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

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

What airlines fly to Caribbean?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Caribbean 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. Keep in mind that there are 8 different airlines that fly to Caribbean 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?

Prices for flights from Pittsburgh Airport to Caribbean refresh daily.

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

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

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pittsburgh Airport to Caribbean.

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

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$127 Cheap Flights from Pittsburgh to Caribbean in 2026

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Find the cheapest flights from Pittsburgh to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:05 am - 3:43 pm

PIT

STT

6h 38m

1 stop

12:09 pm - 10:24 pm

STT

PIT

10h 15m

1 stop

$246United Airlines

Sat, Sep 12 - Sat, Sep 26

7:39 pm - 12:52 pm

PIT

STT

17h 13m

2 stops

3:43 pm - 11:52 pm

STT

PIT

8h 09m

1 stop

$250American Airlines

Sat, Aug 29 - Sat, Sep 5

6:14 am - 3:52 pm

PIT

STT

9h 38m

1 stop

4:42 pm - 10:24 am

STT

PIT

17h 42m

2 stops

$290American Airlines

Sun, Aug 16 - Fri, Aug 21

7:10 pm - 7:57 am

PIT

SJU

12h 47m

1 stop

4:05 pm - 6:15 pm

SJU

PIT

26h 10m

1 stop

$295Frontier

Sat, Jul 25 - Thu, Jul 30

7:10 pm - 2:11 am

PIT

SJU

7h 01m

1 stop

6:31 pm - 6:15 pm

SJU

PIT

23h 44m

1 stop

$301Frontier

Sat, Aug 1 - Wed, Aug 5

6:00 am - 12:55 pm

PIT

PUJ

6h 55m

1 stop

2:05 pm - 9:26 pm

PUJ

PIT

7h 21m

1 stop

$302JetBlue

Mon, Aug 24 - Fri, Aug 28

7:20 am - 4:38 pm

PIT

SJU

9h 18m

1 stop

2:59 pm - 12:36 am

SJU

PIT

9h 37m

1 stop

$302Delta

Tue, Jul 28 - Tue, Aug 4

6:00 am - 12:45 pm

PIT

PUJ

6h 45m

1 stop

1:50 pm - 9:23 pm

PUJ

PIT

7h 33m

1 stop

$317JetBlue

Wed, Sep 9 - Wed, Sep 16

6:16 pm - 5:29 am

PIT

SJU

11h 13m

2 stops

7:20 am - 2:03 pm

SJU

PIT

6h 43m

1 stop

$320United Airlines

Sat, Aug 1 - Wed, Aug 5

11:54 am - 12:41 am

PIT

SDQ

12h 47m

1 stop

7:35 pm - 11:45 am

SDQ

PIT

16h 10m

1 stop

$380Delta

Mon, Jun 1 - Tue, Jun 16

Frontier flights from Pittsburgh to Caribbean

Our best Frontier deals on Pittsburgh to Caribbean flight tickets

Frontier

Jul 25

PIT7:10 pmPittsburgh

12h 47m

1 stop

SJU7:57 amSan Juan Luis Munoz Marin Intl

Jul 30

SJU6:31 pmSan Juan Luis Munoz Marin Intl

23h 44m

1 stop

PIT6:15 pmPittsburgh

$295

Frontier

Aug 1

PIT7:10 pmPittsburgh

7h 01m

1 stop

SJU2:11 amSan Juan Luis Munoz Marin Intl

Aug 5

SJU6:31 pmSan Juan Luis Munoz Marin Intl

23h 44m

1 stop

PIT6:15 pmPittsburgh

$301

Frontier

Jul 18

PIT7:10 pmPittsburgh

12h 47m

1 stop

SJU7:57 amSan Juan Luis Munoz Marin Intl

Jul 25

SJU9:24 amSan Juan Luis Munoz Marin Intl

8h 51m

1 stop

PIT6:15 pmPittsburgh

$303

United Airlines flights from Pittsburgh to Caribbean

Our best United Airlines deals on Pittsburgh to Caribbean flight tickets

United Airlines

Sep 12

PIT9:05 amPittsburgh

6h 38m

1 stop

STT3:43 pmSaint Thomas Island Cyril E King

Sep 26

STT12:09 pmSaint Thomas Island Cyril E King

10h 15m

1 stop

PIT10:24 pmPittsburgh

$246

United Airlines

Aug 1

PIT6:16 pmPittsburgh

11h 13m

2 stops

SJU5:29 amSan Juan Luis Munoz Marin Intl

Aug 5

SJU7:20 amSan Juan Luis Munoz Marin Intl

6h 43m

1 stop

PIT2:03 pmPittsburgh

$320

United Airlines

Jul 28

PIT10:54 amPittsburgh

9h 40m

1 stop

SJU8:34 pmSan Juan Luis Munoz Marin Intl

Aug 5

SJU7:20 amSan Juan Luis Munoz Marin Intl

6h 43m

1 stop

PIT2:03 pmPittsburgh

$342

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 9/12

9:05 am-3:43 pm

1 stop6h 38m

Saint Thomas Island Cyril E King

Sat 9/26

12:09 pm-10:24 pm

1 stop10h 15m

$246

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 8/29

7:39 pm-12:52 pm

2 stops17h 13m

Saint Thomas Island Cyril E King

Sat 9/5

3:43 pm-11:52 pm

1 stop8h 09m

$250

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sun 8/16

6:14 am-3:52 pm

1 stop9h 38m

Saint Thomas Island Cyril E King

Fri 8/21

4:42 pm-10:24 am

2 stops17h 42m

$290

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 7/25

7:10 pm-7:57 am

1 stop12h 47m

San Juan Luis Munoz Marin Intl

Thu 7/30

