$195 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 7/26. 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.
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Best Caribbean Flight Deals from Greensboro

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$441
Santo Domingo
Santo Domingo1 stop$447
Montego Bay
Montego Bay1 stop$403
Oranjestad
Oranjestad1 stop$511
Nassau
Nassau1 stop$373
Simpson Bay
Simpson Bay2 stops$592
Providenciales
Providenciales1 stop$447
Bridgetown
Bridgetown1 stop$596
George Town
George Town1 stop$523
Willemstad
Willemstad2 stops$519
St. John's
St. John's1 stop$594
Puerto Plata
Puerto Plata2 stops$524
Punta Cana
Punta Cana1 stop$441
Santo Domingo
Santo Domingo1 stop$447
Montego Bay
Montego Bay1 stop$403
Oranjestad
Oranjestad1 stop$511
Nassau
Nassau1 stop$373
Simpson Bay
Simpson Bay2 stops$592
Providenciales
Providenciales1 stop$447
Bridgetown
Bridgetown1 stop$596
George Town
George Town1 stop$523
Willemstad
Willemstad2 stops$519
St. John's
St. John's1 stop$594
Puerto Plata
Puerto Plata2 stops$524

Cheap Flight Deals from Greensboro to Caribbean (GSO-0CB)

 
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.

Recent round-trip flight deals from Greensboro to Caribbean

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Greensboro to Caribbean.
Discover the best prices for you by selecting your travel dates on KAYAK.
Delta Logo
8:20 am - 4:50 pmGSO-SJU
8h 30m1 stop
Delta Logo
2:39 pm - 11:59 pmSJU-GSO
9h 20m1 stop
$345Delta
Find Deal
Mon, Sep 1 - Fri, Sep 5
Delta Logo
6:45 am - 4:33 pmGSO-SJU
9h 48m1 stop
Delta Logo
7:30 am - 1:33 pmSJU-GSO
6h 03m1 stop
$370Delta
Find Deal
Fri, May 30 - Fri, Jun 6
American Airlines Logo
5:25 am - 6:15 pmGSO-SJU
12h 50m2 stops
American Airlines Logo
5:25 pm - 8:16 amSJU-GSO
14h 51m2 stops
$403American Airlines
Find Deal
Mon, Sep 1 - Fri, Sep 5
American Airlines Logo
2:59 pm - 8:33 pmGSO-SJU
5h 34m1 stop
American Airlines Logo
7:15 am - 11:57 pmSJU-GSO
16h 42m1 stop
$410American Airlines
Find Deal
Sat, May 31 - Wed, Jun 4
United Airlines Logo
6:00 am - 1:45 pmGSO-SJU
7h 45m1 stop
United Airlines Logo
4:55 pm - 11:44 pmSJU-GSO
6h 49m1 stop
$460United Airlines
Find Deal
Sun, Jun 1 - Sat, Jun 7
 Logo
9:16 pm - 11:39 amGSO-PUJ
14h 23m1 stop
 Logo
12:34 pm - 3:15 pmPUJ-GSO
26h 41m1 stop
Fri, Jun 20 - Thu, Jun 26
United Airlines Logo
6:00 am - 1:45 pmGSO-SJU
7h 45m1 stop
United Airlines Logo
4:55 pm - 11:44 pmSJU-GSO
6h 49m1 stop
$475United Airlines
Find Deal
Sun, Jun 1 - Fri, Jun 6
 Logo
8:56 pm - 11:06 amGSO-MBJ
15h 10m1 stop
 Logo
10:19 am - 3:15 pmMBJ-GSO
27h 56m2 stops
Fri, Jul 18 - Sun, Jul 20
Air Canada Logo
6:15 am - 11:15 amGSO-MBJ
30h 00m2 stops
Air Canada Logo
12:05 pm - 11:24 pmMBJ-GSO
34h 19m2 stops
$662Air Canada
Find Deal
Thu, May 29 - Thu, Jun 5
Air Canada Logo
6:15 am - 12:35 pmGSO-PUJ
30h 20m2 stops
Air Canada Logo
2:15 pm - 2:04 pmPUJ-GSO
23h 49m2 stops
$931Air Canada
Find Deal
Sat, May 10 - Sat, May 24
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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 $358 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $689 and $583 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 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.


Good to know

Low seasonNovember
High seasonJune
Cheapest flight$195
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 14% increase in price.
Flight from Greensboro to Montego Bay

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.

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.
8.0
DeltaOverall score based on 7934 reviews
8.2Boarding
7.9Entertainment
8.5Crew
7.9Comfort
7.3Food
Airline reviews

Our bag was lost so that made unnecessary chaos On our trip

6.0 GoodBarbara, Apr 2025JFK - FCO
Read more Delta reviews

Our bag was lost so that made unnecessary chaos On our trip

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

It was an overnight flight and I desperately needed coffee before we landed, but Delta does only one beverage service, and that is shortly after takeoff, not before landing at 5 am.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

Everything is good except the dinner and breakfast. The sandwich is very delicious. Toilet is clean, I only use one of them. Flight attendants are very nice. 👍👍

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Multiple delays and not straight answer from the United team

For economy, it was very good. Staff was great, they even let some of us change seats for more leg room... Put an empty seat between us which was fantastic for a 12hr flight. Onboard entertainment was excellent, I think over 200 choices of movies/tv/etc The bad was the barely/nonfunctional wifi that cost either $16.99 or 1700 miles (full flight). It was atrocious... Definitely the worst of the last 3 long haul major airlines I was on the last few months.

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

I didn’t get on plane. Passport being processed by consulate with visa application. Tried to cancel through underpricer after purchasing cacelling for any reason. No dice, they are thieves.

Electric plugs didn't work. Entertainment system wasn't working

Terrible. The flight was delayed two hours due to weather. Then when we got on the plane, the first pilot ended up timing out and we had to wait for a second pilot. Second pile came on board and we tax it out. Had to return back to the gate because of an unruly passenger. Then the copilot timed out. Had to wait for new copilot. Also had to wait for maintenance to check for fuel. Then found out the second pilot timed out and we had to wait for a third pilot. Was ready to go and then needed maintenance again for another issue. In the end, it was 2 o’clock in the morning when they announced that the flight couldn’t go because the third pilot and the second copilot had timed out.

American Airlines initially postponed the flight. Then they cancelled it an rescheduled us on a flight that would take over 24 hours with multiple stops. They then changed this flight to a reasonable alternative the next day which they later cancelled and replaced with a flight that would take off with an additional 16 hour delay. They blamed weather but I noticed (at 4am) that Delta had direct flights from Charlotte to Detroit. I went on line. Booked it and was in Detroit buy 9am. The interesting thing is they did a similar thing to a family member just 2 days earlier. I don't think I will fly American unless I have to.

I was a little disappointed of not having an android charger. Only one it was for an iPhone. I've flown American in the past and had access to one.

At least it was a short flight. Greyhound with wings.

One of the best flights I’ve had. So smooth.

This flight didn’t happen because AA agents didn’t let us board the flight

Checking in at the counter was very disappointing. The lady had a very bad attitude and smart at me. She had no smile, did not greet me by name, or acknowledge me as a valued customer. Poor reflection of the airline.

First class flight attendant was rude and lacked any customer service skills.

Paid for a window and was assigned to a middle seat with 2 very large people on each side of me. Flight was sold out and I feel I need to be refunded foe paying for a window seat and being put in a middle one..

Would have been good to have a meal since it was a 5.5 hour flight

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

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