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$73+ Cheap flights from Pittsburgh (PIT) to Caribbean

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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SJU
Jan 24 — Jan 311
Sat 1/24
Sat 1/31
1 adult, Economy
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Cheap flight deals from Pittsburgh to Caribbean

Cheapest flights from Pittsburgh to Caribbean
Explore the most affordable flight options available from Pittsburgh to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 25, 2025.

This American Airlines deal was found by Cheapflights users on 12/24. 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 12/316:51 pmPIT - STT
1 stop16h 49mAmerican Airlines
Thu 1/86:39 pmSTT - PIT
1 stop17h 31mAmerican Airlines
Deal found 12/24$290
This Expedia deal was found by Cheapflights users on 12/24. 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 12/296:00 amPIT - SJU
1 stop8h 01mJetBlue
Thu 1/12:05 amSJU - PIT
1 stop9h 24mJetBlue
Deal found 12/24$308
This Trip.com deal was found by Cheapflights users on 12/23. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:40 amPIT - SJU
2 stops16h 29mMultiple Airlines
Mon 1/54:10 amSJU - PIT
1 stop6h 48mMultiple Airlines
Deal found 12/23$313
This American Airlines deal was found by Cheapflights users on 12/24. 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.
Thu 12/257:00 amPIT - GCM
1 stop7h 35mAmerican Airlines
Wed 1/78:50 amGCM - PIT
1 stop15h 09mAmerican Airlines
Deal found 12/24$328
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
Tue 12/3011:55 amPIT - SJU
2 stops12h 14mMultiple Airlines
Wed 1/78:08 pmSJU - PIT
1 stop14h 32mMultiple Airlines
Deal found 12/22$336
This American Airlines deal was found by Cheapflights users on 12/23. 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 12/238:11 pmPIT - SJU
1 stop16h 26mAmerican Airlines
Thu 1/81:58 pmSJU - PIT
1 stop6h 38mAmerican Airlines
Deal found 12/23$341
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 1/78:08 pmSJU - PIT
1 stop14h 32mMultiple Airlines
Deal found 12/22$349
This American Airlines deal was found by Cheapflights users on 12/23. 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 12/236:51 pmPIT - GCM
2 stops17h 10mAmerican Airlines
Mon 12/293:45 pmGCM - PIT
1 stop8h 09mAmerican Airlines
Deal found 12/23$358
This United Airlines deal was found by Cheapflights users on 12/22. 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 12/246:00 amPIT - AUA
1 stop9h 50mUnited Airlines
Sat 12/275:50 pmAUA - PIT
1 stop6h 24mUnited Airlines
Deal found 12/22$366
This United Airlines deal was found by Cheapflights users on 12/23. 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 12/247:55 pmPIT - AUA
1 stop16h 45mUnited Airlines
Tue 12/302:50 pmAUA - PIT
1 stop10h 09mUnited Airlines
Deal found 12/23$376
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 American Airlines deal was found by Cheapflights users on 12/23. 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 12/243:05 pmPIT - PUJ
1 stop19h 23mAmerican Airlines
Tue 12/303:39 pmPUJ - PIT
1 stop9h 15mAmerican Airlines
Deal found 12/23$379

Find flight deals from Pittsburgh to Caribbean

Keep the following information in mind while searching for Pittsburgh to Caribbean flight deals. Data was last updated December 25, 2025.

Round-trip from

$211
(JetBlue)

One-way from

$73
(Kiwi.com)

Popular in

August

Cheapest in

October

Average price

$460

Good round-trip deal

$678 or less
From Pittsburgh to Caribbean
Search Deals
One-way flight from Pittsburgh to Caribbean
Search Deals
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Pittsburgh to Caribbean.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Pittsburgh to Caribbean 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 25, 2025.
Use the filters below to find and compare flights from Pittsburgh to Caribbean that are best for you.

