Caribbean

$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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — SJU
lip 26 — sie 21
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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 Czerwiec 26, 2026.

This American Airlines deal was found by Cheapflights users on 6/23. 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.
wt. 10/612:35 pm
ORF
-
SJU
1 stop11h 15m
American Airlines
śr. 10/78:30 am
SJU
-
ORF
2 stops14h 03m
American Airlines
Deal found 6/23$271
This Delta deal was found by Cheapflights users on 6/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
śr. 10/146:55 am
ORF
-
SJU
1 stop9h 38m
Delta
czw. 10/155:43 pm
SJU
-
ORF
1 stop6h 23m
Delta
Deal found 6/24$272
This United Airlines deal was found by Cheapflights users on 6/23. 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.
śr. 10/76:15 am
ORF
-
SJU
1 stop6h 19m
United Airlines
wt. 10/131:00 am
SJU
-
ORF
2 stops8h 42m
United Airlines
Deal found 6/23$273
This Southwest deal was found by Cheapflights users on 6/23. 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.
pt. 9/43:45 pm
ORF
-
SJU
1 stop7h 05m
Southwest
wt. 9/86:00 am
SJU
-
ORF
1 stop8h 30m
Southwest
Deal found 6/23$274
This JetBlue deal was found by Cheapflights users on 6/24. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
śr. 7/293:35 pm
ORF
-
SJU
Nonstop3h 23m
JetBlue
pt. 8/711:44 am
SJU
-
ORF
Nonstop3h 34m
JetBlue
Deal found 6/24$275
This American Airlines deal was found by Cheapflights users on 6/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
pon. 9/215:40 pm
ORF
-
SJU
2 stops27h 07m
American Airlines
sob. 9/262:58 pm
SJU
-
ORF
2 stops20h 01m
American Airlines
Deal found 6/24$276
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
śr. 8/123:35 pm
ORF
-
SJU
Nonstop3h 23m
JetBlue
pon. 8/1711:44 am
SJU
-
ORF
Nonstop3h 34m
JetBlue
Deal found 6/24$277
This JetBlue deal was found by Cheapflights users on 6/23. 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.
ndz. 7/194:13 pm
ORF
-
SJU
Nonstop3h 22m
JetBlue
pt. 8/711:44 am
SJU
-
ORF
Nonstop3h 34m
JetBlue
Deal found 6/23$280
This American Airlines deal was found by Cheapflights users on 6/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
śr. 9/235:40 pm
ORF
-
SJU
2 stops20h 14m
American Airlines
ndz. 9/276:27 am
SJU
-
ORF
2 stops16h 13m
American Airlines
Deal found 6/24$281
This Kiwi.com deal was found by Cheapflights users on 6/22. 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.
ndz. 8/236:00 am
ORF
-
SJU
1 stop18h 34m
Multiple Airlines
pt. 8/288:34 am
SJU
-
ORF
2 stops27h 51m
Multiple Airlines
Deal found 6/22$283
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
śr. 10/141:30 pm
ORF
-
SJU
Nonstop3h 32m
JetBlue
śr. 10/219:00 am
SJU
-
ORF
Nonstop3h 22m
JetBlue
Deal found 6/24$284
This JetBlue deal was found by Cheapflights users on 6/23. 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.
śr. 7/223:35 pm
ORF
-
SJU
Nonstop3h 23m
JetBlue
pt. 8/711:44 am
SJU
-
ORF
Nonstop3h 34m
JetBlue
Deal found 6/23$285

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 Czerwiec 26, 2026.

Round-trip from

$271
(American Airlines)

One-way from

$103
(Delta)

Popular in

December

Cheapest in

September

Average price

$426

Good round-trip deal

$305 or less

Good one-way deal

$178 or less
From Norfolk to Caribbean
One-way flight from Norfolk to Caribbean
Highest demand for flights based on searches. 9% potential increase in price ($39 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 June 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 Czerwiec 26, 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
Quickest round-trip

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

pon. 8/31

3:55 pm-7:17 pm

Nonstop3h 22m

San Juan Luis Munoz Marin Intl

pon. 9/7

11:06 am-2:40 pm

Nonstop3h 34m

$280

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

pon. 10/19

12:15 pm-11:56 pm

1 stop11h 41m

San Juan Luis Munoz Marin Intl

pt. 10/23

12:46 pm-12:06 am

1 stop11h 20m

$292

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

czw. 10/22

5:40 am-12:25 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

ndz. 10/25

5:00 am-3:15 pm

1 stop10h 15m

$299

NorfolkNassau

ORF - NAS

ORFNAS

Norfolk

pon. 11/30

7:00 pm-11:20 am

1 stop16h 20m

Nassau Intl

sob. 12/5

1:13 pm-12:16 am

1 stop11h 03m

$316

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

czw. 7/9

6:05 am-12:33 pm

1 stop6h 28m

Simpson Bay Princess Juliana

czw. 7/16

3:50 pm-11:44 pm

1 stop7h 54m

$325

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

pon. 9/28

7:25 am-2:00 pm

1 stop6h 35m

Simpson Bay Princess Juliana

pt. 10/2

3:05 pm-10:41 pm

1 stop7h 36m

$325

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

śr. 7/8

6:05 am-12:33 pm

1 stop6h 28m

Simpson Bay Princess Juliana

śr. 7/15

3:50 pm-11:44 pm

1 stop7h 54m

$325

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

wt. 10/13

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

ndz. 10/18

4:55 pm-11:44 pm

1 stop6h 49m

$325

NorfolkNassau

ORF - NAS

ORFNAS

Norfolk

czw. 9/10

7:59 pm-1:33 pm

2 stops17h 34m

Nassau Intl

ndz. 9/13

2:35 pm-9:53 am

1 stop19h 18m

$326

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

ndz. 8/23

12:45 pm-10:45 pm

2 stops10h 00m

San Juan Luis Munoz Marin Intl

czw. 8/27

11:35 am-9:55 pm

2 stops10h 20m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/22

Showing 1-10 of 60 resultsSorted by cheapest first
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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, 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 February is currently the most expensive (average of $1,239). 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 Czerwiec 26, 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 morning.

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

The best time to book flights from Norfolk to Caribbean is 34 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.

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 Czerwiec 26, 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.

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.

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 American Airlines can get you from Norfolk to Caribbean in just under 8h 11m. Your travel time can differ by up to 6h 17m. 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 $84. Users have also found prices from $92 and $104 on Southwest and Delta, 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 $142. While the most popular route (Norfolk - San Juan Luis Munoz Marin Intl) can be booked for $206 on average, our data indicates $288 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 February is currently the most expensive (average of $1,239). 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.

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 Czerwiec 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$96Average$310FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$107Average$436FlexibilityNo cancel feeOn-time62%
DeltaCheapest$112Average$490FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$205Average$571FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$219Average$513FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$224Average$626FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$646Average$646FlexibilityNo cancel feeOn-time75%

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