Pittsburgh

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

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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PIT
Mar 7 — Mar 141
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Cheap flight deals from Caribbean to Pittsburgh

Cheapest flights from Caribbean to Pittsburgh
Explore the most affordable flight options available from Caribbean to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.

This Trip.com deal was found by Cheapflights users on 2/4. 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.
Thu 2/196:00 am
SJU
-
PIT
1 stop29h 34m
Multiple Airlines
Tue 2/246:00 am
PIT
-
SJU
1 stop8h 31m
Multiple Airlines
Deal found 2/4$177
This Trip.com deal was found by Cheapflights users on 2/4. 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.
Thu 2/196:00 am
SJU
-
PIT
1 stop29h 34m
Multiple Airlines
Mon 2/239:09 pm
PIT
-
SJU
1 stop17h 22m
Multiple Airlines
Deal found 2/4$197
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Thu 4/166:00 am
SJU
-
PIT
1 stop17h 42m
Multiple Airlines
Sun 4/196:00 am
PIT
-
SJU
1 stop30h 33m
Multiple Airlines
Deal found 2/4$204
This Priceline deal was found by Cheapflights users on 2/4. 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.
Thu 2/193:53 am
SJU
-
PIT
1 stop7h 41m
Multiple Airlines
Tue 2/246:00 am
PIT
-
SJU
1 stop8h 31m
Multiple Airlines
Deal found 2/4$205
This Priceline deal was found by Cheapflights users on 2/4. 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.
Fri 4/243:36 pm
SJU
-
PIT
1 stop8h 06m
Multiple Airlines
Mon 4/271:24 pm
PIT
-
SJU
1 stop24h 42m
Multiple Airlines
Deal found 2/4$207
This CheapOair deal was found by Cheapflights users on 2/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/54:36 pm
SJU
-
PIT
1 stop8h 23m
Multiple Airlines
Tue 3/106:00 am
PIT
-
SJU
1 stop7h 34m
Multiple Airlines
Deal found 2/3$211
This United Airlines deal was found by Cheapflights users on 2/3. 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 2/187:40 am
SJU
-
PIT
1 stop9h 05m
United Airlines
Sun 2/2210:45 am
PIT
-
SJU
1 stop9h 15m
United Airlines
Deal found 2/3$212
This Delta deal was found by Cheapflights users on 2/2. 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.
Fri 2/132:12 pm
SJU
-
PIT
1 stop9h 59m
Delta
Sun 2/1511:55 am
PIT
-
SJU
1 stop11h 03m
Delta
Deal found 2/2$216
This Mytrip deal was found by Cheapflights users on 2/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/192:59 am
SJU
-
PIT
2 stops22h 00m
Spirit Airlines
Tue 2/246:00 am
PIT
-
SJU
1 stop8h 31m
Spirit Airlines
Deal found 2/4$231
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Fri 5/16:00 am
SJU
-
PIT
1 stop12h 59m
American Airlines
Tue 5/510:55 am
PIT
-
SJU
2 stops9h 56m
American Airlines
Deal found 2/3$232
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 2/183:18 pm
SJU
-
PIT
2 stops29h 56m
Spirit Airlines
Sun 2/229:09 pm
PIT
-
SJU
1 stop17h 22m
Spirit Airlines
Deal found 2/3$234
This Expedia deal was found by Cheapflights users on 2/2. 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.
Wed 3/43:32 pm
SDQ
-
PIT
1 stop9h 27m
Spirit Airlines
Wed 3/116:00 am
PIT
-
SDQ
1 stop7h 20m
Spirit Airlines
Deal found 2/2$235

Find flight deals from Caribbean to Pittsburgh

Keep the following information in mind while searching for Caribbean to Pittsburgh flight deals. Data was last updated February 5, 2026.

Round-trip from

$177
(Trip.com)

One-way from

$81
(Expedia)

Popular in

December

Cheapest in

September

Average price

$288
From Caribbean to Pittsburgh
One-way flight from Caribbean to Pittsburgh
Highest demand for flights based on searches. 8% potential increase in price ($32 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Pittsburgh 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 February 5, 2026.
Use the filters below to find and compare flights from Caribbean to Pittsburgh that are best for you.

