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 54% 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?

American Airlines, Delta, and United Airlines 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 August 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.

$93 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.

8:16 am - 3:28 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

7h 12m1 stop Charlotte Douglas

8:00 am - 5:04 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

10h 04m2 stops Miami Washington, D.C. Reagan-National

$186American Airlines

Tue, Oct 27 - Tue, Nov 3

5:00 am - 3:01 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

10h 01m1 stop Charlotte Douglas

3:51 pm - 10:13 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

6h 22m1 stop Charlotte Douglas

$186American Airlines

Sat, Oct 24 - Wed, Oct 28

4:15 pm - 11:50 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

7h 35m1 stop Newark

1:25 pm - 9:36 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

8h 11m1 stop Newark

$186United Airlines

Sat, Sep 26 - Wed, Sep 30

7:00 am - 8:38 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

13h 38m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

4:55 pm - 11:30 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

6h 35m1 stop Washington, D.C. Dulles Intl

$186United Airlines

Sat, Sep 26 - Wed, Sep 30

4:15 pm - 11:55 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

7h 40m1 stop Baltimore/Washington

5:05 am - 2:45 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

9h 40m2 stops Orlando Sarasota Bradenton Intl

$186Southwest

Sun, Sep 20 - Sat, Sep 26

4:15 pm - 11:55 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

7h 40m1 stop Baltimore/Washington

5:05 am - 2:45 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

9h 40m2 stops Orlando Sarasota Bradenton Intl

$186Southwest

Sun, Sep 20 - Sat, Sep 26

2:42 pm - 1:52 amPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

11h 10m1 stop Orlando

7:00 am - 1:47 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

6h 47m1 stop Orlando

$197Frontier

Wed, Sep 16 - Thu, Sep 17

2:32 pm - 8:48 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

6h 16m1 stop Orlando

2:57 am - 1:47 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

10h 50m1 stop Orlando

$202Frontier

Sat, Sep 26 - Tue, Sep 29

11:49 am - 11:55 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

11h 06m1 stop New York John F Kennedy Intl

3:55 pm - 12:19 amSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

9h 24m1 stop Atlanta Hartsfield-Jackson

$248Delta

Sat, Jan 23 - Wed, Feb 3

7:10 am - 4:55 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

8h 45m1 stop New York John F Kennedy Intl

6:59 pm - 12:46 amSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

6h 47m1 stop Atlanta Hartsfield-Jackson

$277Delta

Wed, Dec 2 - Mon, Dec 7

Cheap last minute flights

Enter your travel dates to find the best prices.

7:10 pm - 11:06 amPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

15h 56m1 stop Orlando

8:43 pm - 6:15 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

21h 32m1 stop Orlando

$355Frontier

Sun, Aug 30 - Wed, Sep 2

7:10 pm - 7:52 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

24h 42m1 stop Orlando

3:10 am - 6:15 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

15h 05m1 stop Orlando

$355Frontier

Thu, Aug 27 - Sun, Aug 30

5:21 am - 1:40 pmPIT Pittsburgh-STT Saint Thomas Island Cyril E King

8h 19m1 stop Philadelphia

12:08 pm - 9:25 pmSTT Saint Thomas Island Cyril E King-PIT Pittsburgh

9h 17m1 stop Miami

$375American Airlines

Sat, Aug 29 - Sat, Sep 5

7:41 am - 2:59 pmPIT Pittsburgh-STT Saint Thomas Island Cyril E King

7h 18m1 stop Charlotte Douglas

4:42 pm - 10:44 amSTT Saint Thomas Island Cyril E King-PIT Pittsburgh

18h 02m2 stops Miami Philadelphia

$375American Airlines

Sat, Aug 29 - Sat, Sep 5

7:10 pm - 8:11 amPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

13h 01m1 stop Orlando

6:35 am - 6:12 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

35h 37m2 stops Fort Lauderdale Jacksonville

$457Multiple Airlines

Sun, Aug 30 - Wed, Sep 2

7:10 pm - 8:11 amPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

13h 01m1 stop Orlando

6:35 am - 12:03 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

29h 28m2 stops Fort Lauderdale Greenville

$464Multiple Airlines

Sun, Aug 30 - Sat, Sep 5

6:00 am - 5:30 pmPIT Pittsburgh-NAS Nassau Intl

11h 30m1 stop Toronto Pearson Intl

2:35 pm - 2:48 pmNAS Nassau Intl-PIT Pittsburgh

24h 13m1 stop Montreal Pierre Elliott Trudeau Intl

$467Air Canada

Fri, Aug 28 - Sun, Aug 30

6:15 am - 3:42 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

9h 27m1 stop Houston George Bush Intcntl

4:55 pm - 11:30 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

6h 35m1 stop Washington, D.C. Dulles Intl

$478United Airlines

Sun, Aug 30 - Sat, Sep 5

7:59 pm - 12:40 pmPIT Pittsburgh-PUJ Punta Cana

16h 41m1 stop Washington, D.C. Dulles Intl

3:35 pm - 12:10 amPUJ Punta Cana-PIT Pittsburgh

8h 35m1 stop Chicago O'Hare Intl

$508United Airlines

Thu, Aug 27 - Sat, Aug 29

6:00 am - 5:30 pmPIT Pittsburgh-NAS Nassau Intl

11h 30m1 stop Toronto Pearson Intl

2:35 pm - 11:33 amNAS Nassau Intl-PIT Pittsburgh

20h 58m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

$526Air Canada

Fri, Aug 28 - Sun, Aug 30

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Frontier flights from Pittsburgh to Caribbean

