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.

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

Delta, American Airlines, and JetBlue 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 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.

$113 Cheap Flights from Pittsburgh to Caribbean Islands in 2025/26

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Find the cheapest flights from Pittsburgh to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

7:34 pm - 2:02 amPIT-SJU

30h 28m1 stop

4:51 pm - 5:29 pmSJU-PIT

24h 38m1 stop

$218Multiple Airlines

Find Deal

Thu, Oct 16 - Wed, Oct 22

8:00 am - 12:57 amPIT-SJU

15h 57m1 stop

3:00 pm - 7:50 pmSJU-PIT

29h 50m1 stop

$221Multiple Airlines

Find Deal

Mon, Dec 8 - Fri, Dec 12

7:21 am - 4:25 pmPIT-SJU

9h 04m1 stop

5:43 pm - 12:32 amSJU-PIT

6h 49m1 stop

$225Delta

Find Deal

Mon, Oct 20 - Thu, Oct 23

10:32 am - 11:59 pmPIT-SJU

13h 27m1 stop

1:50 pm - 10:17 pmSJU-PIT

8h 27m2 stops

$230American Airlines

Find Deal

Mon, Oct 20 - Tue, Oct 28

6:35 am - 1:12 pmPIT-SJU

6h 37m1 stop

5:43 pm - 12:32 amSJU-PIT

6h 49m1 stop

$240Delta

Find Deal

Mon, Oct 20 - Sat, Oct 25

6:30 am - 12:44 pmPIT-SJU

6h 14m1 stop

5:30 am - 3:58 pmSJU-PIT

10h 28m1 stop

$255American Airlines

Find Deal

Wed, Oct 8 - Wed, Oct 15

6:51 pm - 10:51 amPIT-STT

16h 00m1 stop

1:33 pm - 10:37 pmSTT-PIT

10h 04m1 stop

$255Spirit Airlines

Find Deal

Sat, Nov 1 - Sat, Nov 8

6:15 am - 3:42 pmPIT-SJU

9h 27m1 stop

4:55 pm - 11:15 pmSJU-PIT

6h 20m1 stop

$257United Airlines

Find Deal

Sat, Oct 18 - Sat, Oct 25

6:51 pm - 9:56 amPIT-STT

15h 05m1 stop

11:01 am - 5:46 pmSTT-PIT

6h 45m1 stop

$259Spirit Airlines

Find Deal

Sat, Oct 25 - Fri, Oct 31

6:10 am - 1:56 pmPIT-STT

6h 46m1 stop

3:05 pm - 11:46 pmSTT-PIT

9h 41m1 stop

$265United Airlines

Find Deal

Tue, Jan 27 - Mon, Feb 2

Delta flights from Pittsburgh to Caribbean Islands

Our best Delta deals on Pittsburgh to Caribbean Islands flight tickets

Delta

Oct 20

PIT7:21 amPittsburgh

9h 04m

1 stop

SJU4:25 pmSan Juan Luis Munoz Marin Intl

Oct 23

SJU5:43 pmSan Juan Luis Munoz Marin Intl

6h 49m

1 stop

PIT12:32 amPittsburgh

$225

Find similar

Delta

Oct 20

PIT6:35 amPittsburgh

6h 37m

1 stop

SJU1:12 pmSan Juan Luis Munoz Marin Intl

Oct 25

SJU5:43 pmSan Juan Luis Munoz Marin Intl

6h 49m

1 stop

PIT12:32 amPittsburgh

$240

Find similar

Delta

Oct 4

PIT7:05 amPittsburgh

9h 12m

1 stop

SJU4:17 pmSan Juan Luis Munoz Marin Intl

Oct 8

SJU7:00 amSan Juan Luis Munoz Marin Intl

9h 53m

1 stop

PIT4:53 pmPittsburgh

$268

Find similar

Frontier flights from Pittsburgh to Caribbean Islands

Our best Frontier deals on Pittsburgh to Caribbean Islands flight tickets

Frontier

Oct 3

PIT2:17 pmPittsburgh

9h 06m

1 stop

SJU11:23 pmSan Juan Luis Munoz Marin Intl

Oct 9

SJU1:59 amSan Juan Luis Munoz Marin Intl

11h 51m

1 stop

PIT1:50 pmPittsburgh

$260

Find similar

Frontier

Dec 4

PIT3:47 pmPittsburgh

8h 07m

1 stop

SJU12:54 amSan Juan Luis Munoz Marin Intl

Dec 6

SJU1:59 amSan Juan Luis Munoz Marin Intl

13h 46m

1 stop

PIT2:45 pmPittsburgh

$264

Find similar

Frontier

Sep 26

PIT2:17 pmPittsburgh

9h 06m

1 stop

SJU11:23 pmSan Juan Luis Munoz Marin Intl

Sep 28

SJU12:28 amSan Juan Luis Munoz Marin Intl

13h 04m

1 stop

PIT1:32 pmPittsburgh

$284

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

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Thu 10/16

7:34 pm-2:02 am

1 stop30h 28m

San Juan Luis Munoz Marin Intl

Wed 10/22

4:51 pm-5:29 pm

1 stop24h 38m

$218

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 12/8

8:00 am-12:57 am

1 stop15h 57m

San Juan Luis Munoz Marin Intl

Fri 12/12

3:00 pm-7:50 pm

1 stop29h 50m

$221

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 10/20

7:21 am-4:25 pm

1 stop9h 04m

San Juan Luis Munoz Marin Intl

Thu 10/23

5:43 pm-12:32 am

1 stop6h 49m

$225

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 10/20

10:32 am-11:59 pm

1 stop13h 27m

San Juan Luis Munoz Marin Intl

Tue 10/28

1:50 pm-10:17 pm

2 stops8h 27m

$230

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 10/20

6:35 am-1:12 pm

1 stop6h 37m

San Juan Luis Munoz Marin Intl

Sat 10/25

5:43 pm-12:32 am

1 stop6h 49m

$240

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 10/8

6:30 am-12:44 pm

1 stop6h 14m

San Juan Luis Munoz Marin Intl

Wed 10/15

5:30 am-3:58 pm

1 stop10h 28m

$255

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 11/1

6:51 pm-10:51 am

1 stop16h 00m

Saint Thomas Island Cyril E King

Sat 11/8

1:33 pm-10:37 pm

1 stop10h 04m

$255

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 10/18

6:15 am-3:42 pm

1 stop9h 27m

San Juan Luis Munoz Marin Intl

Sat 10/25

4:55 pm-11:15 pm

1 stop6h 20m

$257

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 10/25

6:51 pm-9:56 am

1 stop15h 05m

Saint Thomas Island Cyril E King

Fri 10/31

11:01 am-5:46 pm

1 stop6h 45m

$259

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Tue 1/27

6:10 am-1:56 pm

1 stop6h 46m

Saint Thomas Island Cyril E King

Mon 2/2

3:05 pm-11:46 pm

1 stop9h 41m

$265

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 September is, on average, the cheapest month to fly to Caribbean Islands from Pittsburgh, with most prices found around $285. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Pittsburgh averaging around $293.

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 $399 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 $365 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 09m
Direct flights	Sun
Airports in Caribbean Islands	1 airport

The fastest flight from Pittsburgh to Caribbean Islands takes 4h 09m

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 September 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 12.36% of all bookings. The subsequent popular models are Embraer 175 at 11.84%, Boeing 737 MAX 8 at 9.64%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 8.36%.

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 3,165 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $153	Free Cancellation	Rating 6.3 8,041 reviews	Search Spirit Airlines flights
Delta	PriceFrom $215	Free Cancellation	Rating 7.9 7,974 reviews	Search Delta flights
Southwest	PriceFrom $227	Free Cancellation	Rating 8.0 4,244 reviews	Search Southwest flights
United Airlines	PriceFrom $240	Free Cancellation	Rating 7.4 8,926 reviews	Search United Airlines flights
American Airlines	PriceFrom $279	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
JetBlue	PriceFrom $281	Free Cancellation	Rating 7.2 2,912 reviews	Search JetBlue flights
Air Canada	PriceFrom $446	Free Cancellation	Rating 7.1 10,000 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

Flights to New Yorkfrom $50

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Flights to Tokyofrom $389

Flights to Los Angelesfrom $44

Flights to Parisfrom $336

Flights to Copenhagenfrom $365

Flights to Istanbulfrom $380

Flights to Manilafrom $523

Flights to Romefrom $305

Flights to Miamifrom $49

Flights to Chicagofrom $60

Cheap flights from Pittsburgh to Caribbean Islands from $113

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 12/9. 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

Delta flights from Pittsburgh to Caribbean Islands

Our best Delta deals on Pittsburgh to Caribbean Islands flight tickets

Frontier flights from Pittsburgh to Caribbean Islands

Our best Frontier 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 September is, on average, the cheapest month to fly to Caribbean Islands from Pittsburgh, with most prices found around $285. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Pittsburgh averaging around $293.

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?

Delta, American Airlines, and JetBlue 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