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 54% 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.

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

American Airlines, JetBlue, and Frontier 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 September 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.

$93 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.

6:00 am - 1:04 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

7h 04m1 stop Fort Lauderdale

2:59 pm - 9:28 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

7h 29m1 stop Fort Lauderdale

$164JetBlue

Tue, Oct 27 - Tue, Nov 3

6:00 am - 1:04 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

7h 04m1 stop Fort Lauderdale

2:59 pm - 9:28 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

7h 29m1 stop Fort Lauderdale

$167JetBlue

Tue, Oct 27 - Tue, Nov 3

6:28 am - 3:28 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

9h 00m2 stops Washington, D.C. Reagan-National Charlotte Douglas

6:30 am - 4:40 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

10h 10m2 stops Miami Philadelphia

$186American Airlines

Tue, Oct 6 - Tue, Oct 13

6:00 am - 3:23 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

9h 23m1 stop Dallas/Fort Worth

11:35 am - 10:57 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

12h 22m1 stop Miami

$186American Airlines

Tue, Oct 27 - Tue, Nov 3

7:51 pm - 2:36 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

18h 45m1 stop Orlando

3:00 am - 6:56 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

15h 56m1 stop Orlando

$202Frontier

Tue, Oct 13 - Tue, Oct 20

6:27 pm - 9:15 amPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

14h 48m1 stop Orlando

7:23 am - 5:32 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

11h 09m1 stop Orlando

$202Frontier

Tue, Oct 27 - Mon, Nov 2

5:30 pm - 12:45 amPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

6h 15m1 stop Orlando

5:50 pm - 11:15 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

6h 25m1 stop Orlando

$223Southwest

Wed, Nov 11 - Wed, Nov 18

7:30 am - 1:45 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

6h 15m1 stop Newark

1:00 am - 3:25 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

14h 25m2 stops Newark Chicago O'Hare Intl

$260United Airlines

Tue, Oct 13 - Tue, Oct 20

4:20 pm - 1:20 amPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

9h 00m2 stops Atlanta Hartsfield-Jackson Orlando

5:30 am - 11:45 amSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

6h 15m1 stop Baltimore/Washington

$275Southwest

Thu, Oct 1 - Fri, Oct 2

7:00 am - 1:40 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

6h 40m1 stop Newark

8:25 am - 6:19 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

10h 54m1 stop Chicago O'Hare Intl

$280United Airlines

Thu, Oct 29 - Mon, Nov 2

Cheap last minute flights

Enter your travel dates to find the best prices.

2:42 pm - 9:35 amPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

18h 53m1 stop Orlando

10:42 am - 1:47 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

27h 05m1 stop Orlando

$253Frontier

Tue, Sep 15 - Wed, Sep 30

2:32 pm - 5:43 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

27h 11m1 stop Orlando

10:42 am - 1:47 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

27h 05m1 stop Orlando

$304Frontier

Thu, Sep 17 - Wed, Sep 30

6:00 am - 8:47 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

14h 47m2 stops Washington, D.C. Reagan-National Miami

3:41 pm - 10:54 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

7h 13m1 stop Charlotte Douglas

$329American Airlines

Tue, Sep 15 - Wed, Sep 30

6:00 am - 11:40 amPIT Pittsburgh-NAS Nassau Intl

5h 40m1 stop Miami

10:32 am - 11:34 pmNAS Nassau Intl-PIT Pittsburgh

13h 02m1 stop Miami

$365American Airlines

Sun, Sep 13 - Thu, Sep 17

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

11h 30m1 stop Toronto Pearson Intl

2:20 pm - 2:48 pmNAS Nassau Intl-PIT Pittsburgh

24h 28m1 stop Montreal Pierre Elliott Trudeau Intl

$369Air Canada

Mon, Sep 14 - Thu, Sep 17

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

11h 30m1 stop Toronto Pearson Intl

2:20 pm - 11:32 amNAS Nassau Intl-PIT Pittsburgh

21h 12m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

$377Air Canada

Mon, Sep 14 - Thu, Sep 17

6:30 am - 1:53 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

7h 23m1 stop Newark

1:00 am - 1:09 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

12h 09m2 stops Newark Chicago O'Hare Intl

$405United Airlines

Tue, Sep 15 - Tue, Sep 29

8:11 pm - 1:33 pmPIT Pittsburgh-NAS Nassau Intl

17h 22m1 stop Newark

2:35 pm - 10:30 pmNAS Nassau Intl-PIT Pittsburgh

7h 55m1 stop Newark

$417United Airlines

Mon, Sep 14 - Wed, Sep 16

1:50 pm - 11:55 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

10h 05m2 stops Atlanta Hartsfield-Jackson Orlando

11:50 am - 9:55 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

10h 05m1 stop Orlando

$461Southwest

Thu, Sep 17 - Wed, Sep 30

6:10 am - 12:50 pmPIT Pittsburgh-SJU San Juan Luis Munoz Marin Intl

6h 40m1 stop Baltimore/Washington

6:00 am - 12:05 pmSJU San Juan Luis Munoz Marin Intl-PIT Pittsburgh

6h 05m1 stop Baltimore/Washington

$464Southwest

Tue, Sep 15 - Wed, Sep 30

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Southwest flights from Pittsburgh to Caribbean Islands

