Caribbean

$88+ 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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — SJU
Apr 24 — May 11
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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 March 25, 2026.

This Frontier deal was found by Cheapflights users on 3/20. 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 4/1311:33 am
ORF
-
SJU
1 stop13h 19m
Frontier
Sat 4/188:00 am
SJU
-
ORF
1 stop10h 21m
Frontier
Deal found 3/20$186
This Cheapflightsfares deal was found by Cheapflights users on 3/24. 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.
Mon 4/201:36 pm
ORF
-
SJU
Nonstop3h 59m
JetBlue
Fri 4/249:00 am
SJU
-
ORF
Nonstop3h 41m
JetBlue
Deal found 3/24$192
This Priceline deal was found by Cheapflights users on 3/22. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/219:12 pm
ORF
-
SJU
1 stop10h 52m
Frontier
Thu 5/286:09 pm
SJU
-
ORF
1 stop26h 08m
Frontier
Deal found 3/22$194
This Expedia deal was found by Cheapflights users on 3/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:02 pm
ORF
-
SJU
1 stop7h 59m
Multiple Airlines
Wed 4/299:00 am
SJU
-
ORF
Nonstop3h 41m
Multiple Airlines
Deal found 3/23$197
This CheapOair deal was found by Cheapflights users on 3/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:02 pm
ORF
-
SJU
1 stop15h 52m
Multiple Airlines
Fri 4/249:00 am
SJU
-
ORF
Nonstop3h 41m
Multiple Airlines
Deal found 3/24$202
This CheapOair deal was found by Cheapflights users on 3/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:02 pm
ORF
-
SJU
1 stop7h 59m
Frontier
Thu 5/146:09 pm
SJU
-
ORF
1 stop26h 08m
Frontier
Deal found 3/22$204
This Priceline deal was found by Cheapflights users on 3/22. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/41:36 pm
ORF
-
SJU
Nonstop3h 59m
Multiple Airlines
Sun 5/106:00 am
SJU
-
ORF
1 stop14h 17m
Multiple Airlines
Deal found 3/22$207
This Frontier deal was found by Cheapflights users on 3/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:02 pm
ORF
-
SJU
1 stop7h 59m
Frontier
Sat 5/96:00 am
SJU
-
ORF
1 stop12h 29m
Frontier
Deal found 3/22$211
This American Airlines deal was found by Cheapflights users on 3/23. 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.
Sun 4/267:52 pm
ORF
-
SJU
1 stop13h 21m
American Airlines
Thu 4/301:25 pm
SJU
-
ORF
1 stop6h 27m
American Airlines
Deal found 3/23$212
This Expedia deal was found by Cheapflights users on 3/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/101:03 pm
ORF
-
SJU
Nonstop3h 56m
Multiple Airlines
Thu 5/146:09 pm
SJU
-
ORF
1 stop26h 08m
Multiple Airlines
Deal found 3/22$213
This CheapOair deal was found by Cheapflights users on 3/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:00 pm
ORF
-
SJU
1 stop14h 53m
Frontier
Wed 5/63:33 pm
SJU
-
ORF
1 stop28h 44m
Frontier
Deal found 3/24$214
This American Airlines deal was found by Cheapflights users on 3/23. 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.
Mon 4/206:00 am
ORF
-
SJU
2 stops9h 35m
American Airlines
Wed 4/297:25 am
SJU
-
ORF
1 stop6h 52m
American Airlines
Deal found 3/23$217

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 March 25, 2026.

Round-trip from

$186
(Frontier)

One-way from

$88
(Frontier)

Popular in

December

Cheapest in

September

Average price

$401

Good round-trip deal

$269 or less

Good one-way deal

$160 or less
From Norfolk to Caribbean
One-way flight from Norfolk to Caribbean
Highest demand for flights based on searches. 7% potential increase in price ($32 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 March 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 March 25, 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

Sun 4/26

6:11 am-12:34 pm

1 stop6h 23m

San Juan Luis Munoz Marin Intl

Thu 4/30

4:55 pm-11:44 pm

1 stop6h 49m

$302

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Wed 8/19

5:30 am-4:35 pm

1 stop11h 05m

San Juan Luis Munoz Marin Intl

Wed 8/26

5:45 pm-12:06 am

1 stop6h 21m

$304

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Wed 9/9

7:00 am-1:56 pm

1 stop6h 56m

Simpson Bay Princess Juliana

Wed 9/16

3:20 pm-12:06 am

1 stop8h 46m

$321

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Fri 4/24

7:58 pm-1:20 pm

2 stops17h 22m

Simpson Bay Princess Juliana

Fri 5/8

2:21 pm-8:34 am

2 stops18h 13m

$326

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Sun 5/3

7:52 pm-11:37 am

1 stop15h 45m

Simpson Bay Princess Juliana

Mon 5/11

4:35 pm-10:21 am

2 stops17h 46m

$326

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 4/21

6:11 am-12:34 pm

1 stop6h 23m

San Juan Luis Munoz Marin Intl

Tue 4/28

1:25 pm-11:40 pm

2 stops10h 15m

$345

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Mon 5/25

6:05 am-3:10 pm

1 stop10h 05m

Montego Bay Sangster Intl

Sat 5/30

4:12 pm-11:44 pm

1 stop6h 32m

$352

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Sat 4/11

7:58 pm-1:20 pm

2 stops17h 22m

Simpson Bay Princess Juliana

Tue 4/14

4:35 pm-10:21 am

2 stops17h 46m

$361

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Sat 4/18

6:00 am-2:27 pm

1 stop8h 27m

Punta Cana

Wed 4/22

3:35 pm-11:40 pm

1 stop8h 05m

$361

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Wed 7/8

3:00 pm-10:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Tue 7/21

5:30 am-2:25 pm

2 stops8h 55m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Showing 1-10 of 60 resultsSorted by cheapest first
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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, April is the cheapest month in which you can book a flight from Norfolk to Caribbean (average of $129). Flying from Norfolk to Caribbean in March is currently the most expensive (average of $220). 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 March 25, 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 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 March 25, 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

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

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.

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

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.

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

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.

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

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.

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

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.

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

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?

    United Airlines, Delta, and American Airlines can get you from Norfolk to Caribbean in just under 6h 23m. Your travel time can differ by up to 10h 59m. 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 $70. Users have also found prices from $98 and $102 on Spirit Airlines and Southwest, 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 $84. While the most popular route (Norfolk - San Juan Luis Munoz Marin Intl) can be booked for $192 on average, our data indicates $363 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, April is the cheapest month in which you can book a flight from Norfolk to Caribbean (average of $129). Flying from Norfolk to Caribbean in March is currently the most expensive (average of $220). 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

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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.

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 March 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$110Average$292FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$517FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$148Average$435FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$163Average$402FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$205Average$597FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$559FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$225Average$579FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$646Average$646FlexibilityNo cancel feeOn-time75%

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