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Cheap flights from Greensboro to Caribbean Islands from $108

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Greensboro to Caribbean Islands departing on 3/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Greensboro to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
7:35 pm - 12:50 pm
GSO
-
SXM
17h 15m
1 stop
United Airlines Logo
3:50 pm - 11:44 pm
SXM
-
GSO
7h 54m
1 stop
$305United Airlines
Mon, Mar 23 - Mon, Mar 30
Multiple Airlines Logo
10:01 pm - 2:09 pm
GSO
-
SJU
16h 08m
1 stop
Multiple Airlines Logo
7:00 am - 4:02 pm
SJU
-
GSO
9h 02m
1 stop
$310Multiple Airlines
Mon, Mar 23 - Mon, Apr 13
Multiple Airlines Logo
10:01 pm - 8:53 am
GSO
-
SJU
10h 52m
1 stop
Multiple Airlines Logo
1:45 am - 4:02 pm
SJU
-
GSO
14h 17m
1 stop
$311Multiple Airlines
Fri, Mar 20 - Sun, Apr 12
United Airlines Logo
6:15 am - 2:57 pm
GSO
-
NAS
8h 42m
1 stop
United Airlines Logo
2:35 pm - 9:59 pm
NAS
-
GSO
7h 24m
1 stop
$318United Airlines
Sat, May 2 - Tue, May 12
Delta Logo
5:20 am - 3:30 pm
GSO
-
PUJ
9h 10m
1 stop
Delta Logo
3:50 pm - 10:06 pm
PUJ
-
GSO
7h 16m
1 stop
$329Delta
Mon, Feb 9 - Thu, Feb 12
Multiple Airlines Logo
10:01 pm - 8:53 am
GSO
-
SJU
10h 52m
1 stop
Multiple Airlines Logo
3:18 am - 4:02 pm
SJU
-
GSO
12h 44m
1 stop
$334Multiple Airlines
Mon, Mar 16 - Thu, Mar 26
Delta Logo
12:24 pm - 11:58 pm
GSO
-
SJU
10h 34m
1 stop
Delta Logo
7:30 am - 4:30 pm
SJU
-
GSO
10h 00m
1 stop
$366Delta
Wed, Feb 25 - Wed, Mar 4
American Airlines Logo
5:18 am - 8:51 pm
GSO
-
SJU
15h 33m
1 stop
American Airlines Logo
7:25 am - 6:52 pm
SJU
-
GSO
11h 27m
1 stop
$386American Airlines
Wed, May 13 - Tue, May 19
JetBlue Logo
6:55 am - 1:26 pm
GSO
-
SDQ
6h 31m
1 stop
JetBlue Logo
2:46 pm - 9:27 pm
SDQ
-
GSO
6h 41m
1 stop
$426JetBlue
Fri, Jul 24 - Sat, Aug 8
American Airlines Logo
7:05 am - 4:28 pm
GSO
-
NAS
9h 23m
1 stop
American Airlines Logo
8:18 am - 6:08 pm
NAS
-
GSO
9h 50m
2 stops
$472American Airlines
Mon, May 4 - Tue, May 12

Delta flights from Greensboro to Caribbean Islands

Our best Delta deals on Greensboro to Caribbean Islands flight tickets
Delta
Feb 9
GSO5:20 amGreensboro/H. Point
9h 10m
1 stop
PUJ3:30 pmPunta Cana
Feb 12
PUJ3:50 pmPunta Cana
7h 16m
1 stop
GSO10:06 pmGreensboro/H. Point
$329
Delta
Feb 25
GSO12:24 pmGreensboro/H. Point
10h 34m
1 stop
SJU11:58 pmSan Juan Luis Munoz Marin Intl
Mar 4
SJU7:30 amSan Juan Luis Munoz Marin Intl
10h 00m
1 stop
GSO4:30 pmGreensboro/H. Point
$366
Delta
Apr 24
GSO7:59 pmGreensboro/H. Point
15h 36m
1 stop
PUJ11:35 amPunta Cana
May 2
PUJ5:05 pmPunta Cana
16h 16m
1 stop
GSO9:21 amGreensboro/H. Point
$370

American Airlines flights from Greensboro to Caribbean Islands

Our best American Airlines deals on Greensboro to Caribbean Islands flight tickets
American Airlines
May 13
GSO5:18 amGreensboro/H. Point
15h 33m
1 stop
SJU8:51 pmSan Juan Luis Munoz Marin Intl
May 19
SJU7:25 amSan Juan Luis Munoz Marin Intl
11h 27m
1 stop
GSO6:52 pmGreensboro/H. Point
$386
American Airlines
Mar 1
GSO8:41 pmGreensboro/H. Point
16h 12m
1 stop
SJU1:53 pmSan Juan Luis Munoz Marin Intl
Mar 5
SJU2:23 pmSan Juan Luis Munoz Marin Intl
9h 37m
1 stop
GSO11:00 pmGreensboro/H. Point
$426
American Airlines
May 13
GSO7:05 amGreensboro/H. Point
11h 01m
2 stops
SJU6:06 pmSan Juan Luis Munoz Marin Intl
May 19
SJU12:53 pmSan Juan Luis Munoz Marin Intl
8h 08m
1 stop
GSO9:01 pmGreensboro/H. Point
$463

momondo Fare Finder

 
Customize your flight search to find flights from Greensboro to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated January 27, 2026.
Use the filters below to find and compare flights from Greensboro to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

