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

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

What airlines fly to Caribbean Islands?

American Airlines, Delta and United Airlines 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 57% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 8 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 December 2025, there are 8 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.

$91 Cheap Flights from Pittsburgh to Caribbean Islands in 2025/26

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:10 am - 2:28 pmPIT-STT

7h 18m1 stop

3:57 pm - 11:07 pmSTT-PIT

8h 10m1 stop

$208Spirit Airlines

Find Deal

Wed, Jan 7 - Sat, Jan 10

7:00 am - 3:40 pmPIT-SJU

7h 40m1 stop

4:52 pm - 11:59 pmSJU-PIT

8h 07m1 stop

$227United Airlines

Find Deal

Sun, Dec 14 - Sat, Dec 20

6:00 am - 5:05 pmPIT-STT

10h 05m1 stop

6:39 pm - 11:10 amSTT-PIT

17h 31m1 stop

$227American Airlines

Find Deal

Tue, Jan 6 - Sun, Jan 11

6:00 am - 4:10 pmPIT-STT

9h 10m1 stop

4:15 pm - 10:56 pmSTT-PIT

7h 41m1 stop

$229Delta

Find Deal

Tue, Jan 6 - Tue, Jan 13

10:23 am - 11:56 pmPIT-SJU

12h 33m1 stop

6:00 am - 6:23 pmSJU-PIT

13h 23m1 stop

$231American Airlines

Find Deal

Sat, Feb 7 - Sat, Feb 14

8:00 am - 11:58 amPIT-SJU

26h 58m1 stop

6:00 am - 11:44 pmSJU-PIT

18h 44m1 stop

$234Multiple Airlines

Find Deal

Thu, Dec 18 - Thu, Jan 15

7:59 am - 12:45 amPIT-SJU

15h 46m1 stop

6:00 am - 11:07 pmSJU-PIT

18h 07m2 stops

$238Multiple Airlines

Find Deal

Mon, Dec 15 - Thu, Jan 15

6:00 am - 2:58 pmPIT-SJU

7h 58m1 stop

3:10 pm - 11:46 pmSJU-PIT

9h 36m1 stop

$244JetBlue

Find Deal

Fri, Feb 13 - Sun, Feb 22

7:05 am - 5:28 pmPIT-SJU

9h 23m1 stop

6:38 pm - 12:12 amSJU-PIT

6h 34m1 stop

$246Delta

Find Deal

Tue, Dec 9 - Tue, Dec 16

6:00 am - 1:25 pmPIT-MBJ

7h 25m1 stop

2:08 pm - 10:48 pmMBJ-PIT

8h 40m1 stop

$351JetBlue

Find Deal

Mon, Feb 2 - Thu, Feb 5

American Airlines flights from Pittsburgh to Caribbean Islands

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

American Airlines

Jan 6

PIT6:00 amPittsburgh

10h 05m

1 stop

STT5:05 pmSaint Thomas Island Cyril E King

Jan 11

STT6:39 pmSaint Thomas Island Cyril E King

17h 31m

1 stop

PIT11:10 amPittsburgh

$227

Find similar

American Airlines

Feb 7

PIT10:23 amPittsburgh

12h 33m

1 stop

SJU11:56 pmSan Juan Luis Munoz Marin Intl

Feb 14

SJU6:00 amSan Juan Luis Munoz Marin Intl

13h 23m

1 stop

PIT6:23 pmPittsburgh

$231

Find similar

American Airlines

Jan 29

PIT1:25 pmPittsburgh

9h 31m

2 stops

SJU11:56 pmSan Juan Luis Munoz Marin Intl

Feb 5

SJU7:00 amSan Juan Luis Munoz Marin Intl

9h 22m

1 stop

PIT3:22 pmPittsburgh

$259

Find similar

United Airlines flights from Pittsburgh to Caribbean Islands

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

United Airlines

Dec 14

PIT7:00 amPittsburgh

7h 40m

1 stop

SJU3:40 pmSan Juan Luis Munoz Marin Intl

Dec 20

SJU4:52 pmSan Juan Luis Munoz Marin Intl

8h 07m

1 stop

PIT11:59 pmPittsburgh

$227

Find similar

United Airlines

Feb 1

PIT10:49 amPittsburgh

10h 33m

2 stops

SJU10:22 pmSan Juan Luis Munoz Marin Intl

Feb 6

SJU2:05 amSan Juan Luis Munoz Marin Intl

12h 05m

2 stops

PIT1:10 pmPittsburgh

$285

Find similar

United Airlines

Dec 8

PIT7:00 amPittsburgh

7h 40m

1 stop

SJU3:40 pmSan Juan Luis Munoz Marin Intl

Feb 26

SJU2:05 amSan Juan Luis Munoz Marin Intl

9h 04m

1 stop

PIT10:09 amPittsburgh

$287

Find similar

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

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Wed 1/7

6:10 am-2:28 pm

1 stop7h 18m

Saint Thomas Island Cyril E King

Sat 1/10

3:57 pm-11:07 pm

1 stop8h 10m

$208

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sun 12/14

7:00 am-3:40 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Sat 12/20

4:52 pm-11:59 pm

1 stop8h 07m

$227

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Tue 1/6

6:00 am-5:05 pm

1 stop10h 05m

Saint Thomas Island Cyril E King

Sun 1/11

6:39 pm-11:10 am

1 stop17h 31m

$227

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Tue 1/6

6:00 am-4:10 pm

1 stop9h 10m

Saint Thomas Island Cyril E King

Tue 1/13

4:15 pm-10:56 pm

1 stop7h 41m

$229

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 2/7

10:23 am-11:56 pm

1 stop12h 33m

San Juan Luis Munoz Marin Intl

Sat 2/14

6:00 am-6:23 pm

1 stop13h 23m

$231

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Thu 12/18

8:00 am-11:58 am

1 stop26h 58m

San Juan Luis Munoz Marin Intl

Thu 1/15

6:00 am-11:44 pm

1 stop18h 44m

$234

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 12/15

7:59 am-12:45 am

1 stop15h 46m

San Juan Luis Munoz Marin Intl

Thu 1/15

6:00 am-11:07 pm

2 stops18h 07m

$238

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Fri 2/13

6:00 am-2:58 pm

1 stop7h 58m

San Juan Luis Munoz Marin Intl

Sun 2/22

3:10 pm-11:46 pm

1 stop9h 36m

$244

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 12/9

7:05 am-5:28 pm

1 stop9h 23m

San Juan Luis Munoz Marin Intl

Tue 12/16

6:38 pm-12:12 am

1 stop6h 34m

$246

PittsburghMontego Bay

PIT - MBJ

PITMBJ

Pittsburgh

Mon 2/2

6:00 am-1:25 pm

1 stop7h 25m

Montego Bay Sangster Intl

Thu 2/5

2:08 pm-10:48 pm

1 stop8h 40m

$351

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 October is, on average, the cheapest month to fly to Caribbean Islands from Pittsburgh, with most prices found around $267. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Pittsburgh averaging around $269.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Pittsburgh to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $360. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $446. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Pittsburgh to Caribbean Islands in the evening for as low as $280. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $433. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 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 $402 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 $289 on momondo.

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

There is only 1 cabin class 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 02m
Direct flights	Sun
Airports in Caribbean Islands	1 airport

The fastest flight from Pittsburgh to Caribbean Islands takes 4h 02m

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

There is 1 airport near Caribbean Islands: Punta Cana (PUJ)

Search flight deals

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 December 2025, there are 8 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 13.92% of all bookings. The subsequent popular models are Embraer 175 at 13.06%, Boeing 737 MAX 8 at 9.56%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 8.83%.

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 $149	Free Cancellation	Rating 5.8 3,092 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $159	Free Cancellation	Rating 6.3 8,161 reviews	Search Spirit Airlines flights
Delta	PriceFrom $206	Free Cancellation	Rating 7.9 8,011 reviews	Search Delta flights
Southwest	PriceFrom $225	Free Cancellation	Rating 8.0 4,254 reviews	Search Southwest flights
United Airlines	PriceFrom $226	Free Cancellation	Rating 7.4 9,065 reviews	Search United Airlines flights
JetBlue	PriceFrom $234	Free Cancellation	Rating 7.2 2,900 reviews	Search JetBlue flights
American Airlines	PriceFrom $276	Free Cancellation	Rating 7.2 11,044 reviews	Search American Airlines flights
Air Canada	PriceFrom $446	Free Cancellation	Rating 7.1 10,500 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.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

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Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

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Flights to Copenhagenfrom $338

Flights to Istanbulfrom $373

Flights to Manilafrom $467

Flights to Romefrom $330

Flights to Miamifrom $47

Flights to Chicagofrom $44

Cheap flights from Pittsburgh to Caribbean Islands from $91

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pittsburgh to Caribbean Islands departing on 1/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Pittsburgh to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

American Airlines flights from Pittsburgh to Caribbean Islands

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

United Airlines flights from Pittsburgh to Caribbean Islands

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

momondo Fare Finder

Use the filters below to find and compare flights from Pittsburgh to Caribbean Islands that are best for you.

See travel insights to Caribbean Islands from

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

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Pittsburgh, with most prices found around $267. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Pittsburgh averaging around $269.

What is the cheapest day to depart on your flight to Caribbean Islands?

What is the cheapest time of day to depart on your flight to Caribbean Islands?

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 to Caribbean Islands?

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

There is only 1 cabin class 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.

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

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

What airlines fly 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

Direct flights

Airports in Caribbean Islands

When did momondo last update prices for flights from Pittsburgh Airport to Caribbean Islands?

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

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

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

What is the most popular plane model from Pittsburgh to Caribbean Islands?

Best airlines flying from Pittsburgh to Caribbean Islands

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

Why use momondo?

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

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

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

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

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo