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$108+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PIT
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
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 March 28, 2025.

Round-trip from

$215
(United Airlines)

One-way from

$108
(Delta)

Popular in

January

Cheapest in

September

Average price

$389
From Caribbean to Pittsburgh
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One-way flight from Caribbean to Pittsburgh
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($47 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 March 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 March 28, 2025.

This United Airlines deal was found by Cheapflights users on 3/27. 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.
Thu 9/111:05 amSJU - PIT
2 stops12h 00mUnited Airlines
Mon 9/156:15 amPIT - SJU
1 stop9h 27mUnited Airlines
Deal found 3/27$215
This Mytrip deal was found by Cheapflights users on 3/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2212:54 amSJU - PIT
2 stops31h 55mSpirit Airlines
Sun 4/274:52 pmPIT - SJU
2 stops30h 47mSpirit Airlines
Deal found 3/26$222
This Delta deal was found by Cheapflights users on 3/26. 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.
Tue 6/177:00 amSJU - PIT
1 stop9h 50mDelta
Mon 6/306:30 amPIT - SJU
1 stop6h 55mDelta
Deal found 3/26$255
This American Airlines deal was found by Cheapflights users on 3/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/186:05 amSJU - PIT
1 stop12h 16mAmerican Airlines
Sun 4/276:52 pmPIT - SJU
1 stop16h 07mAmerican Airlines
Deal found 3/26$295
This CheapOair deal was found by Cheapflights users on 3/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/912:59 amSJU - PIT
1 stop13h 53mFrontier
Sun 4/139:23 pmPIT - SJU
1 stop21h 05mFrontier
Deal found 3/27$298
This Southwest deal was found by Cheapflights users on 3/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/122:40 pmSJU - PIT
1 stop7h 35mSouthwest
Mon 9/151:30 pmPIT - SJU
2 stops10h 00mSouthwest
Deal found 3/27$310
This Priceline deal was found by Cheapflights users on 3/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/101:34 pmKIN - PIT
1 stop8h 45mSpirit Airlines
Sat 5/177:00 amPIT - KIN
1 stop6h 29mSpirit Airlines
Deal found 3/26$319
This United Airlines deal was found by Cheapflights users on 3/26. 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.
Mon 3/3112:15 amBQN - PIT
2 stops9h 27mUnited Airlines
Mon 4/710:23 amPIT - BQN
2 stops12h 46mUnited Airlines
Deal found 3/26$332
This CheapOair deal was found by Cheapflights users on 3/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1712:59 amSJU - PIT
1 stop13h 01mMultiple Airlines
Sun 4/277:00 amPIT - SJU
1 stop10h 33mMultiple Airlines
Deal found 3/27$360
This United Airlines deal was found by Cheapflights users on 3/27. 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.
Mon 6/305:00 pmNAS - PIT
2 stops20h 14mUnited Airlines
Sat 7/55:51 pmPIT - NAS
2 stops22h 07mUnited Airlines
Deal found 3/27$376
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Fri 5/167:45 amNAS - PIT
1 stop10h 32mAmerican Airlines
Sat 5/177:07 pmPIT - NAS
1 stop14h 33mAmerican Airlines
Deal found 3/27$390
This Booking.com deal was found by Cheapflights users on 3/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/101:34 pmKIN - PIT
1 stop8h 45mMultiple Airlines
Sat 5/173:20 pmPIT - KIN
2 stops46h 15mMultiple Airlines
Deal found 3/26$395

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 March 28, 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

Thu 9/11

1:05 am-1:05 pm

2 stops12h 00m

Pittsburgh

Mon 9/15

6:15 am-3:42 pm

1 stop9h 27m

$215

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Tue 4/22

12:54 am-8:49 am

2 stops31h 55m

Pittsburgh

Sun 4/27

4:52 pm-11:39 pm

2 stops30h 47m

$222

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Tue 6/17

7:00 am-4:50 pm

1 stop9h 50m

Pittsburgh

Mon 6/30

6:30 am-1:25 pm

1 stop6h 55m

$255

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Fri 4/18

6:05 am-6:21 pm

1 stop12h 16m

Pittsburgh

Sun 4/27

6:52 pm-10:59 am

1 stop16h 07m

$295

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Wed 4/9

12:59 am-2:52 pm

1 stop13h 53m

Pittsburgh

Sun 4/13

9:23 pm-6:28 pm

1 stop21h 05m

$298

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Fri 9/12

2:40 pm-10:15 pm

1 stop7h 35m

Pittsburgh

Mon 9/15

1:30 pm-11:30 pm

2 stops10h 00m

$310

KingstonPittsburgh

KIN - PIT

KINPIT

Kingston Norman Manley

Sat 5/10

1:34 pm-11:19 pm

1 stop8h 45m

Pittsburgh

Sat 5/17

7:00 am-12:29 pm

1 stop6h 29m

$319

AguadillaPittsburgh

BQN - PIT

BQNPIT

Aguadilla Borinquen

Wed 9/17

12:15 am-1:05 pm

2 stops12h 50m

Pittsburgh

Sun 9/21

6:15 am-11:09 pm

2 stops16h 54m

$340

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Thu 4/17

12:59 am-2:00 pm

1 stop13h 01m

Pittsburgh

Sun 4/27

7:00 am-5:33 pm

1 stop10h 33m

$360

NassauPittsburgh

NAS - PIT

NASPIT

Nassau Intl

Mon 6/30

5:00 pm-1:14 pm

2 stops20h 14m

Pittsburgh

Sat 7/5

5:51 pm-3:58 pm

2 stops22h 07m

$376

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Showing 1-10 of 40 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 March 28, 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.

Rainfall in Pittsburgh by month

Plan your trip to Pittsburgh by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Pittsburgh ranges from 2.3 - 4.3 inches per month. June is typically the wettest month, when rainfall can reach 4.3 in. October is typically the driest time to visit Pittsburgh when rainfall is around 2.3 in.

Temperature in Pittsburgh by month

Plan your trip to Pittsburgh by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Pittsburgh, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 28.4 F).

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 March 28, 2025.
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Alaska Airlines
8.0
Very good
9,798 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,896 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,603 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,923 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.

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

    $108 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Spirit Airlines and Frontier, with prices starting from $117 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, Santo Domingo Las Americas - Pittsburgh and Oranjestad Reina Beatrix - 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 Caribbean?

Book flights to Caribbean if you plan to visit one of these locations
Monroeville
Washington
Steubenville
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.
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Top 5 airlines flying from Caribbean to Pittsburgh

Discover the top 5 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$164Average$251FlexibilityNo cancel feeOn-time65%
DeltaCheapest$265Average$397FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$266Average$483FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$271Average$488FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$284Average$479FlexibilityNo cancel feeOn-time63%
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