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$76+ 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
Jan 30 — Feb 61
Fri 1/30
Fri 2/6
1 adult, Economy
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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 December 31, 2025.

This American Airlines deal was found by Cheapflights users on 12/29. 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.
Tue 12/308:09 pmORF - SJU
1 stop14h 30mAmerican Airlines
Thu 1/86:07 amSJU - ORF
1 stop13h 29mAmerican Airlines
Deal found 12/29$442
This Kiwi.com deal was found by Cheapflights users on 12/30. 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.
Wed 12/3111:44 amORF - SJU
2 stops19h 55mMultiple Airlines
Wed 1/79:19 pmSJU - ORF
1 stop26h 07mMultiple Airlines
Deal found 12/30$527
This Mytrip deal was found by Cheapflights users on 12/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:44 amORF - SJU
1 stop11h 10mFrontier
Wed 1/77:18 pmSJU - ORF
1 stop19h 16mFrontier
Deal found 12/30$529
This Kiwi.com deal was found by Cheapflights users on 12/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:11 pmORF - SJU
1 stop17h 12mMultiple Airlines
Fri 1/95:18 pmSJU - ORF
2 stops21h 08mMultiple Airlines
Deal found 12/28$531
This American Airlines deal was found by Cheapflights users on 12/29. 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.
Mon 12/297:20 pmORF - PUJ
1 stop15h 33mAmerican Airlines
Mon 1/121:11 pmPUJ - ORF
1 stop11h 18mAmerican Airlines
Deal found 12/29$573
This American Airlines deal was found by Cheapflights users on 12/29. 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.
Wed 12/318:15 amORF - SJU
2 stops8h 52mAmerican Airlines
Tue 1/66:30 amSJU - ORF
1 stop9h 26mAmerican Airlines
Deal found 12/29$626
This United Airlines deal was found by Cheapflights users on 12/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:20 amORF - SJU
2 stops14h 06mUnited Airlines
Tue 1/62:05 amSJU - ORF
2 stops13h 20mUnited Airlines
Deal found 12/30$650
This American Airlines deal was found by Cheapflights users on 12/29. 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.
Tue 12/306:07 pmORF - SJU
1 stop16h 32mAmerican Airlines
Tue 1/62:28 pmSJU - ORF
2 stops9h 37mAmerican Airlines
Deal found 12/29$663
This American Airlines deal was found by Cheapflights users on 12/29. 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.
Tue 12/307:37 pmORF - PUJ
1 stop15h 33mAmerican Airlines
Mon 1/512:53 pmPUJ - ORF
2 stops12h 14mAmerican Airlines
Deal found 12/29$664
This American Airlines deal was found by Cheapflights users on 12/29. 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.
Mon 12/2910:07 amORF - SJU
1 stop8h 36mAmerican Airlines
Tue 1/62:31 pmSJU - ORF
1 stop9h 58mAmerican Airlines
Deal found 12/29$695
This United Airlines deal was found by Cheapflights users on 12/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:20 amORF - SJU
2 stops14h 06mUnited Airlines
Mon 1/52:05 amSJU - ORF
2 stops13h 22mUnited Airlines
Deal found 12/30$712
This Delta deal was found by Cheapflights users on 12/29. 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.
Wed 12/318:00 amORF - GCM
1 stop6h 27mDelta
Mon 1/53:45 pmGCM - ORF
1 stop8h 31mDelta
Deal found 12/29$736

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 December 31, 2025.

Round-trip from

$236
(American Airlines)

One-way from

$76
(Frontier)

Popular in

December

Cheapest in

September

Average price

$567

Good round-trip deal

$271 or less
From Norfolk to Caribbean
Search Deals
One-way flight from Norfolk to Caribbean
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Norfolk to Caribbean.
Search Deals

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 31, 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

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

$245

NorfolkSimpson Bay

ORF - SXM

ORFSXM

Norfolk

Sat 2/21

8:44 pm-2:15 pm

1 stop16h 31m

Simpson Bay Princess Juliana

Fri 2/27

3:20 pm-7:49 pm

1 stop29h 29m

$256

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 3/3

6:00 am-9:00 pm

2 stops14h 00m

San Juan Luis Munoz Marin Intl

Mon 3/9

1:05 am-2:32 pm

2 stops13h 27m

$257

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sat 5/16

7:00 am-4:23 pm

1 stop9h 23m

San Juan Luis Munoz Marin Intl

Tue 5/19

6:15 am-2:04 pm

1 stop7h 49m

$259

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Fri 5/1

1:50 pm-5:20 pm

Nonstop3h 30m

San Juan Luis Munoz Marin Intl

Wed 5/6

9:00 am-12:41 pm

Nonstop3h 41m

$271

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Wed 4/1

5:50 am-4:18 pm

1 stop10h 28m

San Juan Luis Munoz Marin Intl

Wed 4/8

2:07 pm-12:31 am

1 stop10h 24m

$276

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Thu 1/22

6:45 am-2:52 pm

1 stop7h 07m

Saint Thomas Island Cyril E King

Thu 1/29

3:57 pm-9:50 pm

1 stop6h 53m

$276

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 1/20

7:01 am-4:50 pm

1 stop8h 49m

San Juan Luis Munoz Marin Intl

Mon 2/9

7:00 am-5:19 pm

1 stop11h 19m

$276

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 3/31

8:33 am-4:18 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Wed 4/8

2:07 pm-12:31 am

1 stop10h 24m

$276

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Thu 4/23

10:04 am-8:06 pm

1 stop10h 02m

San Juan Luis Munoz Marin Intl

Thu 4/30

6:15 am-1:09 pm

1 stop6h 54m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/30

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 June 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 December 31, 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
4,251 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

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
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

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
8,013 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

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
9,124 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

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
11,075 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

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
8,243 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

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?

    Spirit Airlines, United Airlines, and Delta can get you from Norfolk to Caribbean in just under 7h 07m. Your travel time can differ by up to 6h 53m. 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 $178 on average, our data indicates $274 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 $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 December 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$90Average$276FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$168Average$456FlexibilityNo cancel feeOn-time65%
DeltaCheapest$205Average$543FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$225Average$586FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$225Average$603FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$244Average$407FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$252Average$644FlexibilityNo cancel feeOn-time63%

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