4:05 pm-6:15 pm

1 stop26h 10m

$295

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 8/1

7:10 pm-2:11 am

1 stop7h 01m

San Juan Luis Munoz Marin Intl

Wed 8/5

6:31 pm-6:15 pm

1 stop23h 44m

$301

Quickest round-trip

PittsburghPunta Cana

PIT - PUJ

PITPUJ

Pittsburgh

Mon 8/24

6:00 am-12:55 pm

1 stop6h 55m

Punta Cana

Fri 8/28

2:05 pm-9:26 pm

1 stop7h 21m

$302

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 7/28

7:20 am-4:38 pm

1 stop9h 18m

San Juan Luis Munoz Marin Intl

Tue 8/4

2:59 pm-12:36 am

1 stop9h 37m

$302

PittsburghPunta Cana

PIT - PUJ

PITPUJ

Pittsburgh

Wed 9/9

6:00 am-12:45 pm

1 stop6h 45m

Punta Cana

Wed 9/16

1:50 pm-9:23 pm

1 stop7h 33m

$317

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 8/1

6:16 pm-5:29 am

2 stops11h 13m

San Juan Luis Munoz Marin Intl

Wed 8/5

7:20 am-2:03 pm

1 stop6h 43m

$320

PittsburghSanto Domingo

PIT - SDQ

PITSDQ

Pittsburgh

Mon 6/1

11:54 am-12:41 am

1 stop12h 47m

Santo Domingo Las Americas

Tue 6/16

7:35 pm-11:45 am

1 stop16h 10m

$380

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

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?

In general, August is the cheapest month to fly from Pittsburgh to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $109. If you don’t want to visit Caribbean in August, then you should wait until September to fly from Pittsburgh, when ticket prices are also cheap, with an average price of $123.

What is the cheapest Pittsburgh to Caribbean flight route?

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

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

You are more likely to see cheaper flights to Caribbean from Pittsburgh when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $387 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Pittsburgh for as low as $312 on momondo.

Can stopping save me money on Pittsburgh to Caribbean flights?

You could potentially save up to 52% on your flight if you consider stops on a Pittsburgh to Caribbean flight.

Cheap Pittsburgh to Caribbean flight deals and tips

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

Fastest flight time	4h 40m
Direct flights	None

The fastest flight from Pittsburgh to Caribbean takes 4h 40m

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

Search flight deals

Frequently asked questions about flying from Pittsburgh to Caribbean

When did momondo last update prices for flights from Pittsburgh Airport to Caribbean?
Prices for flights from Pittsburgh Airport to Caribbean refresh daily.
How many operators does momondo search for flights from Pittsburgh Airport to Caribbean?
As of May 2026, there are 8 operators available to choose from for flights from Pittsburgh Airport to Caribbean.
How old do you have to be to fly from Pittsburgh Airport to Caribbean?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pittsburgh Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Pittsburgh to Caribbean?
Based on momondo bookings for flights between Pittsburgh and Caribbean, the leading plane model is Airbus A321-100/200, making up 42.86% of the total bookings. Other popular models include Boeing 737-800 with 42.86% and Boeing 737 MAX 8 with 14.29%.

Best airlines flying from Pittsburgh to Caribbean

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $123	Free Cancellation	Rating 6.3 8,634 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $135	Free Cancellation	Rating 5.6 2,955 reviews	Search Frontier flights
Delta	PriceFrom $141	Free Cancellation	Rating 7.9 8,452 reviews	Search Delta flights
JetBlue	PriceFrom $141	Free Cancellation	Rating 7.2 2,974 reviews	Search JetBlue flights
Southwest	PriceFrom $225	Free Cancellation	Rating 7.9 4,301 reviews	Search Southwest flights
United Airlines	PriceFrom $225	Free Cancellation	Rating 7.4 9,698 reviews	Search United Airlines flights
American Airlines	PriceFrom $232	Free Cancellation	Rating 7.1 11,669 reviews	Search American Airlines flights
Air Canada	PriceFrom $406	Free Cancellation	Rating 7.1 11,017 reviews	Search Air Canada flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Pittsburgh to Caribbean. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Pittsburgh to Caribbean flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Caribbean from Pittsburgh. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Caribbean 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.