What airlines fly to Caribbean Islands?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Caribbean Islands from Pittsburgh according to our data. American Airlines is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 8 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Pittsburgh to Caribbean Islands?

American Airlines, United Airlines, and Delta are the most popular carriers operating from Pittsburgh to Caribbean Islands

When did momondo last update prices for flights from Pittsburgh Airport to Caribbean Islands?

Prices for flights from Pittsburgh Airport to Caribbean Islands are refreshed on a daily basis.

How many operators does momondo search for flights from Pittsburgh Airport to Caribbean Islands?

As of May 2026, there are 8 operators available to choose from for flights from Pittsburgh Airport to Caribbean Islands.

How old do you have to be to fly from Pittsburgh Airport to Caribbean Islands?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pittsburgh Airport to Caribbean Islands.

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

The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$116 Cheap Flights from Pittsburgh to Caribbean Islands in 2026

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Find the cheapest flights from Pittsburgh to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:10 am - 12:58 pm

PIT

STT

6h 48m

1 stop

4:45 pm - 11:30 pm

STT

PIT

6h 45m

1 stop

$250United Airlines

Sat, Aug 22 - Sat, Aug 29

6:52 am - 3:01 pm

PIT

STT

8h 09m

1 stop

2:00 pm - 11:50 pm

STT

PIT

9h 50m

1 stop

$275American Airlines

Sat, Aug 29 - Sat, Sep 5

7:06 pm - 11:18 am

PIT

STT

16h 12m

1 stop

1:41 pm - 8:59 am

STT

PIT

19h 18m

2 stops

$290American Airlines

Fri, Sep 4 - Thu, Sep 10

5:40 pm - 12:52 pm

PIT

STT

19h 12m

2 stops

4:42 pm - 10:24 am

STT

PIT

17h 42m

2 stops

$295American Airlines

Wed, Aug 19 - Mon, Aug 24

6:00 am - 12:45 pm

PIT

PUJ

6h 45m

1 stop

1:50 pm - 9:23 pm

PUJ

PIT

7h 33m

1 stop

$301JetBlue

Tue, Sep 29 - Tue, Oct 6

8:45 pm - 4:30 pm

PIT

GCM

19h 45m

2 stops

5:45 pm - 9:58 am

GCM

PIT

16h 13m

2 stops

$316United Airlines

Tue, Nov 10 - Fri, Nov 20

6:52 am - 11:54 am

PIT

GCM

6h 02m

1 stop

12:59 pm - 12:55 am

GCM

PIT

10h 56m

1 stop

$317Delta

Fri, Jun 5 - Tue, Jun 9

6:00 am - 12:45 pm

PIT

PUJ

6h 45m

1 stop

1:50 pm - 9:28 pm

PUJ

PIT

7h 38m

1 stop

$322JetBlue

Thu, Jul 23 - Tue, Jul 28

1:57 pm - 10:29 pm

PIT

SJU

8h 32m

1 stop

5:50 pm - 12:50 am

SJU

PIT

7h 00m

1 stop

$327Delta

Fri, Jul 10 - Wed, Jul 22

5:05 am - 11:55 am

PIT

GCM

7h 50m

1 stop

12:50 pm - 10:50 pm

GCM

PIT

9h 00m

1 stop

$402Southwest

Sun, Jul 5 - Fri, Jul 10

Frontier flights from Pittsburgh to Caribbean Islands

Our best Frontier deals on Pittsburgh to Caribbean Islands flight tickets

Frontier

Jul 8

PIT12:49 pmPittsburgh

6h 53m

1 stop

SJU7:42 pmSan Juan Luis Munoz Marin Intl

Jul 14

SJU8:37 pmSan Juan Luis Munoz Marin Intl

15h 27m

1 stop

PIT12:04 pmPittsburgh

$346

Frontier

Aug 12

PIT12:49 pmPittsburgh

6h 53m

1 stop

SJU7:42 pmSan Juan Luis Munoz Marin Intl

Aug 17

SJU8:52 amSan Juan Luis Munoz Marin Intl

9h 23m

1 stop

PIT6:15 pmPittsburgh

$350

Frontier

Jul 8

PIT12:49 pmPittsburgh

21h 54m

1 stop

SJU10:43 amSan Juan Luis Munoz Marin Intl

Jul 14

SJU8:37 pmSan Juan Luis Munoz Marin Intl

15h 27m

1 stop

PIT12:04 pmPittsburgh

$351

American Airlines flights from Pittsburgh to Caribbean Islands

Our best American Airlines deals on Pittsburgh to Caribbean Islands flight tickets

American Airlines

Aug 29

PIT6:16 amPittsburgh

9h 36m

2 stops

STT3:52 pmSaint Thomas Island Cyril E King

Sep 5

STT2:00 pmSaint Thomas Island Cyril E King

7h 00m

1 stop

PIT9:00 pmPittsburgh

$275

American Airlines

Sep 4

PIT7:06 pmPittsburgh

16h 12m

1 stop

STT11:18 amSaint Thomas Island Cyril E King

Sep 10

STT1:41 pmSaint Thomas Island Cyril E King

19h 18m

2 stops

PIT8:59 amPittsburgh

$290

American Airlines

Oct 7

PIT6:40 amPittsburgh

9h 30m

1 stop

SJU4:10 pmSan Juan Luis Munoz Marin Intl

Oct 14

SJU3:50 pmSan Juan Luis Munoz Marin Intl

16h 37m

1 stop

PIT8:27 amPittsburgh

$307

momondo Fare Finder

Use the filters below to find and compare flights from Pittsburgh to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 8/22

6:10 am-12:58 pm

1 stop6h 48m

Saint Thomas Island Cyril E King

Sat 8/29

4:45 pm-11:30 pm

1 stop6h 45m

$250

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 8/29

6:52 am-3:01 pm

1 stop8h 09m

Saint Thomas Island Cyril E King

Sat 9/5

2:00 pm-11:50 pm

1 stop9h 50m

$275

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Fri 9/4

7:06 pm-11:18 am

1 stop16h 12m

Saint Thomas Island Cyril E King

Thu 9/10

1:41 pm-8:59 am

2 stops19h 18m

$290

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Wed 8/19

5:40 pm-12:52 pm

2 stops19h 12m

Saint Thomas Island Cyril E King

Mon 8/24

4:42 pm-10:24 am

2 stops17h 42m

$295

PittsburghPunta Cana

PIT - PUJ

PITPUJ

Pittsburgh

Tue 9/29

6:00 am-12:45 pm

1 stop6h 45m

Punta Cana

Tue 10/6

1:50 pm-9:23 pm

1 stop7h 33m

$301

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Tue 11/10

8:45 pm-4:30 pm

2 stops19h 45m

George Town Owen Roberts Intl

Fri 11/20

5:45 pm-9:58 am

2 stops16h 13m

$316

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Fri 6/5

6:52 am-11:54 am

1 stop6h 02m

George Town Owen Roberts Intl

Tue 6/9

12:59 pm-12:55 am

1 stop10h 56m

$317

PittsburghPunta Cana

PIT - PUJ

PITPUJ

Pittsburgh

Thu 7/23

6:00 am-12:45 pm

1 stop6h 45m

Punta Cana

Tue 7/28

1:50 pm-9:28 pm

1 stop7h 38m

$322

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Fri 7/10

1:57 pm-10:29 pm

1 stop8h 32m

San Juan Luis Munoz Marin Intl

Wed 7/22

5:50 pm-12:50 am

1 stop7h 00m

$327

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Sun 7/5

5:05 am-11:55 am

1 stop7h 50m

George Town Owen Roberts Intl

Fri 7/10

12:50 pm-10:50 pm

1 stop9h 00m

$402

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Pittsburgh 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

Prices

Airlines

What is the cheapest month to fly to Caribbean Islands?

The month of August is, on average, the cheapest month to fly to Caribbean Islands from Pittsburgh, with most prices found around $115. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Pittsburgh averaging around $123.

What is the cheapest Pittsburgh to Caribbean Islands flight route?

Fly from Pittsburgh to Punta Cana for the best Pittsburgh - Caribbean Islands flight prices

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

You are more likely to see cheaper flights to Caribbean Islands from Pittsburgh when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $388 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Pittsburgh for as low as $295 on momondo.

What cabin class options are available on Pittsburgh to Caribbean Islands flights?

There is only 1 cabin class available to choose from on Pittsburgh to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

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

Cheap Pittsburgh to Caribbean Islands flight deals and tips

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

Fastest flight time	4h 48m
Direct flights	None

The fastest flight from Pittsburgh to Caribbean Islands takes 4h 48m

There are no direct flights from Pittsburgh to Caribbean Islands. There are no popular flight routes from Pittsburgh to Caribbean Islands.

Search flight deals

Frequently asked questions about flying from Pittsburgh to Caribbean Islands

When did momondo last update prices for flights from Pittsburgh Airport to Caribbean Islands?
Prices for flights from Pittsburgh Airport to Caribbean Islands are refreshed on a daily basis.
How many operators does momondo search for flights from Pittsburgh Airport to Caribbean Islands?
As of May 2026, there are 8 operators available to choose from for flights from Pittsburgh Airport to Caribbean Islands.
How old do you have to be to fly from Pittsburgh Airport to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pittsburgh Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Pittsburgh to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Pittsburgh to Caribbean Islands is Airbus A320-100/200, representing 19.09% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 16.18%, Embraer 175 at 9.92%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 9.37%.

Best airlines flying from Pittsburgh to Caribbean Islands

Compare and see reviews for airlines that fly from Pittsburgh to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $123	Free Cancellation	Rating 6.2	Search Spirit Airlines flights
Frontier	PriceFrom $135	Free Cancellation	Rating 5.6 2,933 reviews	Search Frontier flights
Delta	PriceFrom $140	Free Cancellation	Rating 7.9 8,429 reviews	Search Delta flights
JetBlue	PriceFrom $184	Free Cancellation	Rating 7.1 2,982 reviews	Search JetBlue flights
Southwest	PriceFrom $225	Free Cancellation	Rating 7.9 4,265 reviews	Search Southwest flights
United Airlines	PriceFrom $225	Free Cancellation	Rating 7.4 9,751 reviews	Search United Airlines flights
American Airlines	PriceFrom $232	Free Cancellation	Rating 7.1 11,631 reviews	Search American Airlines flights
Air Canada	PriceFrom $406	Free Cancellation	Rating 7.1 11,090 reviews	Search Air Canada flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Pittsburgh to Caribbean Islands. momondo saves you time and could save you money on your trip.

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

Flights from Pittsburgh to Caribbean Islands with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Pittsburgh to Caribbean Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Caribbean Islands from Pittsburgh. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.