GreensboroSimpson Bay

GSO - SXM

GSOSXM

Greensboro/H. Point

Mon 3/23

7:35 pm-12:50 pm

1 stop17h 15m

Simpson Bay Princess Juliana

Mon 3/30

3:50 pm-11:44 pm

1 stop7h 54m

$305

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Mon 3/23

10:01 pm-2:09 pm

1 stop16h 08m

San Juan Luis Munoz Marin Intl

Mon 4/13

7:00 am-4:02 pm

1 stop9h 02m

$310

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Fri 3/20

10:01 pm-8:53 am

1 stop10h 52m

San Juan Luis Munoz Marin Intl

Sun 4/12

1:45 am-4:02 pm

1 stop14h 17m

$311

GreensboroNassau

GSO - NAS

GSONAS

Greensboro/H. Point

Sat 5/2

6:15 am-2:57 pm

1 stop8h 42m

Nassau Intl

Tue 5/12

2:35 pm-9:59 pm

1 stop7h 24m

$318

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Mon 2/9

5:20 am-3:30 pm

1 stop9h 10m

Punta Cana

Thu 2/12

3:50 pm-10:06 pm

1 stop7h 16m

$329

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Mon 3/16

10:01 pm-8:53 am

1 stop10h 52m

San Juan Luis Munoz Marin Intl

Thu 3/26

3:18 am-4:02 pm

1 stop12h 44m

$334

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Wed 2/25

12:24 pm-11:58 pm

1 stop10h 34m

San Juan Luis Munoz Marin Intl

Wed 3/4

7:30 am-4:30 pm

1 stop10h 00m

$366

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Wed 5/13

5:18 am-8:51 pm

1 stop15h 33m

San Juan Luis Munoz Marin Intl

Tue 5/19

7:25 am-6:52 pm

1 stop11h 27m

$386

GreensboroSanto Domingo

GSO - SDQ

GSOSDQ

Greensboro/H. Point

Fri 7/24

6:55 am-1:26 pm

1 stop6h 31m

Santo Domingo Las Americas

Sat 8/8

2:46 pm-9:27 pm

1 stop6h 41m

$426

GreensboroNassau

GSO - NAS

GSONAS

Greensboro/H. Point

Mon 5/4

7:05 am-4:28 pm

1 stop9h 23m

Nassau Intl

Tue 5/12

8:18 am-6:08 pm

2 stops9h 50m

$472

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Greensboro to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean Islands?

The month of September is, on average, the cheapest month to fly to Caribbean Islands from Greensboro, with most prices found around $408. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Greensboro averaging around $410.

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

You are more likely to see cheaper flights to Caribbean Islands from Greensboro when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $505 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Greensboro for as low as $371 on momondo.

Can stopping save me money on Greensboro to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Greensboro to Caribbean Islands.

Cheap Greensboro to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Greensboro to Caribbean Islands

Fastest flight time

3h 54m

Direct flights

None
The fastest flight from Greensboro to Caribbean Islands takes 3h 54m
There are no direct flights from Greensboro to Caribbean Islands. There are no popular flight routes from Greensboro to Caribbean Islands.
Search flight deals

  • When did momondo last update prices for flights from Greensboro/H. Point Airport to Caribbean Islands?

    Prices for flights from Greensboro/H. Point Airport to Caribbean Islands are updated daily.

  • How many operators does momondo search for flights from Greensboro/H. Point Airport to Caribbean Islands?

  • How old do you have to be to fly from Greensboro/H. Point Airport to Caribbean Islands?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Greensboro/H. Point Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Greensboro to Caribbean Islands?

Best airlines flying from Greensboro to Caribbean Islands

Compare and see reviews for airlines that fly from Greensboro to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $99Free CancellationRating
5.7
3,056 reviews
Search Frontier flights
DeltaPriceFrom $145Free CancellationRating
7.9
8,119 reviews
Search Delta flights
JetBluePriceFrom $198Free CancellationRating
7.2
2,890 reviews
Search JetBlue flights
United AirlinesPriceFrom $304Free CancellationRating
7.4
9,207 reviews
Search United Airlines flights
American AirlinesPriceFrom $365Free CancellationRating
7.2
11,198 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Greensboro to Caribbean Islands?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Greensboro.

Can I find flights from Greensboro to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Greensboro to Caribbean Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from Greensboro to Caribbean Islands?

momondo helps you find the best flight between Greensboro and Caribbean Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Greensboro to Caribbean Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean Islands from Greensboro are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Caribbean Islands trip

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