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?

Spirit Airlines, JetBlue, and American Airlines 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 July 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.

$90 Cheap Flights from Pittsburgh to Caribbean Islands in 2025

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Find the cheapest flights from Pittsburgh to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

11:00 am - 12:36 amPIT-SJU

12h 36m2 stops

8:30 am - 2:02 pmSJU-PIT

6h 32m1 stop

$200United Airlines

Find Deal

Tue, Nov 4 - Wed, Nov 5

6:00 am - 4:33 pmPIT-SJU

10h 33m1 stop

7:00 am - 4:53 pmSJU-PIT

9h 53m1 stop

$205Delta

Find Deal

Fri, Oct 17 - Mon, Oct 20

6:04 pm - 12:44 amPIT-SJU

6h 40m1 stop

3:19 pm - 11:37 pmSJU-PIT

8h 18m1 stop

$207Spirit Airlines

Find Deal

Mon, Oct 20 - Sat, Oct 25

7:10 am - 2:57 pmPIT-STT

7h 47m1 stop

10:49 am - 6:58 pmSTT-PIT

8h 09m1 stop

$213Spirit Airlines

Find Deal

Mon, Sep 15 - Mon, Sep 22

8:32 pm - 9:44 amPIT-STT

13h 12m1 stop

2:01 pm - 11:37 pmSTT-PIT

9h 36m1 stop

$214Spirit Airlines

Find Deal

Mon, Oct 20 - Sat, Oct 25

6:00 am - 4:33 pmPIT-SJU

10h 33m1 stop

7:00 am - 4:37 pmSJU-PIT

9h 37m1 stop

$215Delta

Find Deal

Fri, Oct 17 - Tue, Oct 28

1:40 pm - 10:56 pmPIT-SJU

9h 16m2 stops

6:00 am - 11:13 pmSJU-PIT

17h 13m1 stop

$220American Airlines

Find Deal

Sat, Aug 16 - Thu, Aug 21

6:00 am - 4:05 pmPIT-SJU

10h 05m2 stops

6:00 am - 11:13 pmSJU-PIT

17h 13m1 stop

$235American Airlines

Find Deal

Tue, Aug 26 - Sat, Aug 30

12:10 pm - 12:15 amPIT-SJU

12h 05m1 stop

9:20 pm - 9:10 amSJU-PIT

11h 50m1 stop

$243Southwest

Find Deal

Sun, Oct 12 - Sun, Oct 26

6:00 am - 1:45 pmPIT-SJU

7h 45m1 stop

1:25 pm - 11:15 pmSJU-PIT

9h 50m2 stops

$244United Airlines

Find Deal

Sun, Sep 7 - Thu, Sep 11

Spirit Airlines flights from Pittsburgh to Caribbean Islands

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

Spirit Airlines

Oct 20

PIT6:04 pmPittsburgh

6h 40m

1 stop

SJU12:44 amSan Juan Luis Munoz Marin Intl

Oct 25

SJU3:19 pmSan Juan Luis Munoz Marin Intl

8h 18m

1 stop

PIT11:37 pmPittsburgh

$207

Find similar

Spirit Airlines

Sep 15

PIT7:10 amPittsburgh

7h 47m

1 stop

STT2:57 pmSaint Thomas Island Cyril E King

Sep 22

STT10:49 amSaint Thomas Island Cyril E King

8h 09m

1 stop

PIT6:58 pmPittsburgh

$213

Find similar

Spirit Airlines

Oct 20

PIT8:32 pmPittsburgh

13h 12m

1 stop

STT9:44 amSaint Thomas Island Cyril E King

Oct 25

STT2:01 pmSaint Thomas Island Cyril E King

9h 36m

1 stop

PIT11:37 pmPittsburgh

$214

Find similar

Frontier flights from Pittsburgh to Caribbean Islands

Our best Frontier deals on Pittsburgh to Caribbean Islands flight tickets

Frontier

Aug 14

PIT3:14 pmPittsburgh

8h 45m

1 stop

SJU11:59 pmSan Juan Luis Munoz Marin Intl

Aug 16

SJU9:30 pmSan Juan Luis Munoz Marin Intl

11h 41m

1 stop

PIT9:11 amPittsburgh

$238

Find similar

Frontier

Oct 17

PIT2:11 pmPittsburgh

9h 47m

1 stop

SJU11:58 pmSan Juan Luis Munoz Marin Intl

Oct 26

SJU9:07 amSan Juan Luis Munoz Marin Intl

11h 03m

1 stop

PIT8:10 pmPittsburgh

$258

Find similar

Frontier

Aug 11

PIT8:43 pmPittsburgh

21h 19m

1 stop

SJU6:02 pmSan Juan Luis Munoz Marin Intl

Aug 14

SJU3:40 amSan Juan Luis Munoz Marin Intl

15h 08m

1 stop

PIT6:48 pmPittsburgh

$259

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

Tue 11/4

11:00 am-12:36 am

2 stops12h 36m

San Juan Luis Munoz Marin Intl

Wed 11/5

8:30 am-2:02 pm

1 stop6h 32m

$200

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Fri 10/17

6:00 am-4:33 pm

1 stop10h 33m

San Juan Luis Munoz Marin Intl

Mon 10/20

7:00 am-4:53 pm

1 stop9h 53m

$205

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 10/20

6:04 pm-12:44 am

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Sat 10/25

3:19 pm-11:37 pm

1 stop8h 18m

$207

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Mon 9/15

7:10 am-2:57 pm

1 stop7h 47m

Saint Thomas Island Cyril E King

Mon 9/22

10:49 am-6:58 pm

1 stop8h 09m

$213

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Mon 10/20

8:32 pm-9:44 am

1 stop13h 12m

Saint Thomas Island Cyril E King

Sat 10/25

2:01 pm-11:37 pm

1 stop9h 36m

$214

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Fri 10/17

6:00 am-4:33 pm

1 stop10h 33m

San Juan Luis Munoz Marin Intl

Tue 10/28

7:00 am-4:37 pm

1 stop9h 37m

$215

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 8/16

1:40 pm-10:56 pm

2 stops9h 16m

San Juan Luis Munoz Marin Intl

Thu 8/21

6:00 am-11:13 pm

1 stop17h 13m

$220

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 8/26

6:00 am-4:05 pm

2 stops10h 05m

San Juan Luis Munoz Marin Intl

Sat 8/30

6:00 am-11:13 pm

1 stop17h 13m

$235

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sun 10/12

12:10 pm-12:15 am

1 stop12h 05m

San Juan Luis Munoz Marin Intl

Sun 10/26

9:20 pm-9:10 am

1 stop11h 50m

$243

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sun 9/7

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Thu 9/11

1:25 pm-11:15 pm

2 stops9h 50m

$244

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 $313.

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 $365 on momondo.

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

There are 1 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	$90
Fastest flight time	4h 10m
Direct flights	Sun
Airports in Caribbean Islands	10 airports

The best one-way flight to Caribbean Islands from Pittsburgh in the past 72 hours is $90. The best round-trip flight deal from Pittsburgh to Caribbean Islands found on momondo in the last 72 hours is $200.

The fastest flight from Pittsburgh to Caribbean Islands takes 4h 10m

Direct flights go from Pittsburgh to Caribbean Islands on Sunday. The only airline offering direct flights is American Airlines.

There are 10 airports near Caribbean Islands: Puerto Plata La Union (POP), Nassau Intl (NAS), Willemstad Hato Int. (CUR), Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), Castries Hewanorra (UVF), Montego Bay Sangster Intl (MBJ), Christiansted Henry Rohlsen (STX), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)

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 July 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 Embraer 175, representing 10.80% of all bookings. The subsequent popular models are Airbus A320-100/200 at 9.95%, Boeing 737 MAX 8 at 9.31%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 7.98%.

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 $100	Free Cancellation	Rating 5.9 3,239 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $153	Free Cancellation	Rating 6.3 8,048 reviews	Search Spirit Airlines flights
Delta	PriceFrom $234	Free Cancellation	Rating 8.0 7,981 reviews	Search Delta flights
JetBlue	PriceFrom $238	Free Cancellation	Rating 7.2 2,914 reviews	Search JetBlue flights
Southwest	PriceFrom $257	Free Cancellation	Rating 8.0 4,246 reviews	Search Southwest flights
United Airlines	PriceFrom $260	Free Cancellation	Rating 7.4 8,900 reviews	Search United Airlines flights
American Airlines	PriceFrom $284	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Air Canada	PriceFrom $446	Free Cancellation	Rating 7.1 9,851 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

Find my bookings

Get notified when prices go down

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

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Tue 8/5

Tue 8/12

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Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Flights to New Yorkfrom $39

Flights to Londonfrom $283

Flights to Bangkokfrom $515

Flights to Tokyofrom $493

Flights to Los Angelesfrom $37

Flights to Parisfrom $255

Flights to Copenhagenfrom $268

Flights to Istanbulfrom $435

Flights to Manilafrom $523

Flights to Miamifrom $58

Flights to Romefrom $178

Flights to Chicagofrom $59

Cheap flights from Pittsburgh to Caribbean Islands from $90

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 8/18. 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

Spirit Airlines flights from Pittsburgh to Caribbean Islands

Our best Spirit Airlines 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 $313.

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 are 1 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.

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

Best Price Found

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