Fly from

Pittsburgh

Fly to

Caribbean

Route

Depart

Return

Price

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

$211

PittsburghOranjestad

PIT - AUA

PITAUA

Pittsburgh

Sat 1/10

6:00 am-3:35 pm

1 stop8h 35m

Oranjestad Reina Beatrix

Sat 1/17

4:40 pm-11:44 pm

1 stop8h 04m

$226

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 3/4

11:55 am-11:58 pm

1 stop11h 03m

San Juan Luis Munoz Marin Intl

Tue 3/10

6:15 am-3:32 pm

1 stop9h 17m

$246

PittsburghOranjestad

PIT - AUA

PITAUA

Pittsburgh

Thu 1/22

6:00 am-3:35 pm

1 stop8h 35m

Oranjestad Reina Beatrix

Thu 1/29

4:40 pm-11:44 pm

1 stop8h 04m

$253

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 1/27

6:00 am-3:35 pm

1 stop8h 35m

San Juan Luis Munoz Marin Intl

Sat 2/7

11:49 am-11:44 pm

2 stops12h 55m

$257

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 2/3

6:00 am-3:35 pm

1 stop8h 35m

San Juan Luis Munoz Marin Intl

Sat 2/7

11:49 am-11:44 pm

2 stops12h 55m

$263

PittsburghPunta Cana

PIT - PUJ

PITPUJ

Pittsburgh

Sat 1/10

6:00 am-4:36 pm

1 stop9h 36m

Punta Cana

Sat 1/17

5:47 pm-11:44 pm

1 stop6h 57m

$263

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Sat 2/14

7:00 am-1:50 pm

1 stop6h 50m

George Town Owen Roberts Intl

Sat 2/21

2:55 pm-11:10 pm

1 stop8h 15m

$264

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Wed 1/21

6:00 am-5:05 pm

1 stop10h 05m

Saint Thomas Island Cyril E King

Wed 1/28

4:47 pm-8:10 am

2 stops16h 23m

$265

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Fri 1/23

6:10 am-1:56 pm

1 stop6h 46m

Saint Thomas Island Cyril E King

Fri 1/30

5:25 pm-11:38 pm

1 stop7h 13m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

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

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, January is the cheapest month in which you can book a flight from Pittsburgh to Caribbean (average of $196). Flying from Pittsburgh to Caribbean in June is currently the most expensive (average of $251). 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 CB?

Find hourly flight availability from Pittsburgh to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 25, 2025.

It’s typically best to fly out from Pittsburgh to Caribbean at noon. Doing so could potentially save you 23% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Pittsburgh to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Pittsburgh to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Pittsburgh to Caribbean flight should consider departing on Sunday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated December 25, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Pittsburgh to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

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
8,011 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

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
9,116 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

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
11,056 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

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
2,897 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

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
8,203 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

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. 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?

    Pittsburgh (PIT) is the airport you will fly out of if you book a flight from Pittsburgh to Caribbean. It is only a 13.5 mi journey to Pittsburgh (PIT) from Pittsburgh’s city center.

  • How long is the flight from Pittsburgh to Caribbean?

    JetBlue, Spirit Airlines, and Delta can get you from Pittsburgh to Caribbean in just under 6h 54m. Your travel time can differ by up to 4h 09m. The distance between Pittsburgh and Caribbean is about 1707 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $59. However, be on the lookout for offers from Spirit Airlines and United Airlines, as they are both options that can get you from Pittsburgh to Caribbean for a low price.

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

    When deciding which route to take from Pittsburgh to Caribbean consider Pittsburgh - San Juan Luis Munoz Marin Intl, Pittsburgh - Punta Cana or Pittsburgh - Oranjestad Reina Beatrix as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Pittsburgh to Caribbean 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?

    Currently, January is the cheapest month in which you can book a flight from Pittsburgh to Caribbean (average of $196). Flying from Pittsburgh to Caribbean in June is currently the most expensive (average of $251). 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

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

Discover the top 8 airlines that operate flights from Pittsburgh to Caribbean. 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 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$160Average$315FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$160Average$393FlexibilityNo cancel feeOn-time65%
DeltaCheapest$205Average$514FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$216Average$542FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$225Average$629FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$525FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$263Average$573FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$381Average$565FlexibilityNo cancel feeOn-time67%

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