Our best Frontier deals on Pittsburgh to Caribbean flight tickets

Frontier

Sep 16

PIT2:42 pmPittsburgh

11h 10m

1 stop

SJU1:52 amSan Juan Luis Munoz Marin Intl

Sep 17

SJU7:00 amSan Juan Luis Munoz Marin Intl

6h 47m

1 stop

PIT1:47 pmPittsburgh

$197

Frontier

Sep 26

PIT2:32 pmPittsburgh

6h 16m

1 stop

SJU8:48 pmSan Juan Luis Munoz Marin Intl

Sep 29

SJU2:57 amSan Juan Luis Munoz Marin Intl

10h 50m

1 stop

PIT1:47 pmPittsburgh

$202

Frontier

Oct 10

PIT8:18 pmPittsburgh

13h 00m

1 stop

SJU9:18 amSan Juan Luis Munoz Marin Intl

Oct 12

SJU3:00 amSan Juan Luis Munoz Marin Intl

15h 56m

1 stop

PIT6:56 pmPittsburgh

$209

American Airlines flights from Pittsburgh to Caribbean

Our best American Airlines deals on Pittsburgh to Caribbean flight tickets

American Airlines

Oct 5

PIT8:18 pmPittsburgh

15h 51m

1 stop

SJU12:09 pmSan Juan Luis Munoz Marin Intl

Oct 8

SJU12:41 pmSan Juan Luis Munoz Marin Intl

11h 50m

1 stop

PIT12:31 amPittsburgh

$190

American Airlines

Oct 7

PIT5:00 amPittsburgh

10h 01m

1 stop

SJU3:01 pmSan Juan Luis Munoz Marin Intl

Oct 14

SJU6:20 amSan Juan Luis Munoz Marin Intl

17h 15m

1 stop

PIT11:35 pmPittsburgh

$191

American Airlines

Jan 19

PIT7:39 pmPittsburgh

17h 23m

2 stops

STT2:02 pmSaint Thomas Island Cyril E King

Jan 28

STT6:39 pmSaint Thomas Island Cyril E King

16h 19m

2 stops

PIT9:58 amPittsburgh

$194

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Tue 10/27

8:16 am-3:28 pm

1 stop7h 12m

San Juan Luis Munoz Marin Intl

Tue 11/3

8:00 am-5:04 pm

2 stops10h 04m

$186

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Sat 10/24

5:00 am-3:01 pm

1 stop10h 01m

San Juan Luis Munoz Marin Intl

Wed 10/28

3:51 pm-10:13 pm

1 stop6h 22m

$186

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Sat 9/26

4:15 pm-11:50 pm

1 stop7h 35m

San Juan Luis Munoz Marin Intl

Wed 9/30

1:25 pm-9:36 pm

1 stop8h 11m

$186

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Sat 9/26

7:00 am-8:38 pm

2 stops13h 38m

San Juan Luis Munoz Marin Intl

Wed 9/30

4:55 pm-11:30 pm

1 stop6h 35m

$186

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Sun 9/20

4:15 pm-11:55 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Sat 9/26

5:05 am-2:45 pm

2 stops9h 40m

$186

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Sun 9/20

4:15 pm-11:55 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Sat 9/26

5:05 am-2:45 pm

2 stops9h 40m

$186

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Wed 9/16

2:42 pm-1:52 am

1 stop11h 10m

San Juan Luis Munoz Marin Intl

Thu 9/17

7:00 am-1:47 pm

1 stop6h 47m

$197

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Sat 9/26

2:32 pm-8:48 pm

1 stop6h 16m

San Juan Luis Munoz Marin Intl

Tue 9/29

2:57 am-1:47 pm

1 stop10h 50m

$202

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Sat 1/23

11:49 am-11:55 pm

1 stop11h 06m

San Juan Luis Munoz Marin Intl

Wed 2/3

3:55 pm-12:19 am

1 stop9h 24m

$248

Quickest round-trip

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Wed 12/2

7:10 am-4:55 pm

1 stop8h 45m

San Juan Luis Munoz Marin Intl

Mon 12/7

6:59 pm-12:46 am

1 stop6h 47m

$277

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, January 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 $412. If you don’t want to visit Caribbean in January, then you should wait until April to fly from Pittsburgh, when ticket prices are also cheap, with an average price of $452.

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 $405 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 $342 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 30% 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

Best Price Found	$93
Fastest flight time	4h 00m
Direct flights	Mon, Wed, Fri and Sun
Airports in Caribbean	196 airports

The best one-way flight to Caribbean from Pittsburgh in the past 72 hours is $93. The best round-trip flight deal from Pittsburgh to Caribbean found on momondo in the last 72 hours is $186.

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

Direct flights go from Pittsburgh to Caribbean on Monday, Wednesday, Friday and Sunday. There are no airlines offering direct flights.

There are 196 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 August 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 Airbus A220-300, making up 42.11% of the total bookings. Other popular models include Boeing 737-800 with 36.84%, Boeing 737 with 10.53%, and Boeing 737 MAX 8 with 5.26%.

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 2,647 reviews	Search Frontier flights
JetBlue	PriceFrom $141	Free Cancellation	Rating 7.1 3,036 reviews	Search JetBlue flights
Delta	PriceFrom $156	Free Cancellation	Rating 7.8 8,530 reviews	Search Delta flights
United Airlines	PriceFrom $221	Free Cancellation	Rating 7.4 10,124 reviews	Search United Airlines flights
American Airlines	PriceFrom $225	Free Cancellation	Rating 7.1 11,993 reviews	Search American Airlines flights
Southwest	PriceFrom $231	Free Cancellation	Rating 8.0 4,204 reviews	Search Southwest flights
Air Canada	PriceFrom $406	Free Cancellation	Rating 7.1 11,539 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.