$146 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 9/30. 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

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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 Cana2 stops$322
Santo Domingo
Santo Domingo2 stops$319
Montego Bay
Montego Bay1 stop$429
Oranjestad
Oranjestad1 stop$462
Nassau
Nassau1 stop$330
Simpson Bay
Simpson Bay1 stop$539
Kingston
Kingston1 stop$611
Providenciales
Providenciales1 stop$704
Port of Spain
Port of Spain1 stop$648
Bridgetown
Bridgetown1 stop$566
George Town
George Town1 stop$533
Willemstad
Willemstad1 stop$499
St. John's
St. John's1 stop$555
Puerto Plata
Puerto Plata1 stop$547
Aguadilla
Aguadilla3 stops$659
Punta Cana
Punta Cana2 stops$322
Santo Domingo
Santo Domingo2 stops$319
Montego Bay
Montego Bay1 stop$429
Oranjestad
Oranjestad1 stop$462
Nassau
Nassau1 stop$330
Simpson Bay
Simpson Bay1 stop$539
Kingston
Kingston1 stop$611
Providenciales
Providenciales1 stop$704
Port of Spain
Port of Spain1 stop$648
Bridgetown
Bridgetown1 stop$566
George Town
George Town1 stop$533
Willemstad
Willemstad1 stop$499
St. John's
St. John's1 stop$555
Puerto Plata
Puerto Plata1 stop$547
Aguadilla
Aguadilla3 stops$659

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

Tue, Sep 30 - Sat, Oct 4
Delta Logo
5:30 am - 5:59 pmGSO-SDQ
12h 29m2 stops
Delta Logo
6:03 am - 7:02 pmSDQ-GSO
12h 59m2 stops
$319Delta
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Wed, Jan 21 - Mon, Jan 26
Delta Logo
5:25 am - 3:53 pmGSO-PUJ
9h 28m2 stops
Delta Logo
6:05 pm - 11:53 pmPUJ-GSO
6h 48m1 stop
$322Delta
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Sun, Nov 16 - Fri, Nov 21
United Airlines Logo
6:00 am - 1:48 pmGSO-NAS
7h 48m1 stop
United Airlines Logo
2:55 pm - 11:03 pmNAS-GSO
8h 08m1 stop
$330United Airlines
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Wed, Jan 14 - Tue, Jan 20
American Airlines Logo
7:07 am - 5:15 pmGSO-SJU
9h 08m2 stops
American Airlines Logo
6:45 am - 3:46 pmSJU-GSO
10h 01m1 stop
$365American Airlines
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Tue, Oct 21 - Mon, Oct 27
United Airlines Logo
6:15 am - 12:40 pmGSO-PUJ
6h 25m1 stop
United Airlines Logo
11:56 am - 6:46 pmPUJ-GSO
6h 50m1 stop
$366United Airlines
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Fri, Oct 17 - Thu, Oct 23
Multiple Airlines Logo
9:11 pm - 12:54 amGSO-SJU
27h 43m1 stop
Multiple Airlines Logo
3:19 pm - 3:30 pmSJU-GSO
24h 11m1 stop
$371Multiple Airlines
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Tue, Nov 4 - Sat, Nov 8
American Airlines Logo
7:10 am - 5:52 pmGSO-STX
9h 42m1 stop
American Airlines Logo
5:13 pm - 11:58 pmSTX-GSO
7h 45m1 stop
$385American Airlines
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Mon, Oct 20 - Thu, Oct 23
Multiple Airlines Logo
9:11 pm - 2:12 pmGSO-SJU
17h 01m1 stop
Multiple Airlines Logo
3:19 pm - 3:30 pmSJU-GSO
24h 11m1 stop
$394Multiple Airlines
Find Deal
Thu, Oct 30 - Mon, Nov 3
Air Canada Logo
6:30 am - 8:35 pmGSO-PUJ
14h 05m2 stops
Air Canada Logo
3:35 pm - 9:03 pmPUJ-GSO
30h 28m2 stops
$1,000Air Canada
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Thu, Oct 30 - Mon, Nov 3
Air Canada Logo
6:30 am - 8:35 pmGSO-PUJ
14h 05m2 stops
Air Canada Logo
3:35 pm - 9:03 pmPUJ-GSO
30h 28m2 stops
$1,008Air Canada
Find Deal
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 $411 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $700 and $611 respectively.

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

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

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

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 7% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$146
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Greensboro to Santo Domingo

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.

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

    The cheapest time of day to fly to Caribbean is generally in the evening, when round-trip flights cost $427 on average. Morning departures are around 19% 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 $506.

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.
7.9
DeltaOverall score based on 7954 reviews
7.9Entertainment
8.2Boarding
7.9Comfort
8.5Crew
7.3Food
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

Everything was good, except the seats in economy were so close together, you could barely get out when the seat in front of your was reclined. If the airlines keep jamming in more and more seats, it will become intolerable. I will look for another airline that considers customer comfort and does not keep adding more rows of seats for more profit.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

Great service on board. Boarding a bit slow due to process. Food was pretty average.

Tastless food and too obvious lack of enthusiasm for service in the economy vesus business class

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

Boarding: Boarding was a bit of a mess. Our tickets indicated "BC" for Business Class, but we and many others were confused as that was not indicated anywhere in the airport, so we didn't know when we're supposed to board. The airplane: The airplane was nice. However, we sat near the back of the business class cabin and the flight attendants and passengers from other cabins would constantly move the curtain (which was very loud), preventing me from fallling asleep on my 8 hour flight. The flight crew: Amazing, generally. However, they nearly forgot to serve breakfast to me. The flight food: I was able to select my meal for dinner, which was really good. Breakfast was a bit of a mess, however. The crew forgot to serve me breakfast until the last minute. Very little was available by the time they remembered. The entertainment: Paltry, underwhelming, and dated. Not one new movie was available. Bottom line: For the money, you might want to consider other options for your international business class flights.

Sat on the ground in Cincinnati for 50 minutes before deplaning

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!

This flight never occurred because AA couldn’t get their act together.

Boarding was very efficient. Everyone got on board and we got on our way very quickly. It was frustrating that the entertainment app was not functioning properly. I was not able to activate some of the movies offered. The crew on this flight appears to be pretty grumpy. They had no smile on their faces. I felt like they were doing us a favor for being there.

Delayed because of weather in Nashville. I think God or some higher power generally has cursed me when it comes to flying out of Charlotte on American. I'm delayed pretty much everytime. We need Team Cobra Kai types to come in and "sweep the leg(s)" of the Charlotte ops people on principle. Don't let the sweet southern rocking chairs fool you, Charlotte is a sinkhole

Long 5 hour and 45 min flight and only one drink service and cookie snack

Newark airport grounded inbound flight and only announced when the flight was about to start taxing.

Was a normal flight but it was delayed, and there wasn't an explanation.

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

Everything you need to know for your flight to Caribbean

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