HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$98+ 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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SJU
Dec 28 — Jan 41
Sat 12/28
Sat 1/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Pittsburgh to Caribbean Islands with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 December 23, 2024.

Round-trip from

$212
(CheapOair)

One-way from

$98
(Cheapflightsfares)
From Pittsburgh to Caribbean Islands
Search Deals
One-way flight from Pittsburgh to Caribbean Islands
Search Deals

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 December 23, 2024.

This American Airlines deal was found by Cheapflights users on 12/23. 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.
Mon 12/235:00 amPIT - SJU
1 stop6h 01mAmerican Airlines
Mon 12/306:20 amSJU - PIT
1 stop6h 36mAmerican Airlines
Deal found 12/23$326
This Delta deal was found by Cheapflights users on 12/21. 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 12/244:52 pmPIT - SJU
1 stop8h 26mDelta
Sat 12/287:30 amSJU - PIT
1 stop10h 44mDelta
Deal found 12/21$389
This United Airlines deal was found by Cheapflights users on 12/22. 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 12/237:10 amPIT - SJU
1 stop7h 28mUnited Airlines
Mon 12/304:52 pmSJU - PIT
1 stop7h 52mUnited Airlines
Deal found 12/22$474
This FlightHub deal was found by Cheapflights users on 12/22. 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.
Mon 12/238:38 pmPIT - STT
1 stop13h 01mSpirit Airlines
Mon 12/3011:44 amSTT - PIT
1 stop10h 48mSpirit Airlines
Deal found 12/22$597
This FlightHub deal was found by Cheapflights users on 12/22. 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.
Tue 12/315:15 amPIT - SJU
1 stop16h 15mSpirit Airlines
Mon 1/69:13 pmSJU - PIT
1 stop15h 17mSpirit Airlines
Deal found 12/22$610
This Mytrip deal was found by Cheapflights users on 12/22. 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 12/309:09 pmPIT - SJU
3 stops22h 13mMultiple Airlines
Mon 1/62:32 amSJU - PIT
2 stops20h 00mMultiple Airlines
Deal found 12/22$669
This Delta deal was found by Cheapflights users on 12/23. 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 12/256:00 amPIT - GCM
1 stop8h 32mDelta
Wed 1/13:47 pmGCM - PIT
1 stop6h 25mDelta
Deal found 12/23$704
This Delta deal was found by Cheapflights users on 12/22. 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 12/256:00 amPIT - PLS
1 stop6h 40mDelta
Sun 12/292:05 pmPLS - PIT
1 stop10h 30mDelta
Deal found 12/22$709
This Southwest deal was found by Cheapflights users on 12/22. 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.
Mon 12/239:30 pmPIT - SJU
1 stop12h 20mSouthwest
Mon 12/307:20 amSJU - PIT
2 stops9h 20mSouthwest
Deal found 12/22$710
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/245:00 amPIT - PLS
2 stops9h 40mAmerican Airlines
Mon 12/3011:45 amPLS - PIT
2 stops9h 26mAmerican Airlines
Deal found 12/22$763
This United Airlines deal was found by Cheapflights users on 12/22. 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 12/2310:35 amPIT - PLS
1 stop5h 30mUnited Airlines
Mon 12/305:11 pmPLS - PIT
2 stops17h 02mUnited Airlines
Deal found 12/22$798
This United deal was found by Cheapflights users on 12/23. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/255:44 pmPIT - GCM
2 stops22h 41mUnited Airlines
Wed 1/15:35 pmGCM - PIT
2 stops23h 13mUnited Airlines
Deal found 12/23$799

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 December 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Tue 2/18

