$108 Find Cheap Flights from Greensboro 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 Greensboro to Caribbean departing on 3/22. 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 Greensboro to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$329
Santo Domingo
Santo Domingo1 stop$426
Montego Bay
Montego Bay1 stop$379
Oranjestad
Oranjestad1 stop$337
Nassau
Nassau1 stop$318
Kingston
Kingston1 stop$610
Simpson Bay
Simpson Bay1 stop$305
Providenciales
Providenciales1 stop$392
Bridgetown
Bridgetown1 stop$562
George Town
George Town1 stop$489
Willemstad
Willemstad1 stop$518
St. John's
St. John's1 stop$672
Puerto Plata
Puerto Plata2 stops$572
Aguadilla
Aguadilla3 stops$688
Punta Cana
Punta Cana1 stop$329
Santo Domingo
Santo Domingo1 stop$426
Montego Bay
Montego Bay1 stop$379
Oranjestad
Oranjestad1 stop$337
Nassau
Nassau1 stop$318
Kingston
Kingston1 stop$610
Simpson Bay
Simpson Bay1 stop$305
Providenciales
Providenciales1 stop$392
Bridgetown
Bridgetown1 stop$562
George Town
George Town1 stop$489
Willemstad
Willemstad1 stop$518
St. John's
St. John's1 stop$672
Puerto Plata
Puerto Plata2 stops$572
Aguadilla
Aguadilla3 stops$688

Book Cheap Greensboro 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 Greensboro 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 Greensboro to Caribbean

Mon, Mar 23 - Tue, Mar 31
Delta Logo
5:19 am - 1:54 pm
GSO
-
SXM
8h 35m
1 stop
Delta Logo
12:55 pm - 11:59 pm
SXM
-
GSO
11h 04m
1 stop
$305Delta
Mon, Mar 23 - Mon, Apr 13
Multiple Airlines Logo
10:01 pm - 2:09 pm
GSO
-
SJU
16h 08m
1 stop
Multiple Airlines Logo
7:00 am - 4:02 pm
SJU
-
GSO
9h 02m
1 stop
$310Multiple Airlines
Fri, Mar 20 - Sun, Apr 12
Multiple Airlines Logo
10:01 pm - 8:53 am
GSO
-
SJU
10h 52m
1 stop
Multiple Airlines Logo
1:45 am - 4:02 pm
SJU
-
GSO
14h 17m
1 stop
$311Multiple Airlines
Mon, Mar 23 - Mon, Apr 13
Multiple Airlines Logo
10:01 pm - 8:53 am
GSO
-
SJU
10h 52m
1 stop
Multiple Airlines Logo
7:00 am - 4:02 pm
SJU
-
GSO
9h 02m
1 stop
$316Multiple Airlines
Sat, May 2 - Tue, May 12
United Airlines Logo
6:15 am - 2:57 pm
GSO
-
NAS
8h 42m
1 stop
United Airlines Logo
2:35 pm - 9:59 pm
NAS
-
GSO
7h 24m
1 stop
$318United Airlines
Mon, Feb 9 - Thu, Feb 12
Delta Logo
5:20 am - 2:20 pm
GSO
-
PUJ
8h 00m
1 stop
Delta Logo
3:50 pm - 11:55 pm
PUJ
-
GSO
9h 05m
1 stop
$329Delta
Tue, May 12 - Fri, May 15
United Airlines Logo
6:15 am - 3:20 pm
GSO
-
AUA
9h 05m
1 stop
United Airlines Logo
4:30 pm - 9:47 am
AUA
-
GSO
17h 17m
1 stop
$337United Airlines
Wed, May 13 - Tue, May 19
American Airlines Logo
2:42 pm - 8:51 pm
GSO
-
SJU
6h 09m
1 stop
American Airlines Logo
7:25 am - 6:52 pm
SJU
-
GSO
11h 27m
1 stop
$386American Airlines
Fri, Jul 24 - Sat, Aug 8
JetBlue Logo
6:55 am - 1:26 pm
GSO
-
SDQ
6h 31m
1 stop
JetBlue Logo
2:46 pm - 11:57 pm
SDQ
-
GSO
9h 11m
1 stop
$426JetBlue
Mon, May 4 - Tue, May 12
American Airlines Logo
7:05 am - 4:28 pm
GSO
-
NAS
9h 23m
1 stop
American Airlines Logo
8:18 am - 6:08 pm
NAS
-
GSO
9h 50m
2 stops
$472American Airlines
Booking Insights

KAYAK's insights & trends for Greensboro to Caribbean flights

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Greensboro 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 Greensboro to Caribbean is September, when tickets cost $408 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $623 and $611 respectively.

How far in advance should I book a flight from Greensboro 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 Greensboro 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 Greensboro to Caribbean, you should book around 2 weeks before departure, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonDecember
Cheapest flight$108
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly with an average 8% increase in price.
Flight from Greensboro to Simpson Bay

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Greensboro 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 Greensboro to Caribbean.

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

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

 
Need help choosing which airline to fly with from Greensboro 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
DeltaOverall score based on 8124 reviews
7.8Entertainment
8.5Crew
8.1Boarding
7.9Comfort
7.2Food
Airline reviews

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

2.0 MediocreJulia, Jan 2026
MSP - BOS
Read more Delta reviews

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The flight was comfortable and uneventful, which is what I desire

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

The food was terrible this time. Otherwise pleasant, quiet, on-time.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

The flight crew where really good. Better then the crew from BNE to SFO

2 hour delay due to equipment failure. No updates via the app and airport screens (which continued to show a departure time in the past). AA eventually switched planes and the new plane was not catered or cleaned correctly.

Could we please end the loud announcements about credit card offers on your flights? We are trying to sleep, work, watch videos, etc. and if we need a credit card, we will ask for one. Flying is already not what it used to be.

Bags took over and hour to come out. Delays due to wind caused rebooking.

Lower WiFi prices; allow us to see our flight on a map; more variety of drink choices.

Flight was on time is the only good thing. Person loading the plane called 1-6 to board at the same time, made it chaotic. Plane was too small for even putting backpacks in overhead. Seat for normal sized people were too small. The WIFI didn't work. When we landed had to wait because not enough ground crew.

Did not understand a single word the attendant said on the pa system. I was glad it was not an emergency.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

After arriving in Dallas, the aircraft taxied for an unusually long time and was unable to park at the gate, which caused a significant delay and made me miss my connecting flight. I then had to wait in a very long line to be rebooked, and I was told that no hotel or meal accommodations would be provided. What is even more unacceptable is that my luggage was mishandled and has still not been located. My suitcase contains important medications that I urgently need, and I have been unable to access them due to the airline’s mishandling. This situation has caused me considerable stress and inconvenience, and I need this issue to be resolved immediately.

I had a positive experience on American. I'm blind and traveling with a guide dog and the flight attendants were so kind, friendly, and helpful towards us. They checked in on us during the flight and they made us feel comfortable and welcomed. There was an hour delay before depature, but overall the flight was a smooth ride. I appreciate that there were no issues on this long flight back home.

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

Good. No issues except a slight delay. Crew came in late.

Not a pleasant experience, service was poor. Didn't like it

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports