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Cheap flights from Greensboro to Caribbean Islands from $155

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 4/14. 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
6:00 am - 2:00 pm
GSO
-
MBJ
8h 00m1 stop
United Airlines Logo
3:20 pm - 11:03 pm
MBJ
-
GSO
7h 43m1 stop
$315United Airlines
Sun, Jan 18 - Sun, Jan 25
Delta Logo
6:54 am - 12:40 pm
GSO
-
GCM
5h 46m1 stop
Delta Logo
2:05 pm - 11:47 pm
GCM
-
GSO
9h 42m1 stop
$320Delta
Wed, Jan 7 - Sat, Jan 10
United Airlines Logo
6:30 am - 1:45 pm
GSO
-
GCM
7h 15m1 stop
United Airlines Logo
5:10 pm - 9:51 am
GCM
-
GSO
16h 41m1 stop
$326United Airlines
Mon, Dec 22 - Thu, Dec 25
Multiple Airlines Logo
10:01 pm - 9:47 am
GSO
-
SJU
10h 46m1 stop
Multiple Airlines Logo
8:20 am - 9:21 pm
SJU
-
GSO
14h 01m1 stop
$334Multiple Airlines
Fri, Jan 9 - Mon, Jan 12
Multiple Airlines Logo
10:01 pm - 9:47 am
GSO
-
SJU
10h 46m1 stop
Multiple Airlines Logo
8:20 am - 9:21 pm
SJU
-
GSO
14h 01m1 stop
$335Multiple Airlines
Fri, Jan 9 - Mon, Jan 12
Multiple Airlines Logo
10:01 pm - 6:02 pm
GSO
-
SJU
19h 01m2 stops
Multiple Airlines Logo
8:20 am - 9:21 pm
SJU
-
GSO
14h 01m1 stop
$336Multiple Airlines
Fri, Jan 9 - Mon, Jan 12
Delta Logo
6:15 am - 12:52 am
GSO
-
SDQ
18h 37m2 stops
Delta Logo
2:45 pm - 11:57 pm
SDQ
-
GSO
9h 12m1 stop
$338Delta
Sat, May 2 - Wed, May 6
United Airlines Logo
6:00 am - 3:15 pm
GSO
-
AUA
8h 15m1 stop
United Airlines Logo
3:00 pm - 4:38 pm
AUA
-
GSO
26h 38m1 stop
$342United Airlines
Mon, Feb 23 - Thu, Feb 26
American Airlines Logo
7:39 pm - 10:07 am
GSO
-
SJU
13h 28m1 stop
American Airlines Logo
7:00 am - 10:28 pm
SJU
-
GSO
16h 28m1 stop
$365American Airlines
Wed, Feb 11 - Sun, Feb 15
American Airlines Logo
6:00 am - 11:59 pm
GSO
-
SJU
16h 59m1 stop
American Airlines Logo
11:38 am - 11:59 pm
SJU
-
GSO
13h 21m1 stop
$390American Airlines
Fri, Jan 23 - Sat, Jan 31

American Airlines flights from Greensboro to Caribbean Islands

Our best American Airlines deals on Greensboro to Caribbean Islands flight tickets
American Airlines
Feb 11
GSO7:39 pmGreensboro/H. Point
13h 28m
1 stop
SJU10:07 amSan Juan Luis Munoz Marin Intl
Feb 15
SJU7:00 amSan Juan Luis Munoz Marin Intl
16h 28m
1 stop
GSO10:28 pmGreensboro/H. Point
$365
Find similar
American Airlines
Jan 23
GSO6:00 amGreensboro/H. Point
16h 59m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
Jan 31
SJU11:38 amSan Juan Luis Munoz Marin Intl
13h 21m
1 stop
GSO11:59 pmGreensboro/H. Point
$390
Find similar
American Airlines
Jan 23
GSO7:05 amGreensboro/H. Point
14h 21m
1 stop
SJU10:26 pmSan Juan Luis Munoz Marin Intl
Jan 26
SJU6:00 amSan Juan Luis Munoz Marin Intl
14h 09m
1 stop
GSO7:09 pmGreensboro/H. Point
$405
Find similar

