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Cheap flights from Greensboro to Caribbean Islands from $217

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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Find the cheapest flights from Greensboro to Caribbean Islands

Cheap round-trip flights

Delta Logo
10:15 am - 7:50 pmGSO-SJU
8h 35m1 stop
Delta Logo
6:20 pm - 11:58 pmSJU-GSO
6h 38m1 stop
$345Delta
Find Deal
Tue, Dec 23 - Tue, Dec 30
Delta Logo
6:35 am - 1:16 pmGSO-SJU
6h 41m1 stop
Delta Logo
7:30 am - 1:36 pmSJU-GSO
6h 06m1 stop
$365Delta
Find Deal
Fri, Sep 26 - Wed, Oct 1
American Airlines Logo
6:20 am - 6:15 pmGSO-SJU
11h 55m2 stops
American Airlines Logo
4:43 pm - 10:54 pmSJU-GSO
6h 11m1 stop
$385American Airlines
Find Deal
Mon, Sep 15 - Mon, Sep 22
American Airlines Logo
7:48 pm - 2:50 pmGSO-STX
18h 02m2 stops
American Airlines Logo
3:52 pm - 9:52 pmSTX-GSO
7h 00m1 stop
$389American Airlines
Find Deal
Tue, Nov 4 - Sat, Nov 8
United Airlines Logo
6:00 am - 1:31 pmGSO-NAS
7h 31m1 stop
United Airlines Logo
2:33 pm - 11:00 pmNAS-GSO
8h 27m1 stop
$417United Airlines
Find Deal
Tue, Sep 30 - Sat, Oct 4
United Airlines Logo
6:00 am - 2:05 pmGSO-PUJ
8h 05m1 stop
United Airlines Logo
4:35 pm - 9:44 amPUJ-GSO
17h 09m1 stop
$431United Airlines
Find Deal
Tue, Sep 23 - Tue, Sep 30
Logo
9:11 pm - 11:04 amGSO-SJU
37h 53m3 stops
Logo
6:44 am - 3:30 pmSJU-GSO
8h 46m1 stop
$552
Find Deal
Fri, Sep 12 - Mon, Sep 15
Logo
9:11 pm - 11:04 amGSO-SJU
37h 53m3 stops
Logo
2:38 pm - 3:30 pmSJU-GSO
24h 52m2 stops
$608
Find Deal
Fri, Sep 12 - Sun, Sep 14
Air Canada Logo
7:58 pm - 12:55 pmGSO-NAS
16h 57m2 stops
Air Canada Logo
9:10 pm - 9:00 pmNAS-GSO
23h 50m2 stops
$1,041Air Canada
Find Deal
Fri, Dec 5 - Mon, Dec 8
Air Canada Logo
7:58 pm - 12:55 pmGSO-NAS
16h 57m2 stops
Air Canada Logo
9:10 pm - 9:00 pmNAS-GSO
23h 50m2 stops
$1,072Air Canada
Find Deal
Fri, Dec 5 - Mon, Dec 8

United Airlines flights from Greensboro to Caribbean Islands

Our best United Airlines deals on Greensboro to Caribbean Islands flight tickets
United Airlines
Sep 30
GSO6:00 amGreensboro/H. Point
7h 31m
1 stop
NAS1:31 pmNassau Intl
Oct 4
NAS2:33 pmNassau Intl
8h 27m
1 stop
GSO11:00 pmGreensboro/H. Point
$417
Find similar
United Airlines
Sep 23
GSO6:00 amGreensboro/H. Point
8h 05m
1 stop
PUJ2:05 pmPunta Cana
Sep 30
PUJ4:35 pmPunta Cana
17h 09m
1 stop
GSO9:44 amGreensboro/H. Point
$431
Find similar
United Airlines
Aug 23
GSO6:15 amGreensboro/H. Point
6h 25m
1 stop
PUJ12:40 pmPunta Cana
Aug 27
PUJ4:35 pmPunta Cana
17h 10m
1 stop
GSO9:45 amGreensboro/H. Point
$442
Find similar

