$146 Find Cheap Flights from Greensboro to Caribbean Islands

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 Islands 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greensboro to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greensboro to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Greensboro to Caribbean Islands

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$353
Simpson Bay
Simpson Bay1 stop$539
Kingston
Kingston1 stop$611
Providenciales
Providenciales2 stops$707
Port of Spain
Port of Spain2 stops$648
Bridgetown
Bridgetown1 stop$566
George Town
George Town2 stops$574
Willemstad
Willemstad1 stop$499
St. John's
St. John's1 stop$555
Puerto Plata
Puerto Plata1 stop$547
Aguadilla
Aguadilla1 stop$676
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$353
Simpson Bay
Simpson Bay1 stop$539
Kingston
Kingston1 stop$611
Providenciales
Providenciales2 stops$707
Port of Spain
Port of Spain2 stops$648
Bridgetown
Bridgetown1 stop$566
George Town
George Town2 stops$574
Willemstad
Willemstad1 stop$499
St. John's
St. John's1 stop$555
Puerto Plata
Puerto Plata1 stop$547
Aguadilla
Aguadilla1 stop$676

Book Cheap Greensboro to Caribbean Islands 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 Islands 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 Islands

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
Find Deal
Tue, Sep 30 - Sat, Oct 4
United Airlines Logo
6:40 pm - 1:50 amGSO-SDQ
7h 10m1 stop
United Airlines Logo
5:45 am - 1:18 pmSDQ-GSO
7h 33m1 stop
$327United Airlines
Find Deal
Sun, Jan 25 - Fri, Jan 30
United Airlines Logo
8:00 am - 3:22 pmGSO-NAS
7h 22m1 stop
United Airlines Logo
12:55 pm - 8:42 pmNAS-GSO
7h 47m1 stop
$353United Airlines
Find Deal
Wed, Jan 14 - Tue, Jan 20
American Airlines Logo
7:07 am - 5:15 pmGSO-SJU
9h 08m2 stops
American Airlines Logo
9:25 am - 3:29 pmSJU-GSO
7h 04m1 stop
$365American 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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Fri, Nov 7 - Sun, Nov 9
Multiple Airlines Logo
4:26 pm - 2:42 pmGSO-SJU
21h 16m1 stop
Multiple Airlines Logo
3:59 am - 3:30 pmSJU-GSO
12h 31m2 stops
$561Multiple Airlines
Find Deal
Fri, Nov 7 - Sun, Nov 9
Multiple Airlines Logo
4:26 pm - 2:42 pmGSO-SJU
21h 16m1 stop
Multiple Airlines Logo
3:59 am - 3:30 pmSJU-GSO
12h 31m1 stop
$627Multiple 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
$1,008Air Canada
Find Deal
Wed, Jan 7 - Tue, Jan 13
Air Canada Logo
8:00 am - 9:35 pmGSO-PUJ
12h 35m2 stops
Air Canada Logo
3:35 pm - 8:42 pmPUJ-GSO
30h 07m2 stops
$1,037Air Canada
Find Deal
Booking Insights

KAYAK's insights & trends for Greensboro to Caribbean Islands flights

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

Can I save money by flying with a layover from Greensboro to Caribbean Islands?

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 $312, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Greensboro to Caribbean Islands, 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 Islands 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 Islands?

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

If you are looking for a flight deal from Greensboro to Caribbean Islands, look for departures on Wednesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Caribbean Islands, Tuesday is the cheapest day to fly and Wednesday is the most expensive.

How far in advance should I book a flight from Greensboro to Caribbean Islands?

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 Islands, 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 Islands, 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 Islands flights

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

    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 Islands.

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

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

    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 Islands 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 Islands?

    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 Islands 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 Islands?

    The cheapest time of day to fly to Caribbean Islands 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 Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $506.

Reviews of the top 3 airlines serving from Greensboro to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Greensboro to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Greensboro to Caribbean Islands? 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 7957 reviews
7.9Entertainment
7.9Comfort
8.5Crew
8.2Boarding
7.3Food
Airline reviews

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

8.0 ExcellentAnonymous, Sep 2025GFK - MSP
Read more Delta reviews

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

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

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.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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