$155 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 3/11. 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$345
Montego Bay
Montego Bay1 stop$318
Oranjestad
Oranjestad1 stop$360
Nassau
Nassau1 stop$311
Kingston
Kingston1 stop$644
Simpson Bay
Simpson Bay1 stop$387
Providenciales
Providenciales1 stop$391
Bridgetown
Bridgetown1 stop$562
George Town
George Town1 stop$419
Willemstad
Willemstad2 stops$543
St. John's
St. John's2 stops$663
Puerto Plata
Puerto Plata1 stop$583
Aguadilla
Aguadilla2 stops$835
Punta Cana
Punta Cana1 stop$329
Santo Domingo
Santo Domingo1 stop$345
Montego Bay
Montego Bay1 stop$318
Oranjestad
Oranjestad1 stop$360
Nassau
Nassau1 stop$311
Kingston
Kingston1 stop$644
Simpson Bay
Simpson Bay1 stop$387
Providenciales
Providenciales1 stop$391
Bridgetown
Bridgetown1 stop$562
George Town
George Town1 stop$419
Willemstad
Willemstad2 stops$543
St. John's
St. John's2 stops$663
Puerto Plata
Puerto Plata1 stop$583
Aguadilla
Aguadilla2 stops$835

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

Sat, May 2 - Sat, May 16
United Airlines Logo
6:15 am - 2:57 pm
GSO
-
NAS
8h 42m
1 stop
United Airlines Logo
3:59 pm - 11:53 am
NAS
-
GSO
19h 54m
1 stop
$311United Airlines
Wed, Mar 11 - Wed, Mar 18
United Airlines Logo
7:35 pm - 11:50 am
GSO
-
NAS
16h 15m
1 stop
United Airlines Logo
1:05 pm - 7:00 pm
NAS
-
GSO
5h 55m
1 stop
$314United Airlines
Wed, Mar 11 - Tue, Mar 17
Delta Logo
6:10 am - 1:53 pm
GSO
-
PUJ
7h 43m
1 stop
Delta Logo
5:05 pm - 11:59 pm
PUJ
-
GSO
6h 54m
1 stop
$329Delta
Wed, Mar 11 - Tue, Mar 17
Delta Logo
5:19 am - 3:17 pm
GSO
-
PUJ
9h 58m
2 stops
Delta Logo
5:05 pm - 11:59 pm
PUJ
-
GSO
6h 54m
1 stop
$333Delta
Mon, Mar 2 - Fri, Mar 6
Multiple Airlines Logo
10:01 pm - 10:17 am
GSO
-
SJU
11h 16m
1 stop
Multiple Airlines Logo
6:00 am - 4:02 pm
SJU
-
GSO
11h 02m
1 stop
$344Multiple Airlines
Mon, Mar 2 - Thu, Mar 5
Multiple Airlines Logo
4:42 pm - 12:46 am
GSO
-
SJU
7h 04m
1 stop
Multiple Airlines Logo
8:05 pm - 4:02 pm
SJU
-
GSO
20h 57m
1 stop
$362Multiple Airlines
Fri, Apr 10 - Thu, Apr 16
American Airlines Logo
6:45 am - 9:24 pm
GSO
-
SJU
14h 39m
1 stop
American Airlines Logo
1:31 pm - 11:54 pm
SJU
-
GSO
10h 23m
2 stops
$391American Airlines
Tue, Mar 24 - Tue, Mar 31
American Airlines Logo
11:10 am - 8:50 pm
GSO
-
SJU
9h 40m
2 stops
American Airlines Logo
6:00 am - 10:59 pm
SJU
-
GSO
16h 59m
1 stop
$406American Airlines
Fri, Jul 24 - Sat, Aug 8
JetBlue Logo
5:25 am - 1:26 pm
GSO
-
SDQ
8h 01m
1 stop
JetBlue Logo
2:46 pm - 9:27 pm
SDQ
-
GSO
6h 41m
1 stop
$476JetBlue
Wed, Jun 17 - Fri, Jul 3
JetBlue Logo
5:25 am - 1:21 pm
GSO
-
SDQ
7h 56m
1 stop
JetBlue Logo
2:46 pm - 11:57 pm
SDQ
-
GSO
9h 11m
1 stop
$486JetBlue
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 $616 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 seasonJanuary
Cheapest flight$155
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Greensboro to Santiago de los Caballeros

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 8180 reviews
8.1Boarding
7.8Entertainment
7.2Food
8.5Crew
7.9Comfort
Airline reviews

Was forced to check in my small carry on, even though I informed the crew it has very fragile items inside

2.0 MediocreJaspreet, Feb 2026
SEA - SMF
Read more Delta reviews

Was forced to check in my small carry on, even though I informed the crew it has very fragile items inside

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

No wheel chair as requested at Atlanta arrival on first flight.

Only freetext wifi was available in flight; browsing WiFi required payment. Since the seats had no in flight entertainment, Delta should revisit this policy on this longer flight.

Only water, tea or coffee served midflight, even to comfort seating. Man next to me needed two seats and took up a portion of my seat and Delta did nothing.

The flight was great as well as the airline staff

First class and monitors weren’t working for mine & my husbands. Eventually fixed, but quite annoyed as we bought first class. Also, No foot rests.

Prior to takeoff, the pilot told us there was a possibility of not being able to land and going to Portland. Well that happened, we took off and then did 8 loops around Spokane before the pilot told us we ran out of fuel and had to go to Portland. So for a 35 minute flight we have now been on the plane for 3 hours (boarded at 6:50 am and landed in Portland at 10:30). Then, we just sat in Portland's airport with no updates of when we can start heading back. All of a sudden, our pilots and crew just left, leaving us stranded in a different city and state. We continued to sit in Portland until we finally got a new crew assigned and boarded the plane (This was from 10:30-2). We then sat on the plane for an additional hour before take off because they had to count us multiple times. We finally landed in Spokane at 3:55 PM. So a flight that should have taken at max an hour took us 10 hours and we missed the majority of the recruiting event we went for.

It was delayed but other than that it was great.

Got on the plane and sat there for an hour before departure.

Check-in and in-flight staff were better than average. The seat was a fair size but too hard and not enough padding. The cushion/pillow provided is poor (thin and seems to be disposable ,it provides no effective cushioning or support). Food was OK-ish but no choice of inflight snacks and no easy place to get drinks other than water (I could ask for juice by intruding into the staff area at the back of the plane) Entertainment was very good actually. Overall better than I expected from a US-based airline (sorry!) but compared to ANA or Singapore it was so-so. (I live in Japan so they are my comparative airlines)

Everything was on time Will use united again for sure

Plane outlets in my row not working to charge phone. Staff response was, well it should be. Plug into seed for volume not working well. Had to find the sweet spot for plug in or it would shut off and on.

Wifi took a while to kick in and we had a maintenance issue that took over 40 mins at the gate in Washington before pulling back

Fine not above and beyond as I had a connection that was delayed due to maintenance

The power at the seat didn't work and the seat itself was difficult to adjust - this was a business class seat. Flight attendant gave me miles to compensate. The attendant was very professional and on top of his game the entire flight.

Terrible. Our first time back on United for 10 years, the seats in Polaris class are small and uncomfortable. They have squished too many people in to get more $$$. The staff are not friendly and not wanting to accommodate. I asked for two salads rather than a main meal and was advised no we wont do that. Then asked what I would like for breakfast and given something else anyway. I will not be flying United International anytime soon.

Same thing as flight from Pheonix to Newark. Uograded and Promised extra leg room and when I got to the seat it had none.

I upgraded my seat and was promised it would be next to the emergency door for extra leg room and they said it was premium plus but it was at the back of the plane...same thing happened from Newark to Dubai

Everything except the food and entertainment. It was a great experience though

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

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.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

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.

First of all we hade waited 3 hours in the airplane waiting to leave. Second the return schedule was changed and it messed up my entire vaction. I won't buy never again another flight and recommend to nobody traveling with them.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

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.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports