$88 Find Cheap Flights from Norfolk to Caribbean

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 departing on 4/20. 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

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Cheap Flights from Norfolk to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$267
Santo Domingo
Santo Domingo1 stop$360
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$391
Nassau
Nassau1 stop$435
Kingston
Kingston1 stop$424
Simpson Bay
Simpson Bay1 stop$321
Providenciales
Providenciales1 stop$583
Port of Spain
Port of Spain2 stops$584
Bridgetown
Bridgetown1 stop$634
George Town
George Town1 stop$493
Puerto Plata
Puerto Plata1 stop$690
St. John's
St. John's1 stop$735
Aguadilla
Aguadilla1 stop$250
Punta Cana
Punta Cana1 stop$267
Santo Domingo
Santo Domingo1 stop$360
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$391
Nassau
Nassau1 stop$435
Kingston
Kingston1 stop$424
Simpson Bay
Simpson Bay1 stop$321
Providenciales
Providenciales1 stop$583
Port of Spain
Port of Spain2 stops$584
Bridgetown
Bridgetown1 stop$634
George Town
George Town1 stop$493
Puerto Plata
Puerto Plata1 stop$690
St. John's
St. John's1 stop$735
Aguadilla
Aguadilla1 stop$250

Book Cheap Norfolk to Caribbean 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 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

Mon, Apr 13 - Fri, Apr 17
Frontier Logo
1:32 pm - 12:10 am
ORF
-
SJU
10h 38m
1 stop
Frontier Logo
3:19 pm - 6:21 pm
SJU
-
ORF
27h 02m
1 stop
$186Frontier
Mon, Apr 20 - Mon, Apr 27
Multiple Airlines Logo
6:02 pm - 9:54 am
ORF
-
SJU
15h 52m
1 stop
Multiple Airlines Logo
9:00 am - 12:41 pm
SJU
-
ORF
3h 41mnonstop
$187Multiple Airlines
Sun, Apr 26 - Thu, Apr 30
Delta Logo
2:03 pm - 8:24 pm
ORF
-
SJU
6h 21m
1 stop
Delta Logo
2:03 pm - 10:55 pm
SJU
-
ORF
8h 52m
1 stop
$206Delta
Sun, Apr 12 - Wed, Apr 15
Spirit Airlines Logo
8:41 pm - 3:28 pm
ORF
-
STT
18h 47m
1 stop
Spirit Airlines Logo
10:49 am - 2:20 pm
STT
-
ORF
27h 31m
1 stop
$309Spirit Airlines
Mon, Apr 20 - Mon, Apr 27
Spirit Airlines Logo
5:59 pm - 9:54 am
ORF
-
STT
15h 55m
1 stop
Spirit Airlines Logo
12:25 pm - 8:02 pm
STT
-
ORF
7h 37m
1 stop
$315Spirit Airlines
Thu, May 28 - Thu, Jun 4
American Airlines Logo
7:39 pm - 12:44 pm
ORF
-
STT
17h 05m
1 stop
American Airlines Logo
1:34 pm - 11:59 pm
STT
-
ORF
10h 25m
1 stop
$316American Airlines
Sun, Apr 19 - Sat, Apr 25
American Airlines Logo
7:52 pm - 11:37 am
ORF
-
SXM
15h 45m
1 stop
American Airlines Logo
3:32 pm - 8:35 am
SXM
-
ORF
17h 03m
1 stop
$321American Airlines
Sat, May 2 - Tue, May 5
United Airlines Logo
6:00 am - 3:10 pm
ORF
-
MBJ
10h 10m
2 stops
United Airlines Logo
2:40 pm - 9:31 am
MBJ
-
ORF
17h 51m
2 stops
$357United Airlines
Tue, Aug 18 - Tue, Aug 25
Delta Logo
5:30 am - 3:34 pm
ORF
-
MBJ
11h 04m
1 stop
Delta Logo
4:59 pm - 9:04 am
MBJ
-
ORF
15h 05m
1 stop
$372Delta
Mon, Jun 29 - Wed, Jul 1
United Airlines Logo
6:00 am - 3:10 pm
ORF
-
MBJ
10h 10m
2 stops
United Airlines Logo
4:12 pm - 10:07 am
MBJ
-
ORF
16h 55m
2 stops
$389United Airlines
Booking Insights

KAYAK's insights & trends for Norfolk to Caribbean flights

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

What is the cheapest Norfolk to Caribbean flight route?