Fly from

Caribbean

Fly to

Pittsburgh

Route

Depart

Return

Price

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Thu 2/19

3:53 am-10:34 am

1 stop7h 41m

Pittsburgh

Tue 2/24

6:00 am-3:31 pm

1 stop8h 31m

$205

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Fri 4/24

3:36 pm-11:42 pm

1 stop8h 06m

Pittsburgh

Mon 4/27

1:24 pm-2:06 pm

1 stop24h 42m

$207

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Thu 3/5

4:36 pm-11:59 pm

1 stop8h 23m

Pittsburgh

Tue 3/10

6:00 am-1:34 pm

1 stop7h 34m

$211

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Fri 5/1

6:00 am-6:59 pm

1 stop12h 59m

Pittsburgh

Tue 5/5

6:00 am-1:50 pm

1 stop7h 50m

$212

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Wed 2/18

7:40 am-3:45 pm

1 stop9h 05m

Pittsburgh

Sun 2/22

10:45 am-9:00 pm

1 stop9h 15m

$212

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Thu 4/23

1:00 am-9:34 am

2 stops8h 34m

Pittsburgh

Mon 4/27

7:20 am-1:45 pm

1 stop6h 25m

$212

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Wed 4/15

1:00 am-9:34 am

2 stops8h 34m

Pittsburgh

Sun 4/19

10:49 am-8:34 pm

1 stop9h 45m

$212

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Fri 5/15

5:15 pm-12:45 am

1 stop7h 30m

Pittsburgh

Mon 5/18

4:45 pm-10:54 pm

1 stop6h 09m

$216

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Thu 5/14

2:20 pm-12:45 am

1 stop10h 25m

Pittsburgh

Mon 5/18

4:45 pm-10:54 pm

1 stop6h 09m

$216

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Thu 2/19

2:59 am-11:59 pm

2 stops22h 00m

Pittsburgh

Tue 2/24

6:00 am-3:31 pm

1 stop8h 31m

$231

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

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

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

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

Currently, April is the cheapest month in which you can book a flight from Caribbean to Pittsburgh (average of $155). Flying from Caribbean to Pittsburgh in December is currently the most expensive (average of $290). 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 CB to PIT?

Find hourly flight availability from Caribbean to Pittsburgh. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 5, 2026.

When flying from Caribbean to Pittsburgh, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Pittsburgh

Get insights into the airlines that provide service to Pittsburgh. 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 Pittsburgh. Reviews last updated February 5, 2026.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Caribbean to Pittsburgh. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Pittsburgh. 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 into for flights to Pittsburgh from Caribbean?

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

  • How long is the flight from Caribbean to Pittsburgh?

    Airlines like American Airlines, United Airlines, and Spirit Airlines fly from Caribbean to Pittsburgh in about 9h 05m. The time it takes to get you to your destination can typically vary by up to 3h 54m. Caribbean and Pittsburgh are separated by a distance of 1742 mi. This flight may include one or multiple stops.

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

    $98 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on Spirit Airlines and Southwest, with prices starting from $101 and $106, respectively.

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean to Pittsburgh 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 Caribbean to Pittsburgh?

    Currently, April is the cheapest month in which you can book a flight from Caribbean to Pittsburgh (average of $155). Flying from Caribbean to Pittsburgh in December is currently the most expensive (average of $290). 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

Traveling to a place near Pittsburgh?

Book flights to Pittsburgh if you plan to visit one of these locations
Mars
Steubenville
Washington
Monroeville
Wexford
Belle Vernon

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean to Pittsburgh

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Caribbean to Pittsburgh

Discover the top 6 airlines that operate flights from Caribbean to Pittsburgh. 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 February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$128Average$360FlexibilityNo cancel feeOn-time62%
DeltaCheapest$142Average$323FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$152Average$358FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$205Average$437FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$387FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$225Average$426FlexibilityNo cancel feeOn-time71%

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