$155 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 1/2. 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

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 Cana1 stop$416
Santo Domingo
Santo Domingo1 stop$334
Montego Bay
Montego Bay1 stop$403
Oranjestad
Oranjestad1 stop$336
Nassau
Nassau1 stop$313
Kingston
Kingston1 stop$623
Simpson Bay
Simpson Bay1 stop$285
Providenciales
Providenciales1 stop$474
Bridgetown
Bridgetown2 stops$626
George Town
George Town1 stop$336
Willemstad
Willemstad1 stop$543
St. John's
St. John's2 stops$1,321
Puerto Plata
Puerto Plata1 stop$652
Aguadilla
Aguadilla3 stops$582
Punta Cana
Punta Cana1 stop$416
Santo Domingo
Santo Domingo1 stop$334
Montego Bay
Montego Bay1 stop$403
Oranjestad
Oranjestad1 stop$336
Nassau
Nassau1 stop$313
Kingston
Kingston1 stop$623
Simpson Bay
Simpson Bay1 stop$285
Providenciales
Providenciales1 stop$474
Bridgetown
Bridgetown2 stops$626
George Town
George Town1 stop$336
Willemstad
Willemstad1 stop$543
St. John's
St. John's2 stops$1,321
Puerto Plata
Puerto Plata1 stop$652
Aguadilla
Aguadilla3 stops$582

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

Sat, Jan 31 - Sat, Feb 7
United Airlines Logo
6:00 am - 11:53 am
GSO
-
NAS
5h 53m1 stop
United Airlines Logo
1:05 pm - 2:11 pm
NAS
-
GSO
25h 06m1 stop
$313United Airlines
Wed, Apr 29 - Wed, May 6
Delta Logo
5:25 am - 1:21 pm
GSO
-
SDQ
7h 56m1 stop
Delta Logo
2:45 pm - 11:57 pm
SDQ
-
GSO
9h 12m1 stop
$334Delta
Sun, Apr 26 - Thu, Apr 30
United Airlines Logo
6:15 am - 3:20 pm
GSO
-
AUA
9h 05m1 stop
United Airlines Logo
4:30 pm - 11:39 pm
AUA
-
GSO
7h 09m1 stop
$336United Airlines
Wed, Apr 29 - Fri, May 8
Delta Logo
5:25 am - 1:21 pm
GSO
-
SDQ
7h 56m1 stop
Delta Logo
7:45 pm - 7:18 pm
SDQ
-
GSO
23h 33m2 stops
$338Delta
Tue, Mar 3 - Tue, Mar 10
United Airlines Logo
6:00 am - 4:40 pm
GSO
-
AUA
9h 40m1 stop
United Airlines Logo
4:50 pm - 2:13 pm
AUA
-
GSO
21h 23m1 stop
$342United Airlines
Fri, Feb 13 - Thu, Feb 19
Multiple Airlines Logo
7:18 pm - 1:24 am
GSO
-
SJU
29h 06m2 stops
Multiple Airlines Logo
7:04 pm - 6:28 pm
SJU
-
GSO
24h 24m1 stop
$342Multiple Airlines
Tue, Jan 13 - Tue, Jan 20
United Airlines Logo
6:00 am - 3:15 pm
GSO
-
AUA
8h 15m1 stop
United Airlines Logo
3:00 pm - 11:03 pm
AUA
-
GSO
9h 03m1 stop
$363United Airlines
Sun, Mar 1 - Wed, Mar 4
Delta Logo
5:19 pm - 11:58 pm
GSO
-
SJU
5h 39m1 stop
Delta Logo
6:27 pm - 11:55 pm
SJU
-
GSO
6h 28m1 stop
$365Delta
Mon, Mar 9 - Sun, Mar 15
American Airlines Logo
5:28 am - 2:48 pm
GSO
-
STX
9h 20m1 stop
American Airlines Logo
3:38 pm - 8:44 am
STX
-
GSO
17h 06m1 stop
$405American Airlines
Wed, Mar 4 - Sun, Mar 8
American Airlines Logo
12:36 pm - 11:27 pm
GSO
-
SJU
9h 51m2 stops
American Airlines Logo
6:33 am - 4:10 pm
SJU
-
GSO
9h 37m1 stop
$405American Airlines
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 $323, 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 March, when tickets cost $405 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $677 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 11% 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$263
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Greensboro to San Juan

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 8011 reviews
7.9Comfort
7.3Food
8.1Boarding
8.5Crew
7.9Entertainment
Airline reviews

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

2.0 MediocreWilliam, Dec 2025
DAL - ATL
Read more Delta reviews

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

Great. I had to modify a flight. That was easy and free. Thank You

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Not great experience - we were super late boarding due to issues with aircraft. Then when we finally all got onboard and seated and they started taxiing out to the runway they just stopped then turned around and went back to the airport. Apparently the crew “ran out of time” to legally fly us. They mentioned that they were about 2 minutes away from taking off. I understand the rules and safety but kinda wonder why they would have bothered boarding us in the first place? Had to go all the way back and de plane and then wait in a HUGE line to get a hotel (this is somewhere around 2:30am) finally got to hotel by Uber (no shuttle after 20min so gave up) and they ended up putting us all back on the same aircraft at 10am next morning so got about 2.5 hours sleep. They did give us. $250 credit, but it was a São Paulo Brazil flight out of Dulles. The flight and everything was fine.

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

United have really come back. Airport and boarding process is clear and good, app and information also very good

They charged a fee for 1st bag checked. Others in same party were free.

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very bad! They kept delaying my flight and wouldn’t do anything about it

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.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

Flight was delayed because of a bird strike. They had another plane available within 45 minutes.

You can plug your phone in & use their wifi to watch movies, etc, but the plane’s wifi was disconnected for most of the flight.

The trip was smooth but the crew were very abrupt, snatching things before finished and being quite snappy when asked questions.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports