$95 Find Cheap Flights from Norfolk to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Norfolk to Caribbean Islands departing on 7/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Norfolk to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Norfolk to Caribbean Islands.
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Cheap Flights from Norfolk to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$360
Santo Domingo
Santo Domingo1 stop$388
Montego Bay
Montego Bay1 stop$362
Oranjestad
Oranjestad1 stop$382
Nassau
Nassau1 stop$313
Kingston
Kingston1 stop$425
Simpson Bay
Simpson Bay1 stop$325
Providenciales
Providenciales1 stop$443
Port of Spain
Port of Spain1 stop$580
Bridgetown
Bridgetown1 stop$672
George Town
George Town1 stop$351
Aguadilla
Aguadilla1 stop$296
Puerto Plata
Puerto Plata1 stop$678
St. John's
St. John's1 stop$690
Punta Cana
Punta Cana1 stop$360
Santo Domingo
Santo Domingo1 stop$388
Montego Bay
Montego Bay1 stop$362
Oranjestad
Oranjestad1 stop$382
Nassau
Nassau1 stop$313
Kingston
Kingston1 stop$425
Simpson Bay
Simpson Bay1 stop$325
Providenciales
Providenciales1 stop$443
Port of Spain
Port of Spain1 stop$580
Bridgetown
Bridgetown1 stop$672
George Town
George Town1 stop$351
Aguadilla
Aguadilla1 stop$296
Puerto Plata
Puerto Plata1 stop$678
St. John's
St. John's1 stop$690

Book Cheap Norfolk to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Norfolk to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Norfolk to Caribbean Islands

Wed, Oct 14 - Sat, Oct 17
Delta Logo
9:40 am - 4:33 pm
ORF
-
SJU
6h 53m
1 stop
Delta Logo
3:10 pm - 11:26 pm
SJU
-
ORF
8h 16m
1 stop
$272Delta
Fri, Sep 4 - Sun, Sep 6
Delta Logo
7:00 am - 4:33 pm
ORF
-
SJU
9h 33m
1 stop
Delta Logo
7:30 am - 5:49 pm
SJU
-
ORF
10h 19m
1 stop
$274Delta
Wed, Jul 29 - Fri, Aug 7
JetBlue Logo
3:35 pm - 6:58 pm
ORF
-
SJU
3h 23mnonstop
JetBlue Logo
11:44 am - 3:18 pm
SJU
-
ORF
3h 34mnonstop
$275JetBlue
Tue, Sep 1 - Fri, Sep 11
American Airlines Logo
5:26 pm - 11:59 pm
ORF
-
SJU
6h 33m
1 stop
American Airlines Logo
6:27 am - 10:01 pm
SJU
-
ORF
15h 34m
2 stops
$276American Airlines
Wed, Aug 12 - Mon, Aug 17
JetBlue Logo
3:35 pm - 6:58 pm
ORF
-
SJU
3h 23mnonstop
JetBlue Logo
11:44 am - 3:18 pm
SJU
-
ORF
3h 34mnonstop
$277JetBlue
Wed, Sep 2 - Sat, Sep 12
American Airlines Logo
6:18 am - 2:51 pm
ORF
-
SJU
8h 33m
2 stops
American Airlines Logo
2:58 pm - 12:31 pm
SJU
-
ORF
21h 33m
2 stops
$281American Airlines
Thu, Aug 20 - Tue, Aug 25
Multiple Airlines Logo
6:00 am - 12:34 am
ORF
-
SJU
18h 34m
1 stop
Multiple Airlines Logo
6:35 am - 5:32 pm
SJU
-
ORF
10h 57m
2 stops
$282Multiple Airlines
Sat, Sep 5 - Tue, Sep 8
United Airlines Logo
5:02 pm - 1:33 pm
ORF
-
NAS
20h 31m
2 stops
United Airlines Logo
2:35 pm - 10:54 pm
NAS
-
ORF
8h 19m
1 stop
$320United Airlines
Thu, Sep 10 - Sun, Sep 13
United Airlines Logo
6:10 pm - 1:33 pm
ORF
-
NAS
19h 23m
1 stop
United Airlines Logo
2:35 pm - 9:53 am
NAS
-
ORF
19h 18m
1 stop
$333United Airlines
Mon, Aug 10 - Sat, Aug 15
Multiple Airlines Logo
6:00 am - 12:37 pm
ORF
-
SXM
6h 37m
1 stop
Multiple Airlines Logo
12:43 pm - 8:39 pm
SXM
-
ORF
7h 56m
1 stop
$385Multiple Airlines
Booking Insights

KAYAK's insights & trends for Norfolk to Caribbean Islands flights

Get data-powered insights and trends into flights from Norfolk to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Norfolk to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Norfolk found in the last 5 days was to San Juan, at $190 round-trip. The most popular route is from Norfolk (ORF) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 5 days was $190.

What is the cheapest time of day to fly to Caribbean Islands?

The average price for all round-trip flights from Norfolk to Caribbean Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean Islands is generally in the afternoon, when round-trip flights cost $337 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $449.

Can I save money by flying with a layover from Norfolk to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $368, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Norfolk to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Norfolk to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Norfolk to Caribbean Islands is June, when tickets cost $107 (return) on average. On the other hand, the most expensive months are September and May, when the average cost of round-trip tickets is $302 and $285 respectively.

What’s the cheapest day of the week to fly from Norfolk to Caribbean Islands?

The average price of all round-trip flights from Norfolk to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Caribbean Islands on a Saturday and more expensive on a Friday. On your return trip to Norfolk, you should consider flying back on a Wednesday, and avoid Fridays for better deals.

How far in advance should I book a flight from Norfolk to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Norfolk to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Norfolk to Caribbean Islands, you should book around 3 weeks before departure, which saves you about 36% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$95
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 18% increase in price.
Flight from Norfolk to Nassau

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Norfolk to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Norfolk to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Norfolk to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Norfolk to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Norfolk to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Norfolk to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Norfolk to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Norfolk to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many flights are there between Norfolk and Caribbean Islands per day?

    There is a maximum of 1 nonstop flight a day that takes off from Norfolk and lands in Caribbean Islands, with an average flight time of 3h 23m. The most common departure time is 3:00 pm and most flights take off in the afternoon. Each week, there are 4 flights.

Reviews of the top 5 airlines serving from Norfolk to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Norfolk to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Norfolk to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4246 reviews
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
Airline reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

6.0 GoodAnonymous, Jun 2026
TPA - DAL
Read more Southwest reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

The trip was good. Short, uneventful, and can't ask for more than that My one complaint is that I had signed up for wheel chair assist between gates. I fractured my foot/ankle in two places and needed the help. Neither flight did the requested help appear. I ended up walking through both Atlanta and Nashville Airport and was a very unhappy traveler. While I know that it's the airport responsibility for the service, I wish that SW had at least verified that the assistance was there as requested.

I liked that we arrived safely. I did not like how Southwest personnel blamed the boarding delays on wheel chair passengers. If there is a national wheelchair basketball tournament occurring, be ready as a company to respond with appropriate resources to match your cudtomers needs.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

Would have been better if there was a nonstop flight from Tampa to Norfolk or Tampa to New Port News.

The boarding process doesn't make sense since some people that will sit behind your rows are boarded before you and then they take up the luggage space above your head. I then have to wait for people to get off the plane before I can go back to get my luggage.

Good seat comfort ORF to ATL. Bad seat ATL to SEA (terrible lumbar support, hard, ouch)..

They made us board and then deboard due to mechanical issue which delayed the departure by almost 2 hours and we barely made our connecting flight. These quality checks should've been done before boarding not after.

My Flight was cancelled and there was no other options available for me to Travel on that date and my options for the next day was all connecting flights that would have me in the airports all day before reaching my destination

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

They were 2 hours late departing with no explanation. I missed my connection, was rebooked not in correct seating that I paid for. Over all of was horrible. I now know why I've not flown Delta since 2018

Crew wasn’t attentive. We didn’t see our flight attendant for stretches of time and inflight beverage service was cut short (as it always is on this route).

Boarding was slow again. Too many people with too much luggage.

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

We were a little disappointed to not be able to complete check in online without uploading pics of passports. Also we have KTN's and they weren't on our boarding passes when we got to security. Had to trek back to counter to have them fix.

They did the one thing that really matters - got to Chicago early.

The person I bought the ticket for didn’t make the flight.

Overall great. I was forced to check my carry-on backpack from EWR to BOS but it came out on the luggage carousel so fast I didn't even get delayed for my pickup.

Everything was perfect except the pad at the top of the seat back. It pushes my head forward into a very uncomfortable position and it is not removable.

The Check-in process at ORF for united is ABSOLUTELY TERRIBLE. I got there two hours early for a flight down the street and didn’t make it halfway to the register before I had to get out of line and remove my bags or miss my flight. This is every day thing and I’m clueless how this has gone on for years. This was the final straw. I’d rather pay a fortune more for a different airline than deal with this process

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

We waited to takeoff for about 1 hour delay for a 20 min flight.

Planes were on time, we were offered opportunities to take seats in exit aisles that had better leg room, tasks offs and landings were smooth, we were kept informed of flight status

They did not offer coffee on a 7am flight…awful!!

Excellent service. Flight attendance like Jessica,, on our flight, is a reason I wouldn’t mind flying through British Airways again. Jessica,, was very courteous and helpful.

The flight took off an hour late which made the connection concerning

Flight was delayed. No urgency by American Airlines team to assist those with connecting flights. It was basically you are on your own to run through the terminals to try and make your connection. Thanks, Mary

Never had such a lazy first class attendant. Literally spent 60%+ of the flight playing games on her personal phone making up excuses of why she was unavailable.

Pretty bad gate mgmt upon arrival. No open gates and we had to wait at midnight. Shouldn’t be a surprise that an aircraft is coming in.

Comfortable plane ride however on delays disappointment no real details as to why the delays when other flights are leaving the airport

It was overall a great experience. No TV’s, but you can connect to your Wi-Fi from your portable device. We had extra legroom because we were sitting in be back and the flight attendant moved us to the front with extra legroom. It was only an hour flight, so in all it was great.

Just fat Americans. and small seats don't mix well!

The lady at the check in desk never asked me if I was first class or main cabin. Just assumed I was main cabin. So they almost made me check my carry on until I showed my boarding pass. Other than that, everything was great. Smooth flight flight attendants were very nice

Crew was kind of grumpy and there was no beverage service at all. Sodas were $4. Disappointing.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

Our flight was suppose to leave at 9pm and we didn’t board until after 3am. We lost a whole day at our hotel and half a day at a park we paid a lot of money for.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports