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Caribbean Islands

$81+ Cheap flights from Pittsburgh (PIT) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SJU
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Pittsburgh to Caribbean Islands

Cheapest flights from Pittsburgh to Caribbean Islands
Explore the most affordable flight options available from Pittsburgh to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This United Airlines deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:00 amPIT - PUJ
1 stop9h 14mUnited Airlines
Sun 12/284:55 pmPUJ - PIT
1 stop7h 31mUnited Airlines
Deal found 12/25$378
This Kiwi.com deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:40 amPIT - SJU
2 stops16h 40mMultiple Airlines
Wed 12/316:28 pmSJU - PIT
1 stop16h 30mMultiple Airlines
Deal found 12/26$394
This American Airlines deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amPIT - STT
1 stop8h 35mAmerican Airlines
Thu 1/86:39 pmSTT - PIT
1 stop17h 31mAmerican Airlines
Deal found 12/27$417
This American Airlines deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:11 pmPIT - NAS
1 stop16h 01mAmerican Airlines
Tue 1/66:45 pmNAS - PIT
1 stop16h 25mAmerican Airlines
Deal found 12/27$424
This United Airlines deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:55 pmPIT - AUA
2 stops17h 20mUnited Airlines
Fri 1/22:50 pmAUA - PIT
1 stop9h 54mUnited Airlines
Deal found 12/27$426
This Priceline deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:55 pmPIT - PUJ
2 stops19h 05mMultiple Airlines
Wed 12/313:33 pmPUJ - PIT
1 stop8h 23mMultiple Airlines
Deal found 12/25$448
This Expedia deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:55 pmPIT - PUJ
2 stops26h 50mAir Canada
Wed 12/314:55 pmPUJ - PIT
2 stops25h 19mAir Canada
Deal found 12/25$452
This Delta deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/277:30 amPIT - MBJ
1 stop13h 11mDelta
Tue 12/3012:30 pmMBJ - PIT
1 stop9h 26mDelta
Deal found 12/26$455
This American Airlines deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:09 amPIT - PUJ
2 stops8h 41mAmerican Airlines
Wed 12/3112:29 pmPUJ - PIT
1 stop12h 30mAmerican Airlines
Deal found 12/25$477
This American Airlines deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:15 amPIT - PUJ
1 stop7h 27mAmerican Airlines
Fri 1/21:27 pmPUJ - PIT
1 stop10h 54mAmerican Airlines
Deal found 12/27$478
This JetBlue deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:00 amPIT - SJU
1 stop6h 44mJetBlue
Fri 1/25:24 pmSJU - PIT
1 stop7h 33mJetBlue
Deal found 12/27$491
This United Airlines deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:35 amPIT - NAS
1 stop8h 47mUnited Airlines
Thu 1/11:05 pmNAS - PIT
1 stop10h 09mUnited Airlines
Deal found 12/26$509

Find flight deals from Pittsburgh to Caribbean Islands

Keep the following information in mind while searching for Pittsburgh to Caribbean Islands flight deals. Data was last updated December 28, 2025.

Round-trip from

$215
(Delta)

One-way from

$81
(Cheapflightsfares)

Popular in

August

Cheapest in

October

Average price

$462
From Pittsburgh to Caribbean Islands
Search Deals
One-way flight from Pittsburgh to Caribbean Islands
Search Deals
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Pittsburgh to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 28, 2025.
Use the filters below to find and compare flights from Pittsburgh to Caribbean Islands that are best for you.

Fly from

Pittsburgh

Fly to

Caribbean Islands

Route

Depart

Return

Price

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 4/21

5:00 pm-11:43 pm

1 stop6h 43m

San Juan Luis Munoz Marin Intl

Fri 5/1

5:15 pm-12:21 am

1 stop7h 06m

$215

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 3/2

11:20 am-11:56 pm

1 stop11h 36m

San Juan Luis Munoz Marin Intl

Sat 3/7

6:15 am-12:41 pm

1 stop7h 26m

$215

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sun 3/1

11:55 am-11:58 pm

1 stop11h 03m

San Juan Luis Munoz Marin Intl

Sat 3/7

6:15 am-12:41 pm

1 stop7h 26m

$215

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 2/3

7:19 am-2:31 pm

1 stop6h 12m

San Juan Luis Munoz Marin Intl

Tue 2/17

7:00 am-5:41 pm

1 stop11h 41m

$215

PittsburghAguadilla

PIT - BQN

PITBQN

Pittsburgh

Tue 1/27

7:00 am-2:54 pm

1 stop6h 54m

Aguadilla Borinquen

Wed 2/4

3:49 pm-10:48 pm

1 stop7h 59m

$226

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 1/31

3:50 pm-12:10 am

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Mon 2/9

8:00 am-7:20 pm

1 stop12h 20m

$231

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sun 3/8

7:15 pm-9:00 am

1 stop13h 45m

San Juan Luis Munoz Marin Intl

Tue 3/10

1:30 am-10:44 am

1 stop9h 14m

$231

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 1/26

6:00 am-2:56 pm

1 stop7h 56m

San Juan Luis Munoz Marin Intl

Thu 1/29

2:00 pm-8:00 pm

1 stop7h 00m

$232

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Fri 4/24

7:13 am-4:23 pm

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Wed 4/29

2:34 pm-9:30 pm

1 stop6h 56m

$246

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 1/24

6:00 am-2:56 pm

1 stop7h 56m

San Juan Luis Munoz Marin Intl

Sat 1/31

2:00 pm-8:00 pm

1 stop7h 00m

$261

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 60 results
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Best time to book a flight from Pittsburgh to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Pittsburgh with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Pittsburgh to Caribbean Islands

What is the cheapest month to book a flight from Pittsburgh to Caribbean Islands?

Currently, October is the cheapest month in which you can book a flight from Pittsburgh to Caribbean Islands (average of $196). Flying from Pittsburgh to Caribbean Islands in June is currently the most expensive (average of $254). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PIT to EPX?

Find hourly flight availability from Pittsburgh to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 28, 2025.

It’s optimal to fly from Pittsburgh to Caribbean Islands at noon. By choosing this option you can save up to 23% on the cost of your flight, compared to a flight in the afternoon.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated December 28, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Pittsburgh to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,019 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,019 reviews
Delta
7.9
Good
8,019 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,113 reviews
Delta
7.9
Good
8,019 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,073 reviews
Delta
7.9
Good
8,019 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,901 reviews
Delta
7.9
Good
8,019 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,211 reviews
Delta
7.9
Good
8,019 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Pittsburgh to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Pittsburgh to Caribbean Islands?

    Located just 13.5 mi from the city center, Pittsburgh (PIT) is the airport most travelers will use when flying to Caribbean Islands from Pittsburgh.

  • How long is the flight from Pittsburgh to Caribbean Islands?

    A quick flight from Pittsburgh to Caribbean Islands can take about 6h 43m. Delta provides one of the quickest options available for as low as $215. Airlines will cover a distance of 1742 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Pittsburgh to Caribbean Islands one-way?

    One-way options have recently been found by users for as low as $59 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $75 and United Airlines from $96 one-way.

  • What are the most popular routes from Pittsburgh to Caribbean Islands?

    While some choose either Pittsburgh - Oranjestad Reina Beatrix or Pittsburgh - Punta Cana, Pittsburgh - San Juan Luis Munoz Marin Intl is the most popular route from Pittsburgh to Caribbean Islands.

  • Can I find deals for flights from Pittsburgh to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Pittsburgh to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pittsburgh to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pittsburgh to Caribbean Islands.

  • Can I find deals for business class flights from Pittsburgh to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Pittsburgh to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pittsburgh to Caribbean Islands?

    Currently, October is the cheapest month in which you can book a flight from Pittsburgh to Caribbean Islands (average of $196). Flying from Pittsburgh to Caribbean Islands in June is currently the most expensive (average of $254). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Pittsburgh to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Pittsburgh to Caribbean Islands

Discover the top 8 airlines that operate flights from Pittsburgh to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$160Average$315FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$160Average$394FlexibilityNo cancel feeOn-time65%
DeltaCheapest$205Average$513FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$216Average$536FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$225Average$629FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$523FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$262Average$571FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$381Average$565FlexibilityNo cancel feeOn-time67%

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