$185 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 6/29. 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$394
Santo Domingo
Santo Domingo1 stop$560
Montego Bay
Montego Bay1 stop$345
Oranjestad
Oranjestad1 stop$421
Nassau
Nassau1 stop$308
Kingston
Kingston2 stops$706
Simpson Bay
Simpson Bay1 stop$433
Providenciales
Providenciales2 stops$620
Port of Spain
Port of Spain1 stop$580
Bridgetown
Bridgetown1 stop$697
George Town
George Town1 stop$451
Willemstad
Willemstad1 stop$627
Aguadilla
Aguadilla1 stop$698
Puerto Plata
Puerto Plata1 stop$690
St. John's
St. John's1 stop$726
Punta Cana
Punta Cana1 stop$394
Santo Domingo
Santo Domingo1 stop$560
Montego Bay
Montego Bay1 stop$345
Oranjestad
Oranjestad1 stop$421
Nassau
Nassau1 stop$308
Kingston
Kingston2 stops$706
Simpson Bay
Simpson Bay1 stop$433
Providenciales
Providenciales2 stops$620
Port of Spain
Port of Spain1 stop$580
Bridgetown
Bridgetown1 stop$697
George Town
George Town1 stop$451
Willemstad
Willemstad1 stop$627
Aguadilla
Aguadilla1 stop$698
Puerto Plata
Puerto Plata1 stop$690
St. John's
St. John's1 stop$726

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

Thu, Sep 24 - Mon, Sep 28
United Airlines Logo
7:00 pm - 1:33 pm
GSO
-
NAS
18h 33m
1 stop
United Airlines Logo
2:35 pm - 11:59 pm
NAS
-
GSO
9h 24m
1 stop
$308United Airlines
Sat, Jul 4 - Wed, Jul 8
United Airlines Logo
6:00 am - 2:08 pm
GSO
-
NAS
8h 08m
1 stop
United Airlines Logo
12:35 pm - 11:42 pm
NAS
-
GSO
11h 07m
1 stop
$325United Airlines
Wed, Sep 30 - Wed, Oct 7
United Airlines Logo
6:00 am - 11:43 am
GSO
-
MBJ
6h 43m
1 stop
United Airlines Logo
12:52 pm - 11:59 pm
MBJ
-
GSO
10h 07m
1 stop
$345United Airlines
Fri, Jul 17 - Thu, Jul 30
Multiple Airlines Logo
8:48 am - 12:41 am
GSO
-
SJU
15h 53m
1 stop
Multiple Airlines Logo
6:00 am - 7:58 am
SJU
-
GSO
25h 58m
2 stops
$380Multiple Airlines
Mon, Jul 20 - Thu, Jul 30
Multiple Airlines Logo
8:48 am - 12:41 am
GSO
-
SJU
15h 53m
1 stop
Multiple Airlines Logo
6:00 am - 7:58 am
SJU
-
GSO
25h 58m
2 stops
$383Multiple Airlines
Sat, Sep 5 - Thu, Sep 10
Delta Logo
6:08 am - 12:59 pm
GSO
-
PUJ
6h 51m
1 stop
Delta Logo
4:00 pm - 11:55 pm
PUJ
-
GSO
7h 55m
1 stop
$394Delta
Sat, Sep 5 - Thu, Sep 10
Delta Logo
2:20 pm - 12:35 pm
GSO
-
PUJ
22h 15m
2 stops
Delta Logo
4:00 pm - 11:55 pm
PUJ
-
GSO
7h 55m
1 stop
$399Delta
Fri, Jul 17 - Thu, Jul 30
Multiple Airlines Logo
8:48 am - 12:41 am
GSO
-
SJU
15h 53m
1 stop
Multiple Airlines Logo
5:22 pm - 7:58 am
SJU
-
GSO
14h 36m
1 stop
$402Multiple Airlines
Fri, Nov 6 - Tue, Nov 10
American Airlines Logo
6:15 am - 1:14 pm
GSO
-
MBJ
6h 59m
1 stop
American Airlines Logo
1:55 pm - 11:58 pm
MBJ
-
GSO
10h 03m
1 stop
$432American Airlines
Fri, Nov 6 - Tue, Nov 10
American Airlines Logo
6:15 am - 1:14 pm
GSO
-
MBJ
6h 59m
1 stop
American Airlines Logo
1:55 pm - 8:48 am
MBJ
-
GSO
18h 53m
2 stops
$437American 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 March, when tickets cost $99 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $339 and $335 respectively.

Good to know

Low seasonApril
Cheapest flight$185
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Greensboro to Punta Cana

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 4 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.
7.8
DeltaOverall score based on 8408 reviews
7.8Comfort
7.8Entertainment
7.2Food
8.5Crew
8.1Boarding
Airline reviews

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

10.0 ExcellentPaula, Jun 2026
STL - ATL
Read more Delta reviews

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

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

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

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

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

The entertainment they offer could use some games, and maybe they could add some cookies to the snack menu. And the automated messages are a bit repetitive. But it was comfortable temperature wise and the seats were comfortable. The crew is very polite and helpful

The entertainment is a bit limited, it would be better if they added some games to play besides the movies and tv shows. But the seats are comfortable and the crew is polite

This planes staff was top tier. Everything went great and had a great flight home.

Food was great. Staff was phenomenal. Seats were a bit hard and could use a lot more entertainment options as far as movies to choose from. WiFi was good. Overall great trip.

This was an overnight flight, and in the morning they did know coffee service. How you can throw passengers in a San Francisco airport at 5:40 a.m. in the morning and not giving them Coffee is a crime.

I was promised by United Airline (operated by ANA) that I will be seated together with my kids as I am the only adult flying with two minors. We did not get seats together in our 11 hours flight from LA to Tokyo. When asked at the gate, ANA representative said United Airline should have informed them that there is a parent flying with two minors. He said they can’t do anything in the system as the flight is full. He ask me to ask passengers next to me and the kids if they are willing to change seats. This is ridiculous! However, I went in the flight and asked other passages but no one willing to change seats. 11 hours and we were seating separately. I was very disappointed with this. It made things super inconvenient for me.

Our flight was delayed several Times due to mechanical issues. Although I understand this may happen at times, it was very inconvenient and we had to book a hotel for an overnight stay. We were traveling with my 3-yo grandson and waiting at the airport from noon until 6:30pm with no reassurance that our next rescheduled flight would depart, we had to decide what’s best for him. A day later, I found out that I may be able to demand compensation if my flight is delayed more than 4 hours. I will hav to read the fine print next time.

Flight cancelled instead of leaving Friday am now, maybe, leaving Sunday

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Our flight was repeatedly delayed for maintenance problems: scheduled for 9.30am, eventually delayed to 7pm! Very very inconvenient! AA should have provided a substitute plane much earlier.. On the other hand, Customer Service crew in Charlotte helped us to reach NY (LGA) by late afternoon. Thank you Patricia!! The actual flight was quick and very comfortable. As always a. excellent, professional crew. [no food on a a short hop).

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

STOP MAKING THE SEATING SO CRAMPED. WE NEED A PASSENGER BILL OF RIGHTS!

Flight was delayed an no one cares, or try to help passengers to get the conexión.

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

Airlines should be prohibited from using the seats they get away with.

Got home at 3am after deboarding the plane. No compensation offered by American

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

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports