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

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

What airlines fly to Caribbean Islands?

American Airlines, United Airlines and JetBlue 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 58% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 7 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

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 July 2026, there are 7 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.

$109 Cheap Flights from Pittsburgh to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Pittsburgh to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:10 am - 12:54 pm

PIT

SJU

6h 44m

1 stop

7:00 am - 8:47 pm

SJU

PIT

13h 47m

2 stops

$260United Airlines

Wed, Aug 19 - Wed, Aug 26

6:00 am - 1:32 pm

PIT

SJU

7h 32m

1 stop

6:00 am - 11:34 pm

SJU

PIT

17h 34m

1 stop

$265American Airlines

Sun, Sep 20 - Sat, Sep 26

6:00 am - 4:15 pm

PIT

STT

9h 15m

1 stop

3:10 pm - 12:19 am

STT

PIT

10h 09m

1 stop

$270Delta

Tue, Jan 19 - Thu, Jan 28

6:19 am - 8:47 pm

PIT

SJU

14h 28m

2 stops

6:00 am - 3:02 pm

SJU

PIT

9h 02m

2 stops

$270American Airlines

Wed, Sep 23 - Wed, Sep 30

6:30 am - 1:45 pm

PIT

SJU

7h 15m

1 stop

1:00 am - 3:07 pm

SJU

PIT

14h 07m

2 stops

$275United Airlines

Fri, Sep 4 - Fri, Sep 11

6:10 am - 4:55 pm

PIT

SJU

10h 45m

2 stops

6:25 am - 2:45 pm

SJU

PIT

8h 20m

2 stops

$291Southwest

Mon, Aug 24 - Sat, Aug 29

6:00 am - 1:51 pm

PIT

MBJ

8h 51m

1 stop

1:00 pm - 9:22 pm

MBJ

PIT

7h 22m

1 stop

$341JetBlue

Sat, Oct 24 - Tue, Oct 27

6:00 am - 2:54 pm

PIT

MBJ

8h 54m

1 stop

2:00 pm - 9:22 pm

MBJ

PIT

7h 22m

1 stop

$344JetBlue

Mon, Nov 9 - Fri, Nov 13

6:00 am - 3:05 pm

PIT

STT

8h 05m

1 stop

1:50 pm - 9:49 pm

STT

PIT

8h 59m

1 stop

$371Delta

Sun, Jan 17 - Fri, Jan 29

5:50 am - 12:25 pm

PIT

PUJ

6h 35m

1 stop

4:50 pm - 12:25 am

PUJ

PIT

8h 35m

1 stop

$441Southwest

Mon, Oct 26 - Mon, Nov 2

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Frontier flights from Pittsburgh to Caribbean Islands

Our best Frontier deals on Pittsburgh to Caribbean Islands flight tickets

Frontier

Aug 12

PIT12:49 pmPittsburgh

6h 53m

1 stop

SJU7:42 pmSan Juan Luis Munoz Marin Intl

Aug 18

SJU3:10 amSan Juan Luis Munoz Marin Intl

15h 05m

1 stop

PIT6:15 pmPittsburgh

$339

Frontier

Aug 19

PIT7:10 pmPittsburgh

15h 56m

1 stop

SJU11:06 amSan Juan Luis Munoz Marin Intl

Aug 23

SJU6:09 pmSan Juan Luis Munoz Marin Intl

24h 06m

1 stop

PIT6:15 pmPittsburgh

$356

Frontier

Aug 5

PIT12:59 pmPittsburgh

6h 43m

1 stop

SJU7:42 pmSan Juan Luis Munoz Marin Intl

Aug 12

SJU8:37 pmSan Juan Luis Munoz Marin Intl

21h 38m

1 stop

PIT6:15 pmPittsburgh

$368

American Airlines flights from Pittsburgh to Caribbean Islands

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

American Airlines

Sep 20

PIT6:00 amPittsburgh

7h 32m

1 stop

SJU1:32 pmSan Juan Luis Munoz Marin Intl

Sep 26

SJU6:00 amSan Juan Luis Munoz Marin Intl

17h 34m

1 stop

PIT11:34 pmPittsburgh

$265

American Airlines

Sep 23

PIT6:19 amPittsburgh

14h 28m

2 stops

SJU8:47 pmSan Juan Luis Munoz Marin Intl

Sep 30

SJU6:00 amSan Juan Luis Munoz Marin Intl

9h 02m

2 stops

PIT3:02 pmPittsburgh

$270

American Airlines

Aug 24

PIT6:21 amPittsburgh

9h 50m

2 stops

SJU4:11 pmSan Juan Luis Munoz Marin Intl

Sep 1

SJU6:00 amSan Juan Luis Munoz Marin Intl

11h 33m

2 stops

PIT5:33 pmPittsburgh

$288

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

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 8/19

6:10 am-12:54 pm

1 stop6h 44m

San Juan Luis Munoz Marin Intl

Wed 8/26

7:00 am-8:47 pm

2 stops13h 47m

$260

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sun 9/20

6:00 am-1:32 pm

1 stop7h 32m

San Juan Luis Munoz Marin Intl

Sat 9/26

6:00 am-11:34 pm

1 stop17h 34m

$265

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Tue 1/19

6:00 am-4:15 pm

1 stop9h 15m

Saint Thomas Island Cyril E King

Thu 1/28

3:10 pm-12:19 am

1 stop10h 09m

$270

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 9/23

6:19 am-8:47 pm

2 stops14h 28m

San Juan Luis Munoz Marin Intl

Wed 9/30

6:00 am-3:02 pm

2 stops9h 02m

$270

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Fri 9/4

6:30 am-1:45 pm

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Fri 9/11

1:00 am-3:07 pm

2 stops14h 07m

$275

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 8/24

6:10 am-4:55 pm

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Sat 8/29

6:25 am-2:45 pm

2 stops8h 20m

$291

PittsburghMontego Bay

PIT - MBJ

PITMBJ

Pittsburgh

Sat 10/24

6:00 am-1:51 pm

1 stop8h 51m

Montego Bay Sangster Intl

Tue 10/27

1:00 pm-9:22 pm

1 stop7h 22m

$341

PittsburghMontego Bay

PIT - MBJ

PITMBJ

Pittsburgh

Mon 11/9

6:00 am-2:54 pm

1 stop8h 54m

Montego Bay Sangster Intl

Fri 11/13

2:00 pm-9:22 pm

1 stop7h 22m

$344

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sun 1/17

6:00 am-3:05 pm

1 stop8h 05m

Saint Thomas Island Cyril E King

Fri 1/29

1:50 pm-9:49 pm

1 stop8h 59m

$371

Quickest round-trip

PittsburghPunta Cana

PIT - PUJ

PITPUJ

Pittsburgh

Mon 10/26

5:50 am-12:25 pm

1 stop6h 35m

Punta Cana

Mon 11/2

4:50 pm-12:25 am

1 stop8h 35m

$441

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 January is, on average, the cheapest month to fly to Caribbean Islands from Pittsburgh, with most prices found around $435. The month of April is another great option to travel to Caribbean Islands, with average flight prices from Pittsburgh averaging around $485.

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 $403 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 $326 on momondo.

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

There are 2 cabin classes 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 00m
Direct flights	Mon, Wed, Fri and Sun
Airports in Caribbean Islands	99 airports

The fastest flight from Pittsburgh to Caribbean Islands takes 4h 00m

Direct flights go from Pittsburgh to Caribbean Islands on Monday, Wednesday, Friday and 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

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 July 2026, there are 7 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 20.39% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 14.47%, Embraer 175 at 10.65%, and Airbus A220-300 at 8.63%.

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
Frontier	PriceFrom $135	Free Cancellation	Rating 5.6 2,772 reviews	Search Frontier flights
Delta	PriceFrom $156	Free Cancellation	Rating 7.8 8,490 reviews	Search Delta flights
JetBlue	PriceFrom $184	Free Cancellation	Rating 7.1 3,021 reviews	Search JetBlue flights
Southwest	PriceFrom $225	Free Cancellation	Rating 8.0 4,238 reviews	Search Southwest flights
United Airlines	PriceFrom $225	Free Cancellation	Rating 7.4 10,026 reviews	Search United Airlines flights
American Airlines	PriceFrom $232	Free Cancellation	Rating 7.1 11,844 reviews	Search American Airlines flights
Air Canada	PriceFrom $406	Free Cancellation	Rating 7.1 11,378 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.