Our best Southwest deals on Pittsburgh to Caribbean Islands flight tickets

Southwest

Oct 1

PIT4:20 pmPittsburgh

9h 00m

2 stops

SJU1:20 amSan Juan Luis Munoz Marin Intl

Oct 2

SJU5:30 amSan Juan Luis Munoz Marin Intl

6h 15m

1 stop

PIT11:45 amPittsburgh

$275

Southwest

Oct 19

PIT4:20 pmPittsburgh

9h 05m

2 stops

SJU1:25 amSan Juan Luis Munoz Marin Intl

Oct 23

SJU5:35 pmSan Juan Luis Munoz Marin Intl

6h 00m

1 stop

PIT11:35 pmPittsburgh

$288

Southwest

Oct 22

PIT6:00 pmPittsburgh

6h 10m

1 stop

SJU12:10 amSan Juan Luis Munoz Marin Intl

Oct 26

SJU1:05 pmSan Juan Luis Munoz Marin Intl

9h 35m

1 stop

PIT10:40 pmPittsburgh

$323

United Airlines flights from Pittsburgh to Caribbean Islands

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

United Airlines

Oct 7

PIT6:30 amPittsburgh

7h 15m

1 stop

SJU1:45 pmSan Juan Luis Munoz Marin Intl

Oct 13

SJU1:00 amSan Juan Luis Munoz Marin Intl

12h 09m

2 stops

PIT1:09 pmPittsburgh

$291

United Airlines

Sep 23

PIT6:15 amPittsburgh

8h 57m

1 stop

SJU3:12 pmSan Juan Luis Munoz Marin Intl

Sep 29

SJU1:00 amSan Juan Luis Munoz Marin Intl

12h 09m

2 stops

PIT1:09 pmPittsburgh

$315

United Airlines

Feb 17

PIT6:20 amPittsburgh

8h 12m

2 stops

NAS2:32 pmNassau Intl

Feb 23

NAS3:35 pmNassau Intl

8h 16m

1 stop

PIT11:51 pmPittsburgh

$350

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 Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Tue 10/27

6:00 am-1:04 pm

1 stop7h 04m

San Juan Luis Munoz Marin Intl

Tue 11/3

2:59 pm-9:28 pm

1 stop7h 29m

$164

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Tue 10/27

6:00 am-1:04 pm

1 stop7h 04m

San Juan Luis Munoz Marin Intl

Tue 11/3

2:59 pm-9:28 pm

1 stop7h 29m

$167

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Tue 10/6

6:28 am-3:28 pm

2 stops9h 00m

San Juan Luis Munoz Marin Intl

Tue 10/13

6:30 am-4:40 pm

2 stops10h 10m

$186

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Tue 10/27

6:00 am-3:23 pm

1 stop9h 23m

San Juan Luis Munoz Marin Intl

Tue 11/3

11:35 am-10:57 pm

1 stop12h 22m

$186

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Tue 10/13

7:51 pm-2:36 pm

1 stop18h 45m

San Juan Luis Munoz Marin Intl

Tue 10/20

3:00 am-6:56 pm

1 stop15h 56m

$202

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Tue 10/27

6:27 pm-9:15 am

1 stop14h 48m

San Juan Luis Munoz Marin Intl

Mon 11/2

7:23 am-5:32 pm

1 stop11h 09m

$202

Quickest round-trip

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Wed 11/11

5:30 pm-12:45 am

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Wed 11/18

5:50 pm-11:15 pm

1 stop6h 25m

$223

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Tue 10/13

7:30 am-1:45 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Tue 10/20

1:00 am-3:25 pm

2 stops14h 25m

$260

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Thu 10/1

4:20 pm-1:20 am

2 stops9h 00m

San Juan Luis Munoz Marin Intl

Fri 10/2

5:30 am-11:45 am

1 stop6h 15m

$275

PittsburghSan Juan

PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl

PITSJU

Pittsburgh

Thu 10/29

7:00 am-1:40 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Mon 11/2

8:25 am-6:19 pm

1 stop10h 54m

$280

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 $428. The month of April is another great option to travel to Caribbean Islands, with average flight prices from Pittsburgh averaging around $481.

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 $342 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

Best Price Found	$93
Fastest flight time	4h 00m
Direct flights	Mon, Wed, Fri and Sun
Airports in Caribbean Islands	100 airports

The best one-way flight to Caribbean Islands from Pittsburgh in the past 72 hours is $93. The best round-trip flight deal from Pittsburgh to Caribbean Islands found on momondo in the last 72 hours is $164.

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 100 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 September 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 18.69% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 15.05%, Embraer 175 at 11.85%, and Airbus A220-300 at 10.06%.

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 2,607 reviews	Search Frontier flights
Delta	PriceFrom $156	Free Cancellation	Rating 7.8 8,561 reviews	Search Delta flights
JetBlue	PriceFrom $184	Free Cancellation	Rating 7.1 3,040 reviews	Search JetBlue flights
United Airlines	PriceFrom $218	Free Cancellation	Rating 7.4 10,208 reviews	Search United Airlines flights
American Airlines	PriceFrom $222	Free Cancellation	Rating 7.1 12,048 reviews	Search American Airlines flights
Southwest	PriceFrom $240	Free Cancellation	Rating 8.0 4,194 reviews	Search Southwest flights
Air Canada	PriceFrom $404	Free Cancellation	Rating 7.1 11,617 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.