HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$94+ 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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SJU
Dec 26 — Jan 21
Thu 12/26
Thu 1/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Pittsburgh to Caribbean 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

Discover tips and strategies to find the most affordable flight options for your journey from Pittsburgh (PIT) to Caribbean (0CB). 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 21, 2024.

Round-trip from

$196
(FlightHub)

One-way from

$94
(eDestinos)
From Pittsburgh to Caribbean
Search Deals
One-way flight from Pittsburgh to Caribbean
Search Deals

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 December 21, 2024.

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
Thu 12/262:10 pmSJU - PIT
1 stop8h 49mDelta
Deal found 12/21$416
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/224:59 pmPIT - SJU
1 stop6h 26mAmerican Airlines
Thu 12/269:00 amSJU - PIT
1 stop16h 30mAmerican Airlines
Deal found 12/21$428
This American Airlines deal was found by Cheapflights users on 12/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/245:00 amPIT - NAS
1 stop8h 50mAmerican Airlines
Thu 12/264:55 pmNAS - PIT
1 stop7h 35mAmerican Airlines
Deal found 12/20$470
This Cheapflightsfares deal was found by Cheapflights users on 12/20. 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 Cheapflightsfares 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 12/20$487
This Delta deal was found by Cheapflights users on 12/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/216:00 amPIT - PUJ
1 stop9h 52mDelta
Tue 12/241:50 pmPUJ - PIT
1 stop9h 48mDelta
Deal found 12/20$493
This Delta deal was found by Cheapflights users on 12/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/226:00 amPIT - NAS
1 stop10h 03mDelta
Sat 12/282:51 pmNAS - PIT
1 stop9h 44mDelta
Deal found 12/20$520
This United Airlines deal was found by Cheapflights users on 12/20. 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.
Sun 12/225:44 pmPIT - NAS
2 stops19h 49mUnited Airlines
Sat 12/281:05 pmNAS - PIT
1 stop10h 09mUnited Airlines
Deal found 12/20$565
This Southwest deal was found by Cheapflights users on 12/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/242:10 pmPIT - SJU
2 stops9h 35mSouthwest
Thu 12/263:40 pmSJU - PIT
1 stop8h 55mSouthwest
Deal found 12/20$576
This Mytrip deal was found by Cheapflights users on 12/19. 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.
Wed 12/253:15 pmPIT - STT
2 stops18h 24mMultiple Airlines
Wed 1/15:45 pmSTT - PIT
2 stops28h 47mMultiple Airlines
Deal found 12/19$576
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/308:38 pmPIT - SJU
3 stops27h 47mSpirit Airlines
Tue 1/76:35 pmSJU - PIT
3 stops25h 58mSpirit Airlines
Deal found 12/21$595
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/305:15 pmPIT - SJU
2 stops26h 07mMultiple Airlines
Tue 1/76:35 pmSJU - PIT
2 stops25h 58mMultiple Airlines
Deal found 12/21$614
This Mytrip deal was found by Cheapflights users on 12/19. 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.
Mon 12/305:15 pmPIT - NAS
2 stops21h 30mMultiple Airlines
Mon 1/65:30 pmNAS - PIT
3 stops27h 00mMultiple Airlines
Deal found 12/19$637

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 December 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Wed 1/29

6:27 pm-10:46 am

1 stop15h 19m

Saint Thomas Island Cyril E King

Tue 2/4

11:51 am-10:16 am

1 stop23h 25m

$196

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 2/8

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

$285

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Thu 1/9

11:32 am-11:59 pm

1 stop11h 27m

San Juan Luis Munoz Marin Intl

Wed 1/22

2:11 pm-10:20 pm

1 stop9h 09m

$287

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sun 1/5

7:10 am-3:38 pm

1 stop7h 28m

San Juan Luis Munoz Marin Intl

Fri 1/17

2:05 am-8:24 am

1 stop7h 19m

$292

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 1/7

8:38 pm-7:26 pm

1 stop21h 48m

San Juan Luis Munoz Marin Intl

Tue 1/14

8:40 pm-10:16 am

1 stop14h 36m

$297

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 2/25

4:07 pm-12:33 am

1 stop7h 26m

San Juan Luis Munoz Marin Intl

Wed 2/26

3:26 am-10:44 am

1 stop8h 18m

$320

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 3/18

8:45 am-8:20 pm

1 stop11h 35m

San Juan Luis Munoz Marin Intl

Tue 3/25

7:00 am-10:56 pm

1 stop15h 56m

$326

PittsburghMontego Bay

PIT - MBJ

PITMBJ

Pittsburgh

Sun 3/2

6:00 am-1:36 pm

1 stop7h 36m

Montego Bay Sangster Intl

Wed 3/5

1:46 pm-12:51 am

1 stop11h 05m

$327

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 3/8

7:05 pm-11:35 am

2 stops15h 30m

Saint Thomas Island Cyril E King

Wed 3/12

5:25 pm-10:08 am

2 stops16h 43m

$338

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

$348

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 57 results
1
2
3
...
6

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 $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 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 December 21, 2024.

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 December 21, 2024.
Southwest
8.1
Very good
4,814 reviews

Food

7.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Crew

8.7

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
4,814 reviews
Southwest
8.1
Very good
4,814 reviews

Food

7.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Crew

8.7

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
8,597 reviews
Southwest
8.1
Very good
4,814 reviews

Food

7.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Crew

8.7

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
1,717 reviews
Southwest
8.1
Very good
4,814 reviews

Food

7.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Crew

8.7

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
1,873 reviews
Southwest
8.1
Very good
4,814 reviews

Food

7.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Crew

8.7

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
3,266 reviews
Southwest
8.1
Very good
4,814 reviews

Food

7.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Crew

8.7

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. 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 $94. However, be on the lookout for offers from Delta 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 - Montego Bay Sangster Intl 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 $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

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Cancún flights
LaGuardia to Fort Lauderdale flights
Newark to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Miami flights
Newark to Cancún flights
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Heathrow flights
Newark to Heathrow flights
John F Kennedy Intl to Las Vegas flights
LaGuardia to Dallas/Fort Worth flights
Newark to Orlando flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to West Palm Beach flights
Newark to Los Angeles flights
LaGuardia to Orlando flights
John F Kennedy Intl to Charles de Gaulle flights
Newark to Luis Munoz Marin Intl flights
LaGuardia to Cancún flights
John F Kennedy Intl to San Francisco flights
Dulles Intl to Cancún flights
Newark to Charles de Gaulle flights
Reagan-National to Miami flights
John F Kennedy Intl to Dallas/Fort Worth flights
Newark to Dallas/Fort Worth flights
Newark to Las Vegas flights
Dulles Intl to Orlando flights
John F Kennedy Intl to Santiago de los Caballeros flights
Newark to Tampa flights
John F Kennedy Intl to Atlanta flights
John F Kennedy Intl to Haneda flights
LaGuardia to Heathrow flights
Philadelphia to Orlando flights
John F Kennedy Intl to Santo Domingo flights
LaGuardia to Hobby flights
LaGuardia to Atlanta flights
Dulles Intl to Miami flights
John F Kennedy Intl to Punta Cana flights
John F Kennedy Intl to O'Hare Intl flights
John F Kennedy Intl to London City flights
John F Kennedy Intl to Denver flights
Newark to Mexico City flights
Newark to Gatwick flights
Reagan-National to Orlando flights
LaGuardia to Los Angeles flights
Newark to West Palm Beach flights
Newark to Narita flights

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 December 21, 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.