6:12 pm-10:46 am

1 stop15h 34m

Saint Thomas Island Cyril E King

Mon 2/24

11:41 am-4:15 pm

1 stop29h 34m

$212

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 2/10

6:27 pm-9:21 am

1 stop13h 54m

San Juan Luis Munoz Marin Intl

Sun 2/16

10:35 pm-11:35 am

1 stop14h 00m

$284

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Fri 2/28

8:36 pm-9:35 am

1 stop11h 59m

San Juan Luis Munoz Marin Intl

Sat 3/8

3:44 am-8:46 am

1 stop29h 02m

$286

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Thu 1/2

5:44 pm-6:12 am

2 stops11h 28m

San Juan Luis Munoz Marin Intl

Fri 1/17

2:05 am-8:24 am

1 stop7h 19m

$287

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 2/8

6:27 pm-9:21 am

1 stop13h 54m

San Juan Luis Munoz Marin Intl

Sat 2/15

9:34 pm-12:57 pm

2 stops16h 23m

$289

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Thu 3/13

7:05 am-4:43 pm

1 stop9h 38m

San Juan Luis Munoz Marin Intl

Thu 3/20

2:13 pm-11:05 pm

1 stop8h 52m

$299

PittsburghChristiansted

PIT - STX

PITSTX

Pittsburgh

Fri 1/17

6:27 pm-4:00 pm

1 stop20h 33m

Christiansted Henry Rohlsen

Fri 1/24

5:05 pm-10:16 am

1 stop18h 11m

$302

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 2/26

3:24 pm-12:42 am

1 stop8h 18m

San Juan Luis Munoz Marin Intl

Mon 3/3

3:26 am-10:34 am

1 stop8h 08m

$320

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 3/18

5:43 am-2:39 pm

2 stops8h 56m

San Juan Luis Munoz Marin Intl

Tue 3/25

11:36 am-9:07 pm

2 stops9h 31m

$326

PittsburghMontego Bay

PIT - MBJ

PITMBJ

Pittsburgh

Tue 1/28

11:21 am-12:10 pm

2 stops24h 49m

Montego Bay Sangster Intl

Tue 2/25

2:41 pm-10:02 am

1 stop19h 21m

$335

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 46 results
1
2
3
...
5

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 $380). 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 December 23, 2024.

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 December 23, 2024.
Read through reviews of airlines operating flights from Pittsburgh to Caribbean Islands, such as Delta, Spirit Airlines and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,780 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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
4,780 reviews
Southwest
8.1
Very good
4,780 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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
8,588 reviews
Southwest
8.1
Very good
4,780 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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
7.7
Good
1,712 reviews
Southwest
8.1
Very good
4,780 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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
1,865 reviews
Southwest
8.1
Very good
4,780 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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.

JetBlue
7.4
Good
3,263 reviews
Southwest
8.1
Very good
4,780 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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 $98 on Spirit Airlines. Other airlines that offer cheap prices include Delta from $137 and United Airlines from $175 one-way.

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

    While some choose either Pittsburgh - Punta Cana or Pittsburgh - Montego Bay Sangster Intl, 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 $380). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Pittsburgh to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Cancún flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
Newark to Cancún flights
Newark to Miami flights
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Los Angeles flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Orlando flights
Newark to Orlando flights
LaGuardia to Orlando flights
Newark to Los Angeles flights
LaGuardia to Cancún flights
Dulles Intl to Cancún flights
Reagan-National to Miami flights
John F Kennedy Intl to West Palm Beach flights
Newark to Las Vegas flights
John F Kennedy Intl to Dallas/Fort Worth flights
John F Kennedy Intl to Atlanta flights
John F Kennedy Intl to San Francisco flights
Newark to Tampa flights
Dulles Intl to Orlando flights
Newark to West Palm Beach flights
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to Atlanta flights
Philadelphia to Orlando flights
John F Kennedy Intl to Denver flights
LaGuardia to Los Angeles flights
Newark to Mexico City flights
John F Kennedy Intl to Sky Harbor Intl flights
Reagan-National to Orlando flights
John F Kennedy Intl to Tampa flights
LaGuardia to Hobby flights
John F Kennedy Intl to Mexico City flights
Dulles Intl to Las Vegas flights
John F Kennedy Intl to Hobby flights
Dulles Intl to Miami flights
John F Kennedy Intl to Salt Lake City flights
Newark to San Francisco flights
Newark to Dallas/Fort Worth flights
LaGuardia to Tampa flights
Newark to Sky Harbor Intl flights
Philadelphia to Fort Lauderdale flights
LaGuardia to West Palm Beach flights
John F Kennedy Intl to New Orleans flights
LaGuardia to Denver flights
LaGuardia to Las Vegas flights

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 December 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$109Average$296FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$163Average$369FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$238Average$547FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$243Average$560FlexibilityNo cancel feeOn-time69%
DeltaCheapest$273Average$498FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$285Average$558FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$306Average$655FlexibilityNo cancel feeOn-time63%
Air CanadaCheapest$610Average$684FlexibilityNo cancel feeOn-time67%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.