$103 Find Cheap Flights from Norfolk to Caribbean - Compare and Save

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 9/19. 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$360
Santo Domingo
Santo Domingo1 stop$380
Montego Bay
Montego Bay1 stop$362
Oranjestad
Oranjestad2 stops$382
Nassau
Nassau1 stop$310
Kingston
Kingston1 stop$425
Simpson Bay
Simpson Bay1 stop$325
Providenciales
Providenciales1 stop$463
Port of Spain
Port of Spain1 stop$580
Bridgetown
Bridgetown1 stop$695
George Town
George Town1 stop$341
Aguadilla
Aguadilla1 stop$296
Puerto Plata
Puerto Plata1 stop$678
St. John's
St. John's2 stops$728
Punta Cana
Punta Cana1 stop$360
Santo Domingo
Santo Domingo1 stop$380
Montego Bay
Montego Bay1 stop$362
Oranjestad
Oranjestad2 stops$382
Nassau
Nassau1 stop$310
Kingston
Kingston1 stop$425
Simpson Bay
Simpson Bay1 stop$325
Providenciales
Providenciales1 stop$463
Port of Spain
Port of Spain1 stop$580
Bridgetown
Bridgetown1 stop$695
George Town
George Town1 stop$341
Aguadilla
Aguadilla1 stop$296
Puerto Plata
Puerto Plata1 stop$678
St. John's
St. John's2 stops$728

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

Tue, Oct 6 - Wed, Oct 7
American Airlines Logo
12:35 pm - 11:50 pm
ORF
-
SJU
11h 15m
1 stop
American Airlines Logo
8:30 am - 10:33 pm
SJU
-
ORF
14h 03m
2 stops
$271American Airlines
Wed, Oct 14 - Thu, Oct 15
Delta Logo
6:55 am - 4:33 pm
ORF
-
SJU
9h 38m
1 stop
Delta Logo
5:43 pm - 12:06 am
SJU
-
ORF
6h 23m
1 stop
$272Delta
Wed, Oct 7 - Tue, Oct 13
United Airlines Logo
6:15 am - 12:34 pm
ORF
-
SJU
6h 19m
1 stop
United Airlines Logo
1:00 am - 9:42 am
SJU
-
ORF
8h 42m
2 stops
$273United Airlines
Fri, Sep 4 - Tue, Sep 8
Southwest Logo
3:45 pm - 10:50 pm
ORF
-
SJU
7h 05m
1 stop
Southwest Logo
6:00 am - 2:30 pm
SJU
-
ORF
8h 30m
1 stop
$274Southwest
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
Mon, Sep 21 - Tue, Sep 29
American Airlines Logo
5:40 pm - 3:40 pm
ORF
-
SJU
22h 00m
2 stops
American Airlines Logo
4:38 pm - 10:59 am
SJU
-
ORF
18h 21m
2 stops
$276American Airlines
Wed, Oct 14 - Fri, Oct 23
JetBlue Logo
1:30 pm - 5:02 pm
ORF
-
SJU
3h 32mnonstop
JetBlue Logo
9:00 am - 12:22 pm
SJU
-
ORF
3h 22mnonstop
$277JetBlue
Fri, Sep 25 - Mon, Sep 28
United Airlines Logo
6:15 am - 12:34 pm
ORF
-
SJU
6h 19m
1 stop
United Airlines Logo
1:25 pm - 10:47 pm
SJU
-
ORF
9h 22m
1 stop
$278United Airlines
Sun, Jul 19 - Fri, Aug 7
JetBlue Logo
4:13 pm - 7:35 pm
ORF
-
SJU
3h 22mnonstop
JetBlue Logo
11:44 am - 3:18 pm
SJU
-
ORF
3h 34mnonstop
$280JetBlue
Thu, Aug 13 - Thu, Aug 20
Delta Logo
6:14 pm - 11:43 am
ORF
-
PUJ
17h 29m
1 stop
Delta Logo
4:04 pm - 9:13 am
PUJ
-
ORF
17h 09m
1 stop
$360Delta
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 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?

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 $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 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?

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 $397, 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 January, when tickets cost $90 (return) on average. On the other hand, the most expensive months are February and April, when the average cost of round-trip tickets is $1,239 and $1,138 respectively.

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

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

For Norfolk to Caribbean, Saturday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Caribbean back to Norfolk, the best deals are generally found on Wednesday, with Friday being the most expensive.

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 24% 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$103
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 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.

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

    There is a maximum of 1 nonstop flight a day that takes off from Norfolk and lands in Caribbean, 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

 
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.
7.9
SouthwestOverall score based on 4245 reviews
8.0Comfort
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
Airline reviews

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

2.0 MediocreIrene, Jun 2026
DEN - SFO
Read more Southwest reviews

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.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

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

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

Complete and total debacle from start to finish. HUGE mistake picking this airline. NEVER again! Rudest staff in the business.

The food took two hours to be delivered to my seat, when I'm on an overnight flight I want to sleep asap after take off

It's not JetBlues fault but there was a smell on the plane (possibly other travelers) and 3 children behind me that never quit whining. Soccor fans that were very loud. Pilot brought the plane down from high altitude quickly, dropping us hu dress of feet at a time. I've never felt that intense of dropping on other airlines (usually fly Southwest Airlines). But I arrived safely and I'm thankful for that.

Seats were great, the staff was great, and the food was about the best I've had on a plane, and is especially the best of any US-based carrier I've flown. Free Wi-Fi was also great.

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

Domestic flights are good. Just stay away from international travel

Flight left 2 hours late with no explanation as to the delay

The aircraft was fine, it’s was just the service. The flight got canceled several times and that was very inconvenient for my 69 years old mom.

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports