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Caribbean Islands

$72+ Cheap flights from Pittsburgh (PIT) to Caribbean Islands

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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SJU
Mar 11 — Mar 181
Tue 3/11
Tue 3/18
1 adult, Economy
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Cheap flight deals from Pittsburgh to Caribbean Islands

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

Round-trip from

$206
(Cheapflightsfares)

One-way from

$72
(Priceline)

Popular in

December

Cheapest in

September

Average price

$449
From Pittsburgh to Caribbean Islands
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One-way flight from Pittsburgh to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($50 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 March 2025
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Find flight deals from Pittsburgh to Caribbean Islands

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

This Cheapflightsfares deal was found by Cheapflights users on 3/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2910:09 amPIT - SJU
1 stop15h 43mSpirit Airlines
Fri 4/45:39 pmSJU - PIT
1 stop6h 47mSpirit Airlines
Deal found 3/5$206
This Booking.com deal was found by Cheapflights users on 3/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2910:09 amPIT - SJU
1 stop15h 43mMultiple Airlines
Thu 4/312:59 amSJU - PIT
1 stop12h 21mMultiple Airlines
Deal found 3/5$210
This American Airlines deal was found by Cheapflights users on 3/4. 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 4/2611:07 amPIT - SJU
2 stops9h 21mAmerican Airlines
Fri 5/21:45 pmSJU - PIT
1 stop9h 02mAmerican Airlines
Deal found 3/4$215
This CheapOair deal was found by Cheapflights users on 3/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/196:14 pmPIT - SJU
1 stop8h 37mFrontier
Wed 5/2112:59 amSJU - PIT
1 stop14h 02mFrontier
Deal found 3/5$219
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Sun 4/276:29 pmPIT - STX
2 stops21h 02mAmerican Airlines
Mon 5/54:55 pmSTX - PIT
2 stops19h 10mAmerican Airlines
Deal found 3/5$239
This Priceline deal was found by Cheapflights users on 3/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/166:30 amPIT - STX
1 stop9h 48mSpirit Airlines
Wed 5/215:13 pmSTX - PIT
1 stop6h 51mSpirit Airlines
Deal found 3/5$249
This CheapOair deal was found by Cheapflights users on 3/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/154:52 pmPIT - STT
1 stop17h 08mSpirit Airlines
Wed 4/2311:05 amSTT - PIT
1 stop28h 42mSpirit Airlines
Deal found 3/5$278
This Mytrip deal was found by Cheapflights users on 3/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/296:14 pmPIT - MBJ
1 stop17h 48mSpirit Airlines
Sat 4/512:07 pmMBJ - PIT
1 stop11h 19mSpirit Airlines
Deal found 3/5$288
This Cheapflightsfares deal was found by Cheapflights users on 3/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/18:18 amPIT - AUA
1 stop6h 27mSpirit Airlines
Tue 4/83:50 pmAUA - PIT
1 stop8h 36mSpirit Airlines
Deal found 3/4$289
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Fri 9/127:42 pmPIT - STT
2 stops18h 53mAmerican Airlines
Mon 9/155:20 pmSTT - PIT
2 stops18h 32mAmerican Airlines
Deal found 3/5$289
This United Airlines deal was found by Cheapflights users on 3/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/224:15 pmPIT - SJU
1 stop7h 42mUnited Airlines
Sun 9/281:05 amSJU - PIT
2 stops8h 31mUnited Airlines
Deal found 3/5$299
This Delta deal was found by Cheapflights users on 3/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/185:00 pmPIT - SJU
1 stop6h 15mDelta
Tue 3/257:45 amSJU - PIT
1 stop8h 35mDelta
Deal found 3/5$300

Find flights from Pittsburgh to Caribbean Islands within your budget

Customize your flight search to find flights from Pittsburgh to Caribbean Islands 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 6, 2025.