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

The cheapest ticket to Caribbean from Norfolk found in the last 72 hours was to San Juan, at $152 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 72 hours was $152.

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

The average price for all round-trip flights from Norfolk to Caribbean 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 is generally in the afternoon, when round-trip flights cost $344 on average. Morning departures are around 10% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $462.

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

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 $474, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Norfolk to Caribbean, 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 is September, when tickets cost $295 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $567 and $499 respectively.

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

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, 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, you should book around 2 weeks before departure, which saves you about 21% 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$88
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Norfolk to San Juan

FAQs - booking Caribbean flights

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

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Norfolk to Caribbean 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?

    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 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?

    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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Norfolk to Caribbean

 
Need help choosing which airline to fly with from Norfolk to Caribbean? 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.
8.0
SouthwestOverall score based on 4333 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
8.6Crew
Airline reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

2.0 MediocreStuart, Mar 2026
HOU - STL
Read more Southwest reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

I am still at the Airport! Delayed Delayed and Delyaed

I took seat 15A in anticipation of window seat, there is no window.

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

It was fine. 55 minute flight. No snacks or beverage service offered. Boarding went smoothly and my walker was waiting for me on the jet way.

Smaller plane for a longer flight than my first one. Doesn’t make sense.

The cabin temperature was nice and cool. The wifi was not working.

They promise free wi-fi prior to boarding and then once on board you are informed you have to purchase wifi even after being a mileagePlus member.

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

Awful. No counter attendants. No dinner offered due to delays.

Horrible service no Wi-Fi connection on both leg of the flight and they are refusing to fix bad service

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Flights were on time. Free Wifi on plane. Everything was well organized.

During landing. 2 crew members passed 3 times by my lane and didn't notice that people in front of us had their site to the furthermore reclined... That was uncomfortable and could have been dangerous.

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

We had excellent customer service despite the chaos at George Bush airport in Houston!

It isvvery small flight. No leg room . No space to put my personal item at feet.

The flight changed gates multiple times and flight had to be delayed multiple times

We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.

Tv screens and movie selection v good. Friendly staff. They were really worried about max capacity and room for carryons. That is never fun but i had no problem finding space when I boarded.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Delayed for mechanical and no updates on what was happening and how long the delay might be.

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

On the return flight, arriving in Denver we sat on the tarmac in Denver for over 20 minutes.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The flight attendant in business class was excellent! Professional, friendly and attentive.

Flight delayed twice (not Spirit fault) No food served* No entertainment * *in response to my choices in the rating. None was provided so couldn’t rate properly

Delayed over two hours. Only knew about a 30 minute delay in advance

Poor service but I guess that’s what you get for picking cheap flight. Overacted with all extra up-charge fees, so annoying.

They canceled both the flight to Myrtle beach and the return flight. They are an awful airline and they ruined my trip. I will never book with Spirit again.

The flight was a big joke very uncomfortable I had a horrible experience and I will never fly with them again everything about the flight was bogus and I’m not happy with it at all this experience makes me not want to fly ever again

Pricing, boarding time communication, over priced baggage and overall service is lacking, seating unconfortable

Flight attendant was all so sweet and pilot got us to our destination safely and on time

They cancelled our flight. 2 hours before we were supposed to take off and offered us nothing! We got our money back and that was it. No other flight to get to our cruise no working with another airline or with us to get there. Terrible customer service, no apology.

we boarded the plane and then sat for OVER AN HOUR on it, first waiting for fuel and then the crew timed out. the flight kept getting delayed longer and longer, a 9:30pm flight is still on the ground at 1:15am.

The airplane rattled near the left wing as if several screws were loose. Then after we landed in Fort Lauderdale, we had to sit and wait on the runway for quite some time. It was very scary and TOTALLY unacceptable!

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports