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$75+ 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 11/21. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PIT
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 November 3, 2025.

Round-trip from

$219
(Priceline)

One-way from

$75
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$365
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. 9% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 3, 2025.

This Priceline deal was found by Cheapflights users on 11/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/44:10 amSJU - PIT
1 stop6h 48mMultiple Airlines
Sun 12/73:10 pmPIT - SJU
1 stop8h 39mMultiple Airlines
Deal found 11/3$204
This Priceline deal was found by Cheapflights users on 11/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/192:25 amSJU - PIT
1 stop13h 17mMultiple Airlines
Mon 11/249:14 amPIT - SJU
1 stop10h 13mMultiple Airlines
Deal found 11/2$219
This Priceline deal was found by Cheapflights users on 11/1. 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 11/152:11 amSJU - PIT
1 stop12h 42mFrontier
Thu 11/203:47 pmPIT - SJU
1 stop8h 08mFrontier
Deal found 11/1$222
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Tue 12/236:00 amSJU - PIT
1 stop17h 42mMultiple Airlines
Sun 1/410:53 amPIT - SJU
1 stop24h 36mMultiple Airlines
Deal found 11/3$229
This American Airlines deal was found by Cheapflights users on 11/3. 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 12/54:50 pmSJU - PIT
1 stop6h 40mAmerican Airlines
Mon 12/83:04 pmPIT - SJU
1 stop6h 05mAmerican Airlines
Deal found 11/3$240
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Tue 12/236:00 amSJU - PIT
1 stop17h 42mMultiple Airlines
Mon 1/57:55 pmPIT - SJU
1 stop18h 49mMultiple Airlines
Deal found 11/3$255
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Tue 12/236:00 amSJU - PIT
1 stop17h 42mMultiple Airlines
Thu 1/110:53 amPIT - SJU
1 stop24h 26mMultiple Airlines
Deal found 11/3$266
This Delta deal was found by Cheapflights users on 11/1. 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 11/86:43 pmSJU - PIT
1 stop6h 49mDelta
Sat 11/151:50 pmPIT - SJU
1 stop8h 23mDelta
Deal found 11/1$268
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Tue 12/236:00 amSJU - PIT
1 stop17h 42mMultiple Airlines
Fri 1/23:09 pmPIT - SJU
2 stops10h 30mMultiple Airlines
Deal found 11/3$274
This JetBlue deal was found by Cheapflights users on 11/3. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:23 pmSJU - PIT
1 stop6h 33mJetBlue
Thu 1/17:00 amPIT - SJU
1 stop10h 15mJetBlue
Deal found 11/3$279
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/181:05 pmMBJ - PIT
1 stop20h 53mSpirit Airlines
Mon 1/510:53 amPIT - MBJ
1 stop25h 12mSpirit Airlines
Deal found 11/2$308
This United Airlines deal was found by Cheapflights users on 11/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/182:48 pmMBJ - PIT
1 stop19h 19mUnited Airlines
Mon 1/56:00 amPIT - MBJ
2 stops8h 37mUnited Airlines
Deal found 11/2$320

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 November 3, 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

Wed 12/24

4:48 pm-10:36 pm

1 stop6h 48m

Pittsburgh

Mon 1/5

6:00 am-2:10 pm

1 stop7h 10m

$240

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Wed 12/24

5:23 pm-10:56 pm

1 stop6h 33m

Pittsburgh

Thu 1/1

7:00 am-6:15 pm

1 stop10h 15m

$279

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Thu 12/25

2:21 pm-11:57 pm

1 stop10h 36m

Pittsburgh

Thu 1/1

7:00 am-6:15 pm

1 stop10h 15m

$280

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Wed 12/24

4:48 pm-10:36 pm

1 stop6h 48m

Pittsburgh

Sun 1/4

4:55 pm-2:27 am

1 stop8h 32m

$284

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Thu 12/25

4:48 pm-10:36 pm

1 stop6h 48m

Pittsburgh

Sun 1/4

4:55 pm-2:27 am

1 stop8h 32m

$299

Montego BayPittsburgh

MBJ - PIT

MBJPIT

Montego Bay Sangster Intl

Thu 12/18

1:05 pm-9:58 am

1 stop20h 53m

Pittsburgh

Mon 1/5

10:53 am-12:05 pm

1 stop25h 12m

$308

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Fri 11/7

3:22 pm-11:03 pm

1 stop8h 41m

Pittsburgh

Sun 11/16

6:00 am-2:17 pm

1 stop7h 17m

$309

San JuanPittsburgh

SJU - PIT

SJUPIT

San Juan Luis Munoz Marin Intl

Thu 11/6

2:11 am-1:53 pm

1 stop12h 42m

Pittsburgh

Sun 11/16

6:45 pm-2:54 am

1 stop7h 09m

$316

Montego BayPittsburgh

MBJ - PIT

MBJPIT

Montego Bay Sangster Intl

Thu 12/18

2:48 pm-10:07 am

1 stop19h 19m

Pittsburgh

Mon 1/5

6:00 am-2:37 pm

2 stops8h 37m

$320

OranjestadPittsburgh

AUA - PIT

AUAPIT

Oranjestad Reina Beatrix

Fri 11/14

5:55 pm-9:28 am

2 stops16h 33m

Pittsburgh

Sun 11/30

10:01 pm-12:39 pm

2 stops13h 38m

$320

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

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, August is the cheapest month in which you can book a flight from Caribbean to Pittsburgh (average of $143). Flying from Caribbean to Pittsburgh in December is currently the most expensive (average of $299). 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 November 3, 2025.

It’s optimal to fly from Caribbean to Pittsburgh in the evening. By choosing this option you can save up to 18% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Caribbean to Pittsburgh?

Use this chart to determine the cheapest time to fly round-trip from Caribbean to Pittsburgh. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Caribbean to Pittsburgh flight should consider departing on Tuesday at noon when fares are most often at their lowest. Thursday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 3, 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
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

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
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

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
7.9
Good
8,002 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

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
8,997 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

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
11,038 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

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
8,115 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

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, JetBlue, and Spirit Airlines fly from Caribbean to Pittsburgh in about 6h 33m. The time it takes to get you to your destination can typically vary by up to 14h 20m. 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?

    $84 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $113 and $113, 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 Nassau Intl - 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 $143). Flying from Caribbean to Pittsburgh in December is currently the most expensive (average of $299). 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$142Average$338FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$190Average$358FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$225Average$419FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$225Average$461FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$274Average$456FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$281Average$333FlexibilityNo cancel feeOn-time65%

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