What airlines fly to Caribbean Islands?

American Airlines, Delta and United Airlines 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 57% 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?

Spirit Airlines, American Airlines, and Air Canada 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 January 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.

$63 Cheap Flights from Pittsburgh to Caribbean Islands in 2026

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Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 1:36 pm

PIT

SJU

7h 36m

1 stop

4:22 pm - 11:55 pm

SJU

PIT

7h 33m

1 stop

$213JetBlue

Wed, Mar 11 - Sun, Mar 15

5:45 am - 11:09 pm

PIT

SJU

16h 24m

1 stop

5:00 am - 4:39 pm

SJU

PIT

11h 39m

1 stop

$214Spirit Airlines

Wed, Mar 4 - Tue, Mar 10

6:00 am - 3:35 pm

PIT

SJU

8h 35m

1 stop

10:52 am - 9:40 am

SJU

PIT

23h 48m

2 stops

$216Spirit Airlines

Wed, Jan 28 - Sat, Jan 31

10:49 am - 10:22 pm

PIT

SJU

10h 33m

2 stops

8:05 am - 2:02 pm

SJU

PIT

6h 57m

1 stop

$222United Airlines

Mon, Feb 9 - Fri, Feb 13

6:00 am - 3:56 pm

PIT

STT

8h 56m

1 stop

4:37 pm - 7:23 am

STT

PIT

15h 46m

2 stops

$286American Airlines

Sun, Feb 8 - Sat, Feb 14

6:00 am - 5:05 pm

PIT

STT

10h 05m

1 stop

6:39 pm - 9:57 am

STT

PIT

16h 18m

2 stops

$293American Airlines

Tue, Jan 27 - Wed, Feb 4

6:00 am - 3:43 pm

PIT

STT

9h 43m

1 stop

1:22 pm - 11:45 pm

STT

PIT

10h 23m

1 stop

$305United Airlines

Mon, May 11 - Mon, May 18

6:15 am - 5:30 pm

PIT

NAS

11h 15m

1 stop

2:35 pm - 2:48 pm

NAS

PIT

24h 13m

1 stop

$345Air Canada

Sun, Jun 21 - Thu, Jun 25

6:15 am - 11:30 am

PIT

GCM

6h 15m

1 stop

12:25 pm - 11:33 am

GCM

PIT

22h 08m

1 stop

$345Air Canada

Sat, Jun 6 - Thu, Jun 11

6:00 am - 2:30 pm

PIT

PLS

8h 30m

1 stop

3:50 pm - 12:24 am

PLS

PIT

8h 34m

1 stop

$416Delta

Fri, May 15 - Wed, May 20

Spirit Airlines flights from Pittsburgh to Caribbean Islands

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

Spirit Airlines

Jan 24

PIT6:00 amPittsburgh

9h 37m

1 stop

STT4:37 pmSaint Thomas Island Cyril E King

Jan 31

STT5:42 pmSaint Thomas Island Cyril E King

7h 02m

1 stop

PIT11:44 pmPittsburgh

$190

Spirit Airlines

Mar 4

PIT5:45 amPittsburgh

16h 24m

1 stop

SJU11:09 pmSan Juan Luis Munoz Marin Intl

Mar 10

SJU5:00 amSan Juan Luis Munoz Marin Intl

11h 39m

1 stop

PIT4:39 pmPittsburgh

$214

Spirit Airlines

Jan 28

PIT6:00 amPittsburgh

8h 35m

1 stop

SJU3:35 pmSan Juan Luis Munoz Marin Intl

Jan 31

SJU10:52 amSan Juan Luis Munoz Marin Intl

23h 48m

2 stops

PIT9:40 amPittsburgh

$216

American Airlines flights from Pittsburgh to Caribbean Islands

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

American Airlines

Jan 27

PIT7:41 amPittsburgh

9h 41m

2 stops

SJU6:22 pmSan Juan Luis Munoz Marin Intl

Jan 31

SJU7:00 amSan Juan Luis Munoz Marin Intl

7h 23m

1 stop

PIT1:23 pmPittsburgh

$232

American Airlines

Feb 9

PIT7:36 amPittsburgh

12h 14m

1 stop

SJU8:50 pmSan Juan Luis Munoz Marin Intl

Feb 13

SJU6:00 amSan Juan Luis Munoz Marin Intl

10h 58m

1 stop

PIT3:58 pmPittsburgh

$238

American Airlines

Feb 3

PIT8:50 amPittsburgh

11h 00m

2 stops

SJU8:50 pmSan Juan Luis Munoz Marin Intl

Feb 17

SJU10:50 amSan Juan Luis Munoz Marin Intl

14h 08m

1 stop

PIT11:58 pmPittsburgh

$252

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

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 3/11

6:00 am-1:36 pm

1 stop7h 36m

San Juan Luis Munoz Marin Intl

Sun 3/15

4:22 pm-11:55 pm

1 stop7h 33m

$213

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 3/4

5:45 am-11:09 pm

1 stop16h 24m

San Juan Luis Munoz Marin Intl

Tue 3/10

5:00 am-4:39 pm

1 stop11h 39m

$214

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 1/28

6:00 am-3:35 pm

1 stop8h 35m

San Juan Luis Munoz Marin Intl

Sat 1/31

10:52 am-9:40 am

2 stops23h 48m

$216

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 2/9

10:49 am-10:22 pm

2 stops10h 33m

San Juan Luis Munoz Marin Intl

Fri 2/13

8:05 am-2:02 pm

1 stop6h 57m

$222

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sun 2/8

6:00 am-3:56 pm

1 stop8h 56m

Saint Thomas Island Cyril E King

Sat 2/14

4:37 pm-7:23 am

2 stops15h 46m

$286

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Tue 1/27

6:00 am-5:05 pm

1 stop10h 05m

Saint Thomas Island Cyril E King

Wed 2/4

6:39 pm-9:57 am

2 stops16h 18m

$293

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Mon 5/11

6:00 am-3:43 pm

1 stop9h 43m

Saint Thomas Island Cyril E King

Mon 5/18

1:22 pm-11:45 pm

1 stop10h 23m

$305

PittsburghNassau

PIT - NAS

PITNAS

Pittsburgh

Sun 6/21

6:15 am-5:30 pm

1 stop11h 15m

Nassau Intl

Thu 6/25

2:35 pm-2:48 pm

1 stop24h 13m

$345

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Sat 6/6

6:15 am-11:30 am

1 stop6h 15m

George Town Owen Roberts Intl

Thu 6/11

12:25 pm-11:33 am

1 stop22h 08m

$345

PittsburghProvidenciales

PIT - PLS

PITPLS

Pittsburgh

Fri 5/15

6:00 am-2:30 pm

1 stop8h 30m

Providenciales

Wed 5/20

3:50 pm-12:24 am

1 stop8h 34m

$416

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

Other information

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Pittsburgh, with most prices found around $266. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Pittsburgh averaging around $269.

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 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 $294 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 02m
Direct flights	Sun
Airports in Caribbean Islands	99 airports

The fastest flight from Pittsburgh to Caribbean Islands takes 4h 02m

Direct flights go from Pittsburgh to Caribbean Islands on Sunday. There are no airlines offering direct flights.

There are 99 airports in Caribbean Islands. From Pittsburgh there are direct flights to Punta Cana (PUJ).

Search flight deals

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 January 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 17.98% of all bookings. The subsequent popular models are Embraer 175 at 12.34%, Boeing 737 MAX 8 at 12.07%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 10.36%.

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 $132	Free Cancellation	Rating 6.3 8,322 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $149	Free Cancellation	Rating 5.7 3,057 reviews	Search Frontier flights
JetBlue	PriceFrom $180	Free Cancellation	Rating 7.2 2,887 reviews	Search JetBlue flights
Delta	PriceFrom $186	Free Cancellation	Rating 7.9 8,051 reviews	Search Delta flights
Southwest	PriceFrom $225	Free Cancellation	Rating 8.0 4,258 reviews	Search Southwest flights
United Airlines	PriceFrom $225	Free Cancellation	Rating 7.4 9,164 reviews	Search United Airlines flights
American Airlines	PriceFrom $255	Free Cancellation	Rating 7.2 11,136 reviews	Search American Airlines flights
Air Canada	PriceFrom $381	Free Cancellation	Rating 7.1 10,624 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.

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.

Start using Trips

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Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

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Cheap flights from Pittsburgh to Caribbean Islands from $63

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

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Pittsburgh to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Spirit Airlines flights from Pittsburgh to Caribbean Islands

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

American Airlines flights from Pittsburgh to Caribbean Islands

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

momondo Fare Finder

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

See travel insights to Caribbean Islands from

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

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Pittsburgh, with most prices found around $266. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Pittsburgh averaging around $269.

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 to Caribbean Islands?

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.

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

Spirit Airlines, American Airlines, and Air Canada are the most popular carriers operating from Pittsburgh to Caribbean Islands

What airlines fly 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

Direct flights

Airports in Caribbean Islands

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

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

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

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

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

Best airlines flying from Pittsburgh to Caribbean Islands

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

Why use momondo?

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

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

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

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

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo