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$105+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PIT
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap flight deals from Caribbean to Pittsburgh

Keep the following information in mind while searching for Caribbean to Pittsburgh flight deals. Data was last updated septiembre 11, 2025.

Round-trip from

$225
(Delta)

One-way from

$105
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$243
From Caribbean to Pittsburgh
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One-way flight from Caribbean to Pittsburgh
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Highest demand for flights based on searches. 12% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 septiembre 11, 2025.

This Delta deal was found by Cheapflights users on 9/10. 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.
vie. 11/77:15 amSJU - PIT
1 stop9h 40mDelta
dom. 11/167:05 amPIT - SJU
1 stop9h 15mDelta
Deal found 9/10$225
This American Airlines deal was found by Cheapflights users on 9/10. 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.
mié. 10/221:35 pmSJU - PIT
2 stops8h 45mAmerican Airlines
dom. 11/25:41 amPIT - SJU
1 stop13h 17mAmerican Airlines
Deal found 9/10$231
This American Airlines deal was found by Cheapflights users on 9/10. 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.
sáb. 11/87:00 amSJU - PIT
1 stop11h 09mAmerican Airlines
sáb. 11/151:36 pmPIT - SJU
1 stop9h 16mAmerican Airlines
Deal found 9/10$240
This American Airlines deal was found by Cheapflights users on 9/10. 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.
mié. 10/225:30 amSJU - PIT
1 stop6h 12mAmerican Airlines
mié. 10/225:10 pmPIT - SJU
1 stop6h 49mAmerican Airlines
Deal found 9/10$246
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
mié. 9/1712:28 amSJU - PIT
1 stop14h 08mMultiple Airlines
jue. 9/253:50 pmPIT - SJU
1 stop10h 08mMultiple Airlines
Deal found 9/9$253
This Delta deal was found by Cheapflights users on 9/11. 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.
jue. 9/251:32 pmSJU - PIT
1 stop8h 04mDelta
dom. 9/287:05 amPIT - SJU
1 stop9h 15mDelta
Deal found 9/11$255
This United Airlines deal was found by Cheapflights users on 9/11. 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.
mar. 10/211:05 amSJU - PIT
2 stops8h 21mUnited Airlines
sáb. 10/2511:04 amPIT - SJU
2 stops12h 53mUnited Airlines
Deal found 9/11$258
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/26:44 amSJU - PIT
1 stop10h 25mSpirit Airlines
mié. 10/85:05 pmPIT - SJU
1 stop8h 39mSpirit Airlines
Deal found 9/11$259
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
jue. 9/2512:28 amSJU - PIT
1 stop13h 04mMultiple Airlines
mar. 9/306:30 amPIT - SJU
2 stops19h 28mMultiple Airlines
Deal found 9/11$261
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
jue. 10/161:59 amSJU - PIT
1 stop11h 51mMultiple Airlines
dom. 10/197:34 pmPIT - SJU
1 stop30h 28mMultiple Airlines
Deal found 9/9$262
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
jue. 10/24:51 pmSJU - PIT
2 stops40h 39mMultiple Airlines
mar. 10/75:05 pmPIT - SJU
1 stop9h 25mMultiple Airlines
Deal found 9/9$264
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
vie. 10/34:51 pmSJU - PIT
2 stops30h 32mMultiple Airlines
lun. 10/62:17 pmPIT - SJU
1 stop10h 12mMultiple Airlines
Deal found 9/9$265

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 septiembre 11, 2025.
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

mié. 10/8

7:00 am-4:53 pm

1 stop9h 53m

Pittsburgh

lun. 10/20

5:11 pm-11:56 pm

1 stop6h 45m

$225

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

jue. 10/2

5:50 am-6:55 pm

1 stop13h 05m

Pittsburgh

mar. 10/7

4:25 pm-10:45 pm

1 stop6h 20m

$225

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

jue. 10/2

1:30 pm-9:15 pm

1 stop7h 45m

Pittsburgh

lun. 10/6

7:05 am-2:44 pm

1 stop7h 39m

$225

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

jue. 10/2

7:00 am-4:55 pm

1 stop9h 55m

Pittsburgh

lun. 10/6

5:11 pm-11:56 pm

1 stop6h 45m

$225

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

mié. 10/22

4:55 pm-11:15 pm

1 stop6h 20m

Pittsburgh

sáb. 10/25

11:04 am-11:57 pm

2 stops12h 53m

$225

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

mié. 10/22

10:50 am-10:55 pm

1 stop12h 05m

Pittsburgh

dom. 11/2

1:10 pm-1:25 am

1 stop11h 15m

$225

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

mié. 10/1

1:05 am-10:46 am

1 stop9h 41m

Pittsburgh

mié. 10/8

6:00 am-1:45 pm

1 stop7h 45m

$225

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

mié. 10/22

7:00 am-4:53 pm

1 stop9h 53m

Pittsburgh

sáb. 10/25

5:11 pm-11:56 pm

1 stop6h 45m

$225

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

vie. 10/3

4:55 pm-11:15 pm

1 stop6h 20m

Pittsburgh

dom. 10/5

6:15 am-12:34 pm

1 stop6h 19m

$225

AguadillaPittsburgh

BQN - PIT

BQNPIT

Aguadilla Borinquen

jue. 10/2

5:01 am-5:10 pm

1 stop12h 09m

Pittsburgh

mar. 10/7

6:05 pm-2:31 am

1 stop8h 26m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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, August is the cheapest month in which you can book a flight from Caribbean to Pittsburgh (average of $262). Flying from Caribbean to Pittsburgh in November is currently the most expensive (average of $333). 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 septiembre 11, 2025.

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 septiembre 11, 2025.
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.
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 Delta, Southwest, and JetBlue fly from Caribbean to Pittsburgh in about 9h 53m. The time it takes to get you to your destination can typically vary by up to 3h 12m. 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?

    $113 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Southwest and United Airlines, with prices starting from $113 and $148, respectively.

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

    The most popular flight routes from Caribbean to Pittsburgh are San Juan Luis Munoz Marin Intl - Pittsburgh, Nassau Intl - Pittsburgh and Santo Domingo Las Americas - 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, August is the cheapest month in which you can book a flight from Caribbean to Pittsburgh (average of $262). Flying from Caribbean to Pittsburgh in November is currently the most expensive (average of $333). 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
Monroeville
Washington
Wexford
Belle Vernon

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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.
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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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$142Average$361FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$164Average$268FlexibilityNo cancel feeOn-time65%
FrontierCheapest$190Average$358FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$225Average$449FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$225Average$461FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$281Average$406FlexibilityNo cancel feeOn-time71%

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