American Airlines flights from Greensboro to Caribbean Islands

Our best American Airlines deals on Greensboro to Caribbean Islands flight tickets
American Airlines
Sep 15
GSO6:20 amGreensboro/H. Point
11h 55m
2 stops
SJU6:15 pmSan Juan Luis Munoz Marin Intl
Sep 22
SJU4:43 pmSan Juan Luis Munoz Marin Intl
6h 11m
1 stop
GSO10:54 pmGreensboro/H. Point
$385
Find similar
American Airlines
Nov 4
GSO7:48 pmGreensboro/H. Point
18h 02m
2 stops
STX2:50 pmChristiansted Henry Rohlsen
Nov 8
STX3:52 pmChristiansted Henry Rohlsen
7h 00m
1 stop
GSO9:52 pmGreensboro/H. Point
$389
Find similar
American Airlines
Jan 22
GSO8:43 pmGreensboro/H. Point
14h 02m
1 stop
SJU11:45 amSan Juan Luis Munoz Marin Intl
Jan 31
SJU4:40 pmSan Juan Luis Munoz Marin Intl
7h 40m
1 stop
GSO11:20 pmGreensboro/H. Point
$390
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 August 2, 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

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Tue 12/23

10:15 am-7:50 pm

1 stop8h 35m

San Juan Luis Munoz Marin Intl

Tue 12/30

6:20 pm-11:58 pm

1 stop6h 38m

$345

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Fri 9/26

6:35 am-1:16 pm

1 stop6h 41m

San Juan Luis Munoz Marin Intl

Wed 10/1

7:30 am-1:36 pm

1 stop6h 06m

$365

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Mon 9/15

6:20 am-6:15 pm

2 stops11h 55m

San Juan Luis Munoz Marin Intl

Mon 9/22

4:43 pm-10:54 pm

1 stop6h 11m

$385

GreensboroChristiansted

GSO - STX

GSOSTX

Greensboro/H. Point

Tue 11/4

7:48 pm-2:50 pm

2 stops18h 02m

Christiansted Henry Rohlsen

Sat 11/8

3:52 pm-9:52 pm

1 stop7h 00m

$389

GreensboroNassau

GSO - NAS

GSONAS

Greensboro/H. Point

Tue 9/30

6:00 am-1:31 pm

1 stop7h 31m

Nassau Intl

Sat 10/4

2:33 pm-11:00 pm

1 stop8h 27m

$417

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Tue 9/23

6:00 am-2:05 pm

1 stop8h 05m

Punta Cana

Tue 9/30

4:35 pm-9:44 am

1 stop17h 09m

$431

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Fri 9/12

9:11 pm-11:04 am

3 stops37h 53m

San Juan Luis Munoz Marin Intl

Mon 9/15

6:44 am-3:30 pm

1 stop8h 46m

$552

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Fri 9/12

9:11 pm-11:04 am

3 stops37h 53m

San Juan Luis Munoz Marin Intl

Sun 9/14

2:38 pm-3:30 pm

2 stops24h 52m

$608

GreensboroNassau

GSO - NAS

GSONAS

Greensboro/H. Point

Fri 12/5

7:58 pm-12:55 pm

2 stops16h 57m

Nassau Intl

Mon 12/8

9:10 pm-9:00 pm

2 stops23h 50m

$1,041

GreensboroNassau

GSO - NAS

GSONAS

Greensboro/H. Point

Fri 12/5

7:58 pm-12:55 pm

2 stops16h 57m

Nassau Intl

Mon 12/8

9:10 pm-9:00 pm

2 stops23h 50m

$1,072

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 $380. 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 $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 $301 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

Best Price Found

$217

Fastest flight time

4h 00m

Direct flights

None

Airports in Caribbean Islands

9 airports
The best one-way flight to Caribbean Islands from Greensboro in the past 72 hours is $217. The best round-trip flight deal from Greensboro to Caribbean Islands found on momondo in the last 72 hours is $345.
The fastest flight from Greensboro to Caribbean Islands takes 4h 00m
There are no direct flights from Greensboro to Caribbean Islands. Popular non-direct routes for this connection are Greensboro/H. Point Airport - Santiago de los Caballeros Airport, Greensboro/H. Point Airport - Saint Thomas Island Cyril E King Airport and Greensboro/H. Point Airport - Santo Domingo Las Americas Airport.
There are 9 airports near Caribbean Islands: Santo Domingo Las Americas (SDQ), Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), Montego Bay Sangster Intl (MBJ), Christiansted Henry Rohlsen (STX), Santiago de los Caballeros (STI), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)
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
2,915 reviews
Search JetBlue flights
DeltaPriceFrom $272Free CancellationRating
8.0
7,983 reviews
Search Delta flights
American AirlinesPriceFrom $355Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $382Free CancellationRating
7.4
8,904 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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