What airlines fly to Caribbean?

American Airlines, United Airlines and JetBlue 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 58% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 7 different airlines that fly to Caribbean 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?

Delta, United Airlines, and Southwest are the most popular carriers operating 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 July 2026, there are 7 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.

$107 Cheap Flights from Pittsburgh to Caribbean in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Pittsburgh to Caribbean

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:30 am - 3:43 pm

PIT

STT

9h 13m

1 stop

2:10 pm - 11:30 pm

STT

PIT

9h 20m

2 stops

$250United Airlines

Sat, Aug 29 - Sat, Sep 5

5:21 am - 1:40 pm

PIT

STT

8h 19m

1 stop

12:08 pm - 9:25 pm

STT

PIT

9h 17m

1 stop

$275American Airlines

Sat, Aug 29 - Sat, Sep 5

5:21 am - 1:40 pm

PIT

STT

8h 19m

1 stop

3:43 pm - 10:20 am

STT

PIT

18h 37m

2 stops

$290American Airlines

Sat, Aug 22 - Fri, Aug 28

7:49 pm - 2:00 pm

PIT

SJU

18h 11m

1 stop

6:26 am - 10:46 pm

SJU

PIT

16h 20m

1 stop

$314Multiple Airlines

Sun, Aug 2 - Thu, Aug 13

6:00 am - 1:51 pm

PIT

MBJ

8h 51m

1 stop

1:00 pm - 9:22 pm

MBJ

PIT

7h 22m

1 stop

$316JetBlue

Sat, Oct 24 - Tue, Oct 27

6:06 am - 3:10 pm

PIT

MBJ

10h 04m

1 stop

2:40 pm - 9:49 am

MBJ

PIT

18h 09m

2 stops

$329United Airlines

Sat, Aug 8 - Sat, Aug 22

6:00 am - 1:49 pm

PIT

NAS

7h 49m

1 stop

4:50 pm - 12:36 am

NAS

PIT

7h 46m

1 stop

$360Delta

Mon, Oct 19 - Sat, Oct 24

5:50 am - 1:22 pm

PIT

PUJ

7h 32m

1 stop

4:04 pm - 9:05 am

PUJ

PIT

17h 01m

1 stop

$362Delta

Mon, Aug 17 - Wed, Aug 26

7:00 am - 2:00 pm

PIT

SXM

7h 00m

1 stop

3:05 pm - 11:20 pm

SXM

PIT

8h 15m

1 stop

$381JetBlue

Mon, Sep 28 - Fri, Oct 2

6:00 am - 2:15 pm

PIT

AUA

8h 15m

1 stop

3:05 pm - 2:48 pm

AUA

PIT

23h 43m

2 stops

$415Air Canada

Sat, Jul 25 - Sat, Aug 1

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Delta flights from Pittsburgh to Caribbean

Our best Delta deals on Pittsburgh to Caribbean flight tickets

Delta

Sep 1

PIT5:50 amPittsburgh

10h 48m

1 stop

SJU4:38 pmSan Juan Luis Munoz Marin Intl

Sep 5

SJU7:00 amSan Juan Luis Munoz Marin Intl

8h 49m

1 stop

PIT3:49 pmPittsburgh

$323

Delta

Aug 4

PIT6:35 amPittsburgh

6h 41m

1 stop

SJU1:16 pmSan Juan Luis Munoz Marin Intl

Aug 11

SJU7:30 amSan Juan Luis Munoz Marin Intl

9h 45m

1 stop

PIT5:15 pmPittsburgh

$328

Delta

Aug 5

PIT11:59 amPittsburgh

11h 53m

1 stop

SJU11:52 pmSan Juan Luis Munoz Marin Intl

Aug 13

SJU7:30 amSan Juan Luis Munoz Marin Intl

9h 45m

1 stop

PIT5:15 pmPittsburgh

$336

American Airlines flights from Pittsburgh to Caribbean

Our best American Airlines deals on Pittsburgh to Caribbean flight tickets

American Airlines

Aug 29

PIT5:21 amPittsburgh

8h 19m

1 stop

STT1:40 pmSaint Thomas Island Cyril E King

Sep 5

STT12:08 pmSaint Thomas Island Cyril E King

9h 17m

1 stop

PIT9:25 pmPittsburgh

$275

American Airlines

Aug 22

PIT5:21 amPittsburgh

8h 19m

1 stop

STT1:40 pmSaint Thomas Island Cyril E King

Aug 28

STT3:43 pmSaint Thomas Island Cyril E King

18h 37m

2 stops

PIT10:20 amPittsburgh

$290

American Airlines

Jul 8

PIT10:48 amPittsburgh

12h 09m

1 stop

SJU10:57 pmSan Juan Luis Munoz Marin Intl

Jul 11

SJU7:00 amSan Juan Luis Munoz Marin Intl

14h 00m

1 stop

PIT9:00 pmPittsburgh

$317

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 8/29

6:30 am-3:43 pm

1 stop9h 13m

Saint Thomas Island Cyril E King

Sat 9/5

2:10 pm-11:30 pm

2 stops9h 20m

$250

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 8/29

5:21 am-1:40 pm

1 stop8h 19m

Saint Thomas Island Cyril E King

Sat 9/5

12:08 pm-9:25 pm

1 stop9h 17m

$275

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 8/22

5:21 am-1:40 pm

1 stop8h 19m

Saint Thomas Island Cyril E King

Fri 8/28

3:43 pm-10:20 am

2 stops18h 37m

$290

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sun 8/2

7:49 pm-2:00 pm

1 stop18h 11m

San Juan Luis Munoz Marin Intl

Thu 8/13

6:26 am-10:46 pm

1 stop16h 20m

$314

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

$316

PittsburghMontego Bay

PIT - MBJ

PITMBJ

Pittsburgh

Sat 8/8

6:06 am-3:10 pm

1 stop10h 04m

Montego Bay Sangster Intl

Sat 8/22

2:40 pm-9:49 am

2 stops18h 09m

$329

PittsburghNassau

PIT - NAS

PITNAS

Pittsburgh

Mon 10/19

6:00 am-1:49 pm

1 stop7h 49m

Nassau Intl

Sat 10/24

4:50 pm-12:36 am

1 stop7h 46m

$360

PittsburghPunta Cana

PIT - PUJ

PITPUJ

Pittsburgh

Mon 8/17

5:50 am-1:22 pm

1 stop7h 32m

Punta Cana

Wed 8/26

4:04 pm-9:05 am

1 stop17h 01m

$362

Quickest round-trip

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Mon 9/28

7:00 am-2:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Fri 10/2

3:05 pm-11:20 pm

1 stop8h 15m

$381

PittsburghOranjestad

PIT - AUA

PITAUA

Pittsburgh

Sat 7/25

6:00 am-2:15 pm

1 stop8h 15m

Oranjestad Reina Beatrix

Sat 8/1

3:05 pm-2:48 pm

2 stops23h 43m

$415

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, September 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 $123. If you don’t want to visit Caribbean in September, then you should wait until August to fly from Pittsburgh, when ticket prices are also cheap, with an average price of $173.

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 $398 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 $341 on momondo.

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

There are 2 cabin classes available to choose from on Pittsburgh to Caribbean 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 flights?

You could potentially save up to 19% 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 00m
Direct flights	Sun
Airports in Caribbean	195 airports

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

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

There are 195 airports in Caribbean. From Pittsburgh there are direct flights to Punta Cana (PUJ).

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 July 2026, there are 7 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 Boeing 737-800, making up 60.00% of the total bookings. Other popular models include Boeing 737 MAX 8 with 20.00% and Airbus A321-100/200 with 20.00%.

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
Frontier	PriceFrom $135	Free Cancellation	Rating 5.6 2,847 reviews	Search Frontier flights
Delta	PriceFrom $152	Free Cancellation	Rating 7.8 8,453 reviews	Search Delta flights
JetBlue	PriceFrom $184	Free Cancellation	Rating 7.1 3,009 reviews	Search JetBlue flights
Southwest	PriceFrom $225	Free Cancellation	Rating 7.9 4,250 reviews	Search Southwest flights
United Airlines	PriceFrom $225	Free Cancellation	Rating 7.4 9,928 reviews	Search United Airlines flights
American Airlines	PriceFrom $232	Free Cancellation	Rating 7.1 11,765 reviews	Search American Airlines flights
Air Canada	PriceFrom $406	Free Cancellation	Rating 7.1 11,291 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.