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$80+ Cheap flights from Pittsburgh (PIT) to Caribbean

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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Pittsburgh to Caribbean

Keep the following information in mind while searching for Pittsburgh to Caribbean flight deals. Data was last updated February 20, 2025.

Round-trip from

$214
(Mytrip)

One-way from

$80
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$407
From Pittsburgh to Caribbean
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One-way flight from Pittsburgh to Caribbean
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 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 Pittsburgh to Caribbean

Cheapest flights from Pittsburgh to Caribbean
Explore the most affordable flight options available from Pittsburgh to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

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.
Wed 3/56:30 amPIT - SJU
2 stops19h 53mSpirit Airlines
Tue 3/113:38 amSJU - PIT
2 stops20h 54mSpirit Airlines
Deal found 2/20$214
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/152:45 pmPIT - SJU
1 stop11h 05mMultiple Airlines
Sat 5/172:06 amSJU - PIT
1 stop21h 49mMultiple Airlines
Deal found 2/19$219
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.
Sun 3/28:52 pmPIT - SJU
1 stop11h 43mFrontier
Thu 3/610:35 pmSJU - PIT
1 stop11h 11mFrontier
Deal found 2/20$231
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/46:12 pmPIT - STT
1 stop15h 49mSpirit Airlines
Sat 3/812:11 pmSTT - PIT
2 stops21h 14mSpirit Airlines
Deal found 2/19$241
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2612:51 pmPIT - SJU
1 stop9h 55mDelta
Tue 3/47:00 amSJU - PIT
1 stop11h 05mDelta
Deal found 2/19$275
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/236:29 pmPIT - STX
2 stops19h 46mAmerican Airlines
Wed 4/304:55 pmSTX - PIT
2 stops19h 07mAmerican Airlines
Deal found 2/19$289
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/276:00 amPIT - STT
1 stop7h 55mDelta
Sat 8/302:58 pmSTT - PIT
1 stop7h 36mDelta
Deal found 2/19$289
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/261:01 pmPIT - SJU
2 stops8h 34mAmerican Airlines
Tue 3/48:15 amSJU - PIT
2 stops9h 09mAmerican Airlines
Deal found 2/19$300
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/76:30 amPIT - MBJ
1 stop6h 11mSpirit Airlines
Sun 5/1112:46 pmMBJ - PIT
1 stop10h 18mSpirit Airlines
Deal found 2/19$300
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.
Tue 4/11:15 pmPIT - SJU
2 stops10h 39mUnited Airlines
Mon 4/71:05 amSJU - PIT
2 stops12h 09mUnited Airlines
Deal found 2/20$313
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.
Thu 3/66:14 pmPIT - STX
1 stop20h 15mSpirit Airlines
Mon 3/101:18 pmSTX - PIT
1 stop11h 13mSpirit Airlines
Deal found 2/19$314
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/96:14 pmPIT - SXM
1 stop19h 14mSpirit Airlines
Fri 3/142:33 pmSXM - PIT
1 stop9h 58mSpirit Airlines
Deal found 2/19$321

Find flights from Pittsburgh to Caribbean within your budget

Customize your flight search to find flights from Pittsburgh to Caribbean 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 20, 2025.

Fly from

Pittsburgh

Fly to

Caribbean

Route

Depart

Return

Price

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sun 4/27

7:10 am-6:44 pm

1 stop11h 34m

San Juan Luis Munoz Marin Intl

Tue 4/29

2:26 am-8:11 pm

2 stops17h 45m

$213

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Thu 5/15

2:45 pm-1:50 am

1 stop11h 05m

San Juan Luis Munoz Marin Intl

Sat 5/17

2:06 am-11:55 pm

1 stop21h 49m

$219

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sun 3/2

8:52 pm-9:35 am

1 stop11h 43m

San Juan Luis Munoz Marin Intl

Thu 3/6

10:35 pm-8:46 am

1 stop11h 11m

$231

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Tue 3/4

6:12 pm-11:01 am

1 stop15h 49m

Saint Thomas Island Cyril E King

Sat 3/8

12:11 pm-8:25 am

2 stops21h 14m

$241

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 2/26

2:06 pm-12:36 am

2 stops9h 30m

San Juan Luis Munoz Marin Intl

Tue 3/4

2:05 am-1:09 pm

2 stops12h 04m

$275

PittsburghChristiansted

PIT - STX

PITSTX

Pittsburgh

Wed 4/23

6:29 pm-2:15 pm

2 stops19h 46m

Christiansted Henry Rohlsen

Wed 4/30

4:55 pm-12:02 pm

2 stops19h 07m

$289

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sun 3/2

10:56 am-9:06 pm

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Fri 3/7

2:11 pm-10:19 pm

1 stop9h 08m

$295

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 2/26

1:01 pm-10:35 pm

2 stops8h 34m

San Juan Luis Munoz Marin Intl

Tue 3/4

8:15 am-4:24 pm

2 stops9h 09m

$300

PittsburghMontego Bay

PIT - MBJ

PITMBJ

Pittsburgh

Wed 5/7

6:30 am-11:41 am

1 stop6h 11m

Montego Bay Sangster Intl

Sun 5/11

12:46 pm-12:04 am

1 stop10h 18m

$300

PittsburghChristiansted

PIT - STX

PITSTX

Pittsburgh

Thu 3/6

6:14 pm-3:29 pm

1 stop20h 15m

Christiansted Henry Rohlsen

Mon 3/10

1:18 pm-12:31 am

1 stop11h 13m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 55 results
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Best time to book a flight from Pittsburgh to Caribbean

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

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

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

Currently, September is the cheapest month in which you can book a flight from Pittsburgh to Caribbean (average of $254). Flying from Pittsburgh to Caribbean in March is currently the most expensive (average of $363). 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 PIT to CB?

Find hourly flight availability from Pittsburgh to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

When flying from Pittsburgh to Caribbean, 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 Caribbean by month

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

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated February 20, 2025.
Alaska Airlines
8.0
Very good
9,692 reviews

Overall

8.0

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,692 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Overall

8.0

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,220 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Overall

8.0

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Copa Airlines
7.6
Good
1,510 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Overall

8.0

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

JetBlue
7.4
Good
3,070 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Overall

8.0

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,766 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Overall

8.0

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Pittsburgh to Caribbean. 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 from for flights from Pittsburgh to Caribbean?

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

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $80. However, be on the lookout for offers from Frontier and American Airlines, as they are both options that can get you from Pittsburgh to Caribbean for a low price.

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

    When deciding which route to take from Pittsburgh to Caribbean consider Pittsburgh - San Juan Luis Munoz Marin Intl, Pittsburgh - Punta Cana or Pittsburgh - Oranjestad Reina Beatrix as they are the most popular.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Pittsburgh to Caribbean (average of $254). Flying from Pittsburgh to Caribbean in March is currently the most expensive (average of $363). 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

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Alternative routes for Pittsburgh to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Pittsburgh to Caribbean

Discover the top 8 airlines that operate flights from Pittsburgh to Caribbean. 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 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$109Average$287FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$153Average$373FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$238Average$603FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$272Average$565FlexibilityNo cancel feeOn-time69%
DeltaCheapest$273Average$515FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$290Average$558FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$306Average$666FlexibilityNo cancel feeOn-time63%
Air CanadaCheapest$446Average$565FlexibilityNo cancel feeOn-time67%
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