United Airlines flights from Greensboro to Caribbean Islands

Our best United Airlines deals on Greensboro to Caribbean Islands flight tickets
United Airlines
Jan 18
GSO6:00 amGreensboro/H. Point
8h 00m
1 stop
MBJ2:00 pmMontego Bay Sangster Intl
Jan 25
MBJ3:20 pmMontego Bay Sangster Intl
7h 43m
1 stop
GSO11:03 pmGreensboro/H. Point
$315
Find similar
United Airlines
Dec 22
GSO6:30 amGreensboro/H. Point
7h 15m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Dec 25
GCM5:10 pmGeorge Town Owen Roberts Intl
16h 41m
1 stop
GSO9:51 amGreensboro/H. Point
$326
Find similar
United Airlines
Feb 23
GSO6:00 amGreensboro/H. Point
8h 15m
1 stop
AUA3:15 pmOranjestad Reina Beatrix
Feb 26
AUA3:00 pmOranjestad Reina Beatrix
26h 38m
1 stop
GSO4:38 pmGreensboro/H. Point
$342
Find similar

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 December 4, 2025.
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

GreensboroMontego Bay

GSO - MBJ

GSOMBJ

Greensboro/H. Point

Sun 1/18

6:00 am-2:00 pm

1 stop8h 00m

Montego Bay Sangster Intl

Sun 1/25

3:20 pm-11:03 pm

1 stop7h 43m

$315

GreensboroGeorge Town

GSO - GCM

GSOGCM

Greensboro/H. Point

Wed 1/7

6:54 am-12:40 pm

1 stop5h 46m

George Town Owen Roberts Intl

Sat 1/10

2:05 pm-11:47 pm

1 stop9h 42m

$320

GreensboroGeorge Town

GSO - GCM

GSOGCM

Greensboro/H. Point

Mon 12/22

6:30 am-1:45 pm

1 stop7h 15m

George Town Owen Roberts Intl

Thu 12/25

5:10 pm-9:51 am

1 stop16h 41m

$326

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Fri 1/9

10:01 pm-9:47 am

1 stop10h 46m

San Juan Luis Munoz Marin Intl

Mon 1/12

8:20 am-9:21 pm

1 stop14h 01m

$334

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Fri 1/9

10:01 pm-9:47 am

1 stop10h 46m

San Juan Luis Munoz Marin Intl

Mon 1/12

8:20 am-9:21 pm

1 stop14h 01m

$335

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Fri 1/9

10:01 pm-6:02 pm

2 stops19h 01m

San Juan Luis Munoz Marin Intl

Mon 1/12

8:20 am-9:21 pm

1 stop14h 01m

$336

GreensboroSanto Domingo

GSO - SDQ

GSOSDQ

Greensboro/H. Point

Sat 5/2

6:15 am-12:52 am

2 stops18h 37m

Santo Domingo Las Americas

Wed 5/6

2:45 pm-11:57 pm

1 stop9h 12m

$338

GreensboroOranjestad

GSO - AUA

GSOAUA

Greensboro/H. Point

Mon 2/23

6:00 am-3:15 pm

1 stop8h 15m

Oranjestad Reina Beatrix

Thu 2/26

3:00 pm-4:38 pm

1 stop26h 38m

$342

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Wed 2/11

7:39 pm-10:07 am

1 stop13h 28m

San Juan Luis Munoz Marin Intl

Sun 2/15

7:00 am-10:28 pm

1 stop16h 28m

$365

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Fri 1/23

6:00 am-11:59 pm

1 stop16h 59m

San Juan Luis Munoz Marin Intl

Sat 1/31

11:38 am-11:59 pm

1 stop13h 21m

$390

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 January is, on average, the cheapest month to fly to Caribbean Islands from Greensboro, with most prices found around $386. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Greensboro averaging around $407.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Greensboro to Caribbean Islands is on a Wednesday. Travelers who choose to depart for Caribbean Islands on a Wednesday will often find tickets for as low as $416. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $613. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Greensboro to Caribbean Islands in the afternoon for as low as $427. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $506. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 $502 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

4h 38m

Direct flights

None
The fastest flight from Greensboro to Caribbean Islands takes 4h 38m
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
JetBluePriceFrom $198Free CancellationRating
7.2
2,899 reviews
Search JetBlue flights
FrontierPriceFrom $265Free CancellationRating
5.8
3,090 reviews
Search Frontier flights
United AirlinesPriceFrom $304Free CancellationRating
7.4
9,066 reviews
Search United Airlines flights
DeltaPriceFrom $319Free CancellationRating
7.9
8,011 reviews
Search Delta flights
American AirlinesPriceFrom $355Free CancellationRating
7.2
11,047 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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