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$88+ Cheap flights from Caribbean Islands 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PIT
Aug 11 — Aug 181
Mon 8/11
Mon 8/18
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Pittsburgh

Keep the following information in mind while searching for Caribbean Islands to Pittsburgh flight deals. Data was last updated August 6, 2025.

Round-trip from

$175
(American Airlines)

One-way from

$88
(Southwest)
From Caribbean Islands to Pittsburgh
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One-way flight from Caribbean Islands to Pittsburgh
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Find flight deals from Caribbean Islands to Pittsburgh

Cheapest flights from Caribbean Islands to Pittsburgh
Explore the most affordable flight options available from Caribbean Islands to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 6, 2025.

This American Airlines deal was found by Cheapflights users on 8/6. 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 10/23:50 pmSJU - PIT
1 stop8h 15mAmerican Airlines
Mon 10/612:24 pmPIT - SJU
1 stop11h 35mAmerican Airlines
Deal found 8/6$175
This American Airlines deal was found by Cheapflights users on 8/5. 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.
Sat 9/201:40 pmSJU - PIT
1 stop9h 08mAmerican Airlines
Sat 9/2710:03 amPIT - SJU
2 stops13h 34mAmerican Airlines
Deal found 8/5$176
This United Airlines deal was found by Cheapflights users on 8/6. 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.
Thu 9/114:55 pmSJU - PIT
1 stop6h 51mUnited Airlines
Mon 9/156:00 amPIT - SJU
1 stop7h 45mUnited Airlines
Deal found 8/6$189
This Delta deal was found by Cheapflights users on 8/6. 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.
Thu 9/111:32 pmSJU - PIT
1 stop8h 04mDelta
Wed 9/177:05 amPIT - SJU
1 stop9h 15mDelta
Deal found 8/6$205
This American Airlines deal was found by Cheapflights users on 8/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/296:00 amSJU - PIT
1 stop17h 13mAmerican Airlines
Mon 9/18:00 amPIT - SJU
1 stop14h 49mAmerican Airlines
Deal found 8/4$210
This United Airlines deal was found by Cheapflights users on 8/6. 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 9/261:30 pmSJU - PIT
1 stop7h 45mUnited Airlines
Sun 9/286:15 amPIT - SJU
1 stop6h 19mUnited Airlines
Deal found 8/6$213
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/77:00 amSJU - PIT
1 stop10h 37mDelta
Sat 11/1511:49 amPIT - SJU
1 stop11h 01mDelta
Deal found 8/4$220
This Southwest deal was found by Cheapflights users on 8/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/137:45 amSJU - PIT
2 stops12h 45mSouthwest
Tue 9/164:15 pmPIT - SJU
1 stop6h 15mSouthwest
Deal found 8/6$228
This Booking.com deal was found by Cheapflights users on 8/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2012:10 pmMBJ - PIT
2 stops20h 20mSpirit Airlines
Sat 9/276:30 amPIT - MBJ
1 stop5h 35mSpirit Airlines
Deal found 8/4$315
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Sat 9/203:19 pmPUJ - PIT
1 stop8h 04mSpirit Airlines
Sat 9/276:30 amPIT - PUJ
1 stop7h 44mSpirit Airlines
Deal found 8/6$324
This American Airlines deal was found by Cheapflights users on 8/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/203:54 pmMBJ - PIT
2 stops16h 50mAmerican Airlines
Sat 9/275:23 pmPIT - MBJ
2 stops18h 07mAmerican Airlines
Deal found 8/4$361
This Mytrip deal was found by Cheapflights users on 8/4. 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.
Sat 9/202:50 pmMBJ - PIT
1 stop7h 33mMultiple Airlines
Sat 9/276:30 amPIT - MBJ
1 stop5h 35mMultiple Airlines
Deal found 8/4$364

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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 August 6, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Pittsburgh that are best for you.

Fly from

Caribbean Islands

Fly to

Pittsburgh

Route

Depart

Return

Price

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Thu 10/2

3:50 pm-12:05 am

1 stop8h 15m

Pittsburgh

Mon 10/6

12:24 pm-11:59 pm

1 stop11h 35m

$175

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Sat 9/20

1:40 pm-10:48 pm

1 stop9h 08m

Pittsburgh

Sat 9/27

10:03 am-11:37 pm

2 stops13h 34m

$176

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Thu 9/11

4:55 pm-11:46 pm

1 stop6h 51m

Pittsburgh

Mon 9/15

6:00 am-1:45 pm

1 stop7h 45m

$189

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Thu 9/11

1:32 pm-9:36 pm

1 stop8h 04m

Pittsburgh

Wed 9/17

7:05 am-4:20 pm

1 stop9h 15m

$205

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Fri 8/29

6:00 am-11:13 pm

1 stop17h 13m

Pittsburgh

Mon 9/1

8:00 am-10:49 pm

1 stop14h 49m

$210

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Fri 9/26

1:30 pm-9:15 pm

1 stop7h 45m

Pittsburgh

Sun 9/28

6:15 am-12:34 pm

1 stop6h 19m

$213

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Sat 9/13

7:45 am-8:30 pm

2 stops12h 45m

Pittsburgh

Tue 9/16

4:15 pm-10:30 pm

1 stop6h 15m

$228

Montego BayPittsburgh

MBJ - PIT

MBJPIT

Montego Bay Sangster Intl

Sat 9/20

12:10 pm-9:30 am

2 stops20h 20m

Pittsburgh

Sat 9/27

6:30 am-11:05 am

1 stop5h 35m

$315

Punta CanaPittsburgh

PUJ - PIT

PUJPIT

Punta Cana

Sat 9/20

3:19 pm-11:23 pm

1 stop8h 04m

Pittsburgh

Sat 9/27

6:30 am-2:14 pm

1 stop7h 44m

$324

Montego BayPittsburgh

MBJ - PIT

MBJPIT

Montego Bay Sangster Intl

Sat 9/20

3:54 pm-9:44 am

2 stops16h 50m

Pittsburgh

Sat 9/27

5:23 pm-10:30 am

2 stops18h 07m

$361

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/6

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

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

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

Currently, August is the cheapest month in which you can book a flight from Caribbean Islands to Pittsburgh (average of $262). Flying from Caribbean Islands 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 EPX to PIT?

Find hourly flight availability from Caribbean Islands 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 August 6, 2025.

When flying from Caribbean Islands 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 August 6, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Caribbean Islands to Pittsburgh. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,985 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,917 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.2
Good
2,915 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands 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 Islands?

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

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

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $88. Users have also found prices from $89 and $159 on American Airlines and Spirit Airlines, respectively.

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

    While some choose either Montego Bay Sangster Intl - Pittsburgh or Nassau Intl - Pittsburgh, San Juan Luis Munoz Marin Intl - Pittsburgh is the most popular route from Caribbean Islands to Pittsburgh.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Caribbean Islands to Pittsburgh (average of $262). Flying from Caribbean Islands 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 Islands to Pittsburgh

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Caribbean Islands to Pittsburgh

Discover the top 5 airlines that operate flights from Caribbean Islands 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 August 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$142Average$344FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$164Average$268FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$225Average$462FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$541FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$282Average$425FlexibilityNo cancel feeOn-time71%

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