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Caribbean Islands

$76+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SJU
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from Pittsburgh to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Pittsburgh (PIT) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Round-trip from

$147
(Cheapflightsfares)

One-way from

$76
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$378
From Pittsburgh to Caribbean Islands
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One-way flight from Pittsburgh to Caribbean Islands
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Highest demand for flights based on searches. 9% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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.
Mon 3/36:19 pmPIT - STT
1 stop15h 27mSpirit Airlines
Wed 3/1211:11 amSTT - PIT
1 stop7h 06mSpirit Airlines
Deal found 1/30$147
This Mytrip deal was found by Cheapflights users on 1/29. 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 2/2212:49 pmPIT - STT
2 stops20h 57mMultiple Airlines
Thu 2/2711:41 amSTT - PIT
3 stops21h 59mMultiple Airlines
Deal found 1/29$268
This American Airlines deal was found by Cheapflights users on 1/29. 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 2/55:50 amPIT - SJU
1 stop17h 08mAmerican Airlines
Wed 2/126:15 amSJU - PIT
1 stop17h 36mAmerican Airlines
Deal found 1/29$271
This CheapOair deal was found by Cheapflights users on 1/29. 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 2/116:27 pmPIT - SJU
1 stop27h 55mSpirit Airlines
Sat 2/159:34 pmSJU - PIT
1 stop13h 28mSpirit Airlines
Deal found 1/29$273
This Delta deal was found by Cheapflights users on 1/30. 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 4/227:20 amPIT - SJU
1 stop10h 08mDelta
Mon 4/286:15 amSJU - PIT
1 stop7h 29mDelta
Deal found 1/30$275
This CheapOair deal was found by Cheapflights users on 1/29. 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 4/92:20 pmPIT - SJU
1 stop9h 34mMultiple Airlines
Mon 4/145:45 pmSJU - PIT
1 stop15h 04mMultiple Airlines
Deal found 1/29$276
This JetBlue Airways deal was found by Cheapflights users on 1/30. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/254:07 pmPIT - SJU
1 stop7h 52mJetBlue
Mon 3/33:26 amSJU - PIT
1 stop8h 08mJetBlue
Deal found 1/30$290
This Gotogate deal was found by Cheapflights users on 1/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/38:40 amPIT - MBJ
1 stop5h 03mSpirit Airlines
Thu 3/61:07 pmMBJ - PIT
1 stop11h 24mSpirit Airlines
Deal found 1/30$293
This Mytrip deal was found by Cheapflights users on 1/30. 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.
Mon 3/39:17 pmPIT - MBJ
2 stops16h 26mMultiple Airlines
Thu 3/61:07 pmMBJ - PIT
1 stop11h 24mMultiple Airlines
Deal found 1/30$310
This Trip.com deal was found by Cheapflights users on 1/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/288:36 pmPIT - SJU
2 stops23h 40mFrontier
Sun 3/99:35 pmSJU - PIT
1 stop11h 11mFrontier
Deal found 1/29$344
This Southwest deal was found by Cheapflights users on 1/28. 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.
Wed 4/96:30 amPIT - SJU
1 stop9h 05mSouthwest
Wed 4/166:05 amSJU - PIT
1 stop6h 10mSouthwest
Deal found 1/28$352
This American Airlines deal was found by Cheapflights users on 1/30. 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 9/126:00 amPIT - STT
2 stops10h 30mAmerican Airlines
Mon 9/151:50 pmSTT - PIT
2 stops19h 48mAmerican Airlines
Deal found 1/30$359

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Mon 3/3

6:19 pm-10:46 am

1 stop15h 27m

Saint Thomas Island Cyril E King

Wed 3/12

11:11 am-6:17 pm

1 stop7h 06m

$147

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 2/22

12:49 pm-10:46 am

2 stops20h 57m

Saint Thomas Island Cyril E King

Thu 2/27

11:41 am-8:40 am

3 stops21h 59m

$268

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Fri 2/28

4:25 pm-9:43 am

3 stops40h 18m

San Juan Luis Munoz Marin Intl

Fri 3/7

4:38 am-12:31 am

2 stops20h 53m

$271

PittsburghMontego Bay

PIT - MBJ

PITMBJ

Pittsburgh

Tue 3/11

6:45 am-11:02 am

1 stop5h 17m

Montego Bay Sangster Intl

Mon 3/17

12:07 pm-12:31 am

1 stop11h 24m

$272

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 4/22

7:20 am-5:28 pm

1 stop10h 08m

San Juan Luis Munoz Marin Intl

Mon 4/28

6:15 am-1:44 pm

1 stop7h 29m

$275

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 4/9

2:20 pm-11:54 pm

1 stop9h 34m

San Juan Luis Munoz Marin Intl

Mon 4/14

5:45 pm-8:49 am

1 stop15h 04m

$276

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 2/25

4:07 pm-12:59 am

1 stop7h 52m

San Juan Luis Munoz Marin Intl

Mon 3/3

3:26 am-10:34 am

1 stop8h 08m

$290

PittsburghMontego Bay

PIT - MBJ

PITMBJ

Pittsburgh

Mon 3/3

9:17 pm-1:43 pm

2 stops16h 26m

Montego Bay Sangster Intl

Thu 3/6

1:07 pm-12:31 am

1 stop11h 24m

$310

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 4/9

10:48 am-8:28 pm

2 stops9h 40m

San Juan Luis Munoz Marin Intl

Tue 4/15

5:30 am-8:47 pm

1 stop15h 17m

$322

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Fri 2/28

8:36 pm-9:16 pm

2 stops23h 40m

San Juan Luis Munoz Marin Intl

Sun 3/9

9:35 pm-8:46 am

1 stop11h 11m

$344

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 60 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 $372). 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 January 30, 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 January 30, 2025.
Read through reviews of airlines operating flights from Pittsburgh to Caribbean Islands, such as Southwest, Delta and Alaska Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,585 reviews

Crew

8.7

Food

7.1

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Crew

8.7

Food

7.1

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,454 reviews
Southwest
8.1
Very good
4,585 reviews

Crew

8.7

Food

7.1

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,688 reviews
Southwest
8.1
Very good
4,585 reviews

Crew

8.7

Food

7.1

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Copa Airlines
7.6
Good
1,617 reviews
Southwest
8.1
Very good
4,585 reviews

Crew

8.7

Food

7.1

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

LATAM Airlines
7.5
Good
1,838 reviews
Southwest
8.1
Very good
4,585 reviews

Crew

8.7

Food

7.1

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $76 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $89 and American Airlines from $134 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 $372). 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 7 airlines flying from Pittsburgh to Caribbean Islands

Discover the top 7 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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$109Average$288FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$158Average$379FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$238Average$540FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$272Average$568FlexibilityNo cancel feeOn-time69%
DeltaCheapest$273Average$503FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$290Average$563FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$306Average$664FlexibilityNo cancel feeOn-time63%
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