Fly from

Pittsburgh

Fly to

Caribbean Islands

Route

Depart

Return

Price

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 3/29

10:09 am-1:52 am

1 stop15h 43m

San Juan Luis Munoz Marin Intl

Fri 4/4

5:39 pm-12:26 am

1 stop6h 47m

$206

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 3/29

10:09 am-1:52 am

1 stop15h 43m

San Juan Luis Munoz Marin Intl

Thu 4/3

12:59 am-1:20 pm

1 stop12h 21m

$210

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 4/26

11:07 am-8:28 pm

2 stops9h 21m

San Juan Luis Munoz Marin Intl

Fri 5/2

1:45 pm-10:47 pm

1 stop9h 02m

$215

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 5/19

6:14 pm-2:51 am

1 stop8h 37m

San Juan Luis Munoz Marin Intl

Wed 5/21

12:59 am-3:01 pm

1 stop14h 02m

$219

PittsburghChristiansted

PIT - STX

PITSTX

Pittsburgh

Sun 4/27

6:29 pm-3:31 pm

2 stops21h 02m

Christiansted Henry Rohlsen

Mon 5/5

4:55 pm-12:05 pm

2 stops19h 10m

$239

PittsburghChristiansted

PIT - STX

PITSTX

Pittsburgh

Fri 5/16

6:30 am-4:18 pm

1 stop9h 48m

Christiansted Henry Rohlsen

Wed 5/21

5:13 pm-12:04 am

1 stop6h 51m

$249

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Tue 4/15

4:52 pm-10:00 am

1 stop17h 08m

Saint Thomas Island Cyril E King

Wed 4/23

11:05 am-3:47 pm

1 stop28h 42m

$278

PittsburghMontego Bay

PIT - MBJ

PITMBJ

Pittsburgh

Sat 3/29

6:14 pm-11:02 am

1 stop17h 48m

Montego Bay Sangster Intl

Sat 4/5

12:07 pm-12:26 am

1 stop11h 19m

$288

PittsburghOranjestad

PIT - AUA

PITAUA

Pittsburgh

Tue 4/1

8:18 am-2:45 pm

1 stop6h 27m

Oranjestad Reina Beatrix

Tue 4/8

3:50 pm-12:26 am

1 stop8h 36m

$289

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 3/18

5:00 pm-11:15 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Tue 3/25

7:45 am-4:20 pm

1 stop8h 35m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/5

Showing 1-10 of 56 results
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Best time to book a flight from Pittsburgh to Caribbean Islands

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

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

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

Currently, September is the cheapest month in which you can book a flight from Pittsburgh to Caribbean Islands (average of $254). Flying from Pittsburgh to Caribbean Islands in March is currently the most expensive (average of $353). 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 EPX?

Find hourly flight availability from Pittsburgh to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 6, 2025.

When flying from Pittsburgh to Caribbean Islands, 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 Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated March 6, 2025.
Read through reviews of airlines operating flights from Pittsburgh to Caribbean Islands, such as Southwest, Alaska Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,321 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.1

Entertainment

7.6

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
4,321 reviews
Southwest
8.1
Very good
4,321 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.1

Entertainment

7.6

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
9,708 reviews
Southwest
8.1
Very good
4,321 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.1

Entertainment

7.6

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
8,044 reviews
Southwest
8.1
Very good
4,321 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.1

Entertainment

7.6

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.

Copa Airlines
7.6
Good
1,448 reviews
Southwest
8.1
Very good
4,321 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.1

Entertainment

7.6

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.

LATAM Airlines
7.5
Good
1,758 reviews
Southwest
8.1
Very good
4,321 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.1

Entertainment

7.6

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 Pittsburgh to Caribbean Islands. 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 Islands?

    Located just 13.5 mi from the city center, Pittsburgh (PIT) is the airport most travelers will use when flying to Caribbean Islands from Pittsburgh.

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

    One-way options have recently been found by users for as low as $72 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $84 and United Airlines from $119 one-way.

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

    While some choose either Pittsburgh - Punta Cana or Pittsburgh - Oranjestad Reina Beatrix, Pittsburgh - San Juan Luis Munoz Marin Intl is the most popular route from Pittsburgh to Caribbean Islands.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Pittsburgh to Caribbean Islands (average of $254). Flying from Pittsburgh to Caribbean Islands in March is currently the most expensive (average of $353). 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 Islands

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 Islands

Discover the top 8 airlines that operate flights from Pittsburgh to Caribbean Islands. 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 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$109Average$287FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$150Average$375FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$238Average$584FlexibilityNo cancel feeOn-time62%
DeltaCheapest$273Average$506FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$277Average$575FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$289Average$556FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$306Average$644FlexibilityNo cancel feeOn-time63%
Air CanadaCheapest$446Average$565FlexibilityNo cancel feeOn-time67%
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