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$96+ 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PIT
Feb 26 — Mar 51
Wed 2/26
Wed 3/5
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 February 21, 2025.

Round-trip from

$163
(Cheapflightsfares)

One-way from

$96
(Frontier)

Popular in

January

Cheapest in

September

Average price

$297
From Caribbean to Pittsburgh
Search Deals
One-way flight from Caribbean to Pittsburgh
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 21, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
Tue 3/255:39 pmSJU - PIT
1 stop6h 47mSpirit Airlines
Tue 4/18:18 amPIT - SJU
1 stop8h 16mSpirit Airlines
Deal found 2/20$163
This Frontier deal was found by Cheapflights users on 2/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1112:55 amSJU - PIT
1 stop13h 07mFrontier
Sat 4/193:02 pmPIT - SJU
1 stop8h 52mFrontier
Deal found 2/20$225
This Mytrip deal was found by Cheapflights users on 2/19. 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.
Fri 3/711:27 amSJU - PIT
3 stops22h 58mMultiple Airlines
Tue 3/1112:35 pmPIT - SJU
2 stops27h 59mMultiple Airlines
Deal found 2/19$249
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/296:21 amSJU - PIT
2 stops9h 56mAmerican Airlines
Mon 5/510:39 amPIT - SJU
1 stop12h 11mAmerican Airlines
Deal found 2/20$275
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 3/201:36 pmKIN - PIT
1 stop9h 50mSpirit Airlines
Wed 3/268:18 amPIT - KIN
1 stop29h 10mSpirit Airlines
Deal found 2/20$299
This Mytrip deal was found by Cheapflights users on 2/20. 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 3/272:59 pmSDQ - PIT
1 stop17h 47mFrontier
Mon 3/3112:04 pmPIT - SDQ
1 stop25h 40mFrontier
Deal found 2/20$313
This United Airlines deal was found by Cheapflights users on 2/20. 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 3/202:55 pmNAS - PIT
2 stops18h 46mUnited Airlines
Thu 3/277:00 amPIT - NAS
2 stops30h 33mUnited Airlines
Deal found 2/20$336
This Delta deal was found by Cheapflights users on 2/20. 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.
Sat 4/127:40 amSJU - PIT
1 stop8h 48mDelta
Sat 4/196:54 amPIT - SJU
1 stop9h 33mDelta
Deal found 2/20$352
This United Airlines deal was found by Cheapflights users on 2/20. 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
1 stop9h 21mUnited Airlines
Tue 9/167:05 amPIT - SJU
1 stop6h 40mUnited Airlines
Deal found 2/20$365
This JetBlue deal was found by Cheapflights users on 2/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2412:59 amSJU - PIT
1 stop9h 26mJetBlue
Tue 4/112:40 pmPIT - SJU
1 stop7h 55mJetBlue
Deal found 2/20$376
This United Airlines deal was found by Cheapflights users on 2/19. 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 6/1812:52 pmMBJ - PIT
2 stops19h 44mUnited Airlines
Sun 8/317:49 pmPIT - MBJ
2 stops16h 43mUnited Airlines
Deal found 2/19$381
This eDestinos deal was found by Cheapflights users on 2/20. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/225:17 pmPUJ - PIT
1 stop7h 09mSpirit Airlines
Sat 3/298:18 amPIT - PUJ
1 stop6h 24mSpirit Airlines
Deal found 2/20$383

Find flights from Caribbean to Pittsburgh within your budget

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 21, 2025.

Fly from

Caribbean

Fly to

Pittsburgh

Route

Depart

Return

Price

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Tue 3/25

5:39 pm-12:26 am

1 stop6h 47m

Pittsburgh

Tue 4/1

8:18 am-4:34 pm

1 stop8h 16m

$163

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Fri 4/11

12:55 am-2:02 pm

1 stop13h 07m

Pittsburgh

Sat 4/19

3:02 pm-11:54 pm

1 stop8h 52m

$225

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Fri 3/7

11:27 am-9:25 am

3 stops22h 58m

Pittsburgh

Tue 3/11

12:35 pm-4:34 pm

2 stops27h 59m

$249

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Tue 4/29

6:21 am-4:17 pm

2 stops9h 56m

Pittsburgh

Mon 5/5

10:39 am-10:50 pm

1 stop12h 11m

$275

KingstonPittsburgh

KIN - PIT

KINPIT

Kingston Norman Manley

Thu 3/20

1:36 pm-12:26 am

1 stop9h 50m

Pittsburgh

Wed 3/26

8:18 am-12:28 pm

1 stop29h 10m

$299

Santo DomingoPittsburgh

SDQ - PIT

SDQPIT

Santo Domingo Las Americas

Thu 3/27

2:59 pm-8:46 am

1 stop17h 47m

Pittsburgh

Mon 3/31

12:04 pm-1:44 pm

1 stop25h 40m

$313

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Sat 5/24

6:15 am-3:39 pm

1 stop9h 24m

Pittsburgh

Tue 5/27

1:00 pm-10:02 pm

1 stop9h 02m

$332

NassauPittsburgh

NAS - PIT

NASPIT

Nassau Intl

Thu 3/20

12:55 pm-8:24 pm

1 stop7h 29m

Pittsburgh

Thu 3/27

7:00 am-1:33 pm

2 stops30h 33m

$336

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Wed 3/12

7:10 am-8:40 pm

2 stops13h 30m

Pittsburgh

Tue 3/25

11:25 am-9:22 pm

2 stops9h 57m

$365

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Mon 3/24

12:59 am-10:25 am

1 stop9h 26m

Pittsburgh

Tue 4/1

12:40 pm-8:35 pm

1 stop7h 55m

$376

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 52 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.

Travel insights for flights from Caribbean to Pittsburgh

Get recent, data-driven insights about flights from Caribbean to Pittsburgh including ideal travel times, pricing trends, and more.

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 February 21, 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 February 21, 2025.
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,401 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Copa Airlines
7.6
Good
1,510 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,069 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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?

    $96 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Delta, with prices starting from $115 and $138, 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 Santiago de los Caballeros - 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 February 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$166Average$250FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$266Average$469FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$271Average$488FlexibilityNo cancel feeOn-time69%
DeltaCheapest$274Average$406FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$284Average$479FlexibilityNo cancel feeOn-time63%
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