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Cheap flights from Greensboro to Caribbean Islands from $146

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 9/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Greensboro to Caribbean Islands

Cheap round-trip flights

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
Find Deal
Tue, Sep 30 - Sat, Oct 4
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
Wed, Jan 21 - Mon, Jan 26
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
Tue, Sep 30 - Sat, Oct 4
United Airlines Logo
6:00 am - 1:48 pmGSO-NAS
7h 48m1 stop
United Airlines Logo
2:55 pm - 11:03 pmNAS-GSO
8h 08m1 stop
$330United Airlines
Find Deal
Sun, Nov 16 - Fri, Nov 21
American Airlines Logo
7:07 am - 5:15 pmGSO-SJU
9h 08m2 stops
American Airlines Logo
6:45 am - 3:46 pmSJU-GSO
10h 01m1 stop
$365American Airlines
Find Deal
Wed, Jan 14 - Tue, Jan 20
Multiple Airlines Logo
9:11 pm - 12:54 amGSO-SJU
27h 43m1 stop
Multiple Airlines Logo
3:19 pm - 3:30 pmSJU-GSO
24h 11m1 stop
$371Multiple Airlines
Find Deal
Fri, Oct 17 - Thu, Oct 23
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
Find Deal
Tue, Nov 4 - Sat, Nov 8
Multiple Airlines Logo
9:11 pm - 2:12 pmGSO-SJU
17h 01m1 stop
Multiple Airlines Logo
3:19 pm - 3:30 pmSJU-GSO
24h 11m1 stop
$394Multiple Airlines
Find Deal
Mon, Oct 20 - Thu, Oct 23
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
$1,000Air Canada
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
Thu, Oct 30 - Mon, Nov 3

United Airlines flights from Greensboro to Caribbean Islands

Our best United Airlines deals on Greensboro to Caribbean Islands flight tickets
United Airlines
Sep 30
GSO6:40 pmGreensboro/H. Point
7h 10m
1 stop
SDQ1:50 amSanto Domingo Las Americas
Oct 4
SDQ5:45 amSanto Domingo Las Americas
7h 33m
1 stop
GSO1:18 pmGreensboro/H. Point
$327
Find similar
United Airlines
Nov 16
GSO6:00 amGreensboro/H. Point
7h 48m
1 stop
NAS1:48 pmNassau Intl
Nov 21
NAS2:55 pmNassau Intl
8h 08m
1 stop
GSO11:03 pmGreensboro/H. Point
$330
Find similar
United Airlines
Oct 21
GSO6:15 amGreensboro/H. Point
6h 25m
1 stop
PUJ12:40 pmPunta Cana
Oct 27
PUJ11:56 amPunta Cana
6h 50m
1 stop
GSO6:46 pmGreensboro/H. Point
$366
Find similar

American Airlines flights from Greensboro to Caribbean Islands

Our best American Airlines deals on Greensboro to Caribbean Islands flight tickets
American Airlines
Jan 14
GSO7:07 amGreensboro/H. Point
9h 08m
2 stops
SJU5:15 pmSan Juan Luis Munoz Marin Intl
Jan 20
SJU6:45 amSan Juan Luis Munoz Marin Intl
10h 01m
1 stop
GSO3:46 pmGreensboro/H. Point
$365
Find similar
American Airlines
Nov 4
GSO7:10 amGreensboro/H. Point
9h 42m
1 stop
STX5:52 pmChristiansted Henry Rohlsen
Nov 8
STX5:13 pmChristiansted Henry Rohlsen
7h 45m
1 stop
GSO11:58 pmGreensboro/H. Point
$385
Find similar
American Airlines
Nov 4
GSO7:48 pmGreensboro/H. Point
18h 24m
2 stops
STX3:12 pmChristiansted Henry Rohlsen
Nov 8
STX6:42 pmChristiansted Henry Rohlsen
17h 07m
2 stops
GSO10:49 amGreensboro/H. Point
$389
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 September 16, 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

GreensboroSanto Domingo

GSO - SDQ

GSOSDQ

Greensboro/H. Point

Tue 9/30

5:30 am-5:59 pm

2 stops12h 29m

Santo Domingo Las Americas

Sat 10/4

6:03 am-7:02 pm

2 stops12h 59m

$319

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Wed 1/21

5:25 am-3:53 pm

2 stops9h 28m

Punta Cana

Mon 1/26

6:05 pm-11:53 pm

1 stop6h 48m

$322

GreensboroSanto Domingo

GSO - SDQ

GSOSDQ

Greensboro/H. Point

Tue 9/30

6:40 pm-1:50 am

1 stop7h 10m

Santo Domingo Las Americas

Sat 10/4

5:45 am-1:18 pm

1 stop7h 33m

$327

GreensboroNassau

GSO - NAS

GSONAS

Greensboro/H. Point

Sun 11/16

6:00 am-1:48 pm

1 stop7h 48m

Nassau Intl

Fri 11/21

2:55 pm-11:03 pm

1 stop8h 08m

$330

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Wed 1/14

7:07 am-5:15 pm

2 stops9h 08m

San Juan Luis Munoz Marin Intl

Tue 1/20

6:45 am-3:46 pm

1 stop10h 01m

$365

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Fri 10/17

9:11 pm-12:54 am

1 stop27h 43m

San Juan Luis Munoz Marin Intl

Thu 10/23

3:19 pm-3:30 pm

1 stop24h 11m

$371

GreensboroChristiansted

GSO - STX

GSOSTX

Greensboro/H. Point

Tue 11/4

7:10 am-5:52 pm

1 stop9h 42m

Christiansted Henry Rohlsen

Sat 11/8

5:13 pm-11:58 pm

1 stop7h 45m

$385

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Mon 10/20

9:11 pm-2:12 pm

1 stop17h 01m

San Juan Luis Munoz Marin Intl

Thu 10/23

3:19 pm-3:30 pm

1 stop24h 11m

$394

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Thu 10/30

6:30 am-8:35 pm

2 stops14h 05m

Punta Cana

Mon 11/3

3:35 pm-9:03 pm

2 stops30h 28m

$1,000

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Thu 10/30

6:30 am-8:35 pm

2 stops14h 05m

Punta Cana

Mon 11/3

3:35 pm-9:03 pm

2 stops30h 28m

$1,008

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 $411. The month of May is another great option to travel to Caribbean Islands, with average flight prices from Greensboro averaging around $413.

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 $511 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

Direct flights

None
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
2,914 reviews
Search JetBlue flights
DeltaPriceFrom $334Free CancellationRating
7.9
7,957 reviews
Search Delta flights
American AirlinesPriceFrom $355Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $382Free CancellationRating
7.4
8,924 reviews
Search United 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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