results
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2
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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, 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 June is currently the most expensive (average of $210). 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 15, 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
4,258 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

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
4,258 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

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
8,051 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

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
9,164 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

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
11,136 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

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
8,322 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

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?

    United Airlines, Delta, and Spirit Airlines can get you from Norfolk to Caribbean in just under 9h 45m. Your travel time can differ by up to 5h 33m. 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 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 $190 on average, our data indicates $328 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 June is currently the most expensive (average of $210). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$265FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$130Average$437FlexibilityNo cancel feeOn-time65%
DeltaCheapest$155Average$574FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$204Average$407FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$225Average$612FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$225Average$627FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$255Average$646FlexibilityNo cancel feeOn-time63%

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