Caribbean

$111+ 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 6/23. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SJU
Jul 7 — Jul 141
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Cheap 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 June 7, 2026.

This American Airlines deal was found by Cheapflights users on 6/7. 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 8/245:21 am
PIT
-
STT
2 stops10h 31m
American Airlines
Sun 8/303:43 pm
STT
-
PIT
2 stops18h 37m
American Airlines
Deal found 6/7$250
This Delta deal was found by Cheapflights users on 6/6. 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 8/295:50 am
PIT
-
STT
1 stop9h 12m
Delta
Sat 9/52:49 pm
STT
-
PIT
1 stop8h 45m
Delta
Deal found 6/6$260
This American Airlines deal was found by Cheapflights users on 6/4. 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.
Thu 8/137:39 pm
PIT
-
STT
2 stops17h 14m
American Airlines
Thu 8/273:43 pm
STT
-
PIT
2 stops18h 37m
American Airlines
Deal found 6/4$290
This American Airlines deal was found by Cheapflights users on 6/3. 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 8/195:42 pm
PIT
-
STT
2 stops19h 11m
American Airlines
Sun 8/233:43 pm
STT
-
PIT
2 stops18h 37m
American Airlines
Deal found 6/3$295
This Delta deal was found by Cheapflights users on 6/5. 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.
Thu 8/201:57 pm
PIT
-
SJU
1 stop8h 32m
Delta
Wed 8/265:49 pm
SJU
-
PIT
1 stop6h 47m
Delta
Deal found 6/5$312
This United Airlines deal was found by Cheapflights users on 6/3. 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.
Wed 6/176:15 am
PIT
-
GCM
1 stop7h 15m
United Airlines
Wed 6/241:35 pm
GCM
-
PIT
1 stop9h 24m
United Airlines
Deal found 6/3$314
This American Airlines deal was found by Cheapflights users on 6/4. 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 8/296:10 am
PIT
-
STT
1 stop9h 42m
American Airlines
Sat 9/512:08 pm
STT
-
PIT
1 stop9h 17m
American Airlines
Deal found 6/4$315
This United Airlines deal was found by Cheapflights users on 6/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:10 am
PIT
-
GCM
1 stop10h 20m
United Airlines
Fri 11/205:45 pm
GCM
-
PIT
2 stops16h 13m
United Airlines
Deal found 6/4$316
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:49 pm
PIT
-
SJU
1 stop18h 40m
Multiple Airlines
Sat 9/56:41 pm
SJU
-
PIT
2 stops21h 25m
Multiple Airlines
Deal found 6/4$316
This Delta deal was found by Cheapflights users on 6/3. 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.
Thu 6/46:52 am
PIT
-
GCM
1 stop6h 02m
Delta
Mon 6/812:59 pm
GCM
-
PIT
1 stop10h 56m
Delta
Deal found 6/3$317
This American Airlines deal was found by Cheapflights users on 6/6. 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 10/710:53 am
PIT
-
SJU
2 stops9h 17m
American Airlines
Wed 10/148:35 am
SJU
-
PIT
2 stops9h 22m
American Airlines
Deal found 6/6$317
This American Airlines deal was found by Cheapflights users on 6/4. 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.
Fri 6/56:01 am
PIT
-
GCM
1 stop8h 34m
American Airlines
Mon 6/82:42 pm
GCM
-
PIT
1 stop8h 15m
American Airlines
Deal found 6/4$321

Find flight deals from Pittsburgh to Caribbean

Keep the following information in mind while searching for Pittsburgh to Caribbean flight deals. Data was last updated June 7, 2026.

Round-trip from

$250
(American Airlines)

One-way from

$111
(Delta)

Popular in

December

Cheapest in

October

Average price

$456
From Pittsburgh to Caribbean
One-way flight from Pittsburgh to Caribbean
Highest demand for flights based on searches. 3% potential increase in price ($15 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
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 June 7, 2026.
Use the filters below to find and compare flights from Pittsburgh to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 8/29

5:50 am-3:02 pm

1 stop9h 12m

Saint Thomas Island Cyril E King

Sat 9/5

2:49 pm-11:34 pm

1 stop8h 45m

$260

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Thu 8/20

11:57 am-10:29 pm

1 stop10h 32m

San Juan Luis Munoz Marin Intl

Tue 8/25

5:49 pm-12:36 am

1 stop6h 47m

$312

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Wed 6/17

6:15 am-12:30 pm

1 stop7h 15m

George Town Owen Roberts Intl

Wed 6/24

1:35 pm-11:59 pm

1 stop9h 24m

$314

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Tue 11/10

6:10 am-4:30 pm

1 stop10h 20m

George Town Owen Roberts Intl

Fri 11/20

5:45 pm-9:58 am

2 stops16h 13m

$316

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Mon 8/10

6:01 pm-11:00 am

2 stops17h 59m

George Town Owen Roberts Intl

Sat 8/15

11:55 am-8:31 am

2 stops19h 36m

$326

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Thu 9/17

6:25 pm-12:51 pm

2 stops18h 26m

Saint Thomas Island Cyril E King

Tue 9/22

1:41 pm-10:23 am

2 stops20h 42m

$330
Quickest round-trip

PittsburghNassau

PIT - NAS

PITNAS

Pittsburgh

Tue 9/1

6:00 am-11:15 am

1 stop5h 15m

Nassau Intl

Wed 9/2

3:02 pm-9:26 pm

1 stop6h 24m

$340

PittsburghMontego Bay

PIT - MBJ

PITMBJ

Pittsburgh

Mon 8/24

6:00 am-3:34 pm

1 stop10h 34m

Montego Bay Sangster Intl

Thu 8/27

1:09 pm-12:36 am

1 stop10h 27m

$344

PittsburghPunta Cana

PIT - PUJ

PITPUJ

Pittsburgh

Wed 9/16

6:30 am-3:30 pm

1 stop9h 00m

Punta Cana

Fri 9/18

3:35 pm-9:36 am

1 stop18h 01m

$346

PittsburghNassau

PIT - NAS

PITNAS

Pittsburgh

Fri 7/10

5:45 am-4:39 pm

1 stop10h 54m

Nassau Intl

Fri 7/17

3:26 pm-12:50 am

1 stop9h 24m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/3

Showing 1-10 of 60 resultsSorted by cheapest first
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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.

Cheapflights Insights

Everything you need to know about your flight from Pittsburgh to Caribbean

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

Currently, August is the cheapest month in which you can book a flight from Pittsburgh to Caribbean (average of $109). Flying from Pittsburgh to Caribbean in December is currently the most expensive (average of $1,294). 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.

How far ahead should I book a flight from Pittsburgh to Caribbean?

Booking 60 days in advance of your planned departure date is, on average, the best time to get cheap flights from Pittsburgh to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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 June 7, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Pittsburgh to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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.

  • How long is the flight from Pittsburgh to Caribbean?

    Delta, United Airlines, and American Airlines can get you from Pittsburgh to Caribbean in just under 7h 15m. Your travel time can differ by up to 10h 44m. The distance between Pittsburgh and Caribbean is about 1465 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $86. 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?

  • 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, August is the cheapest month in which you can book a flight from Pittsburgh to Caribbean (average of $109). Flying from Pittsburgh to Caribbean in December is currently the most expensive (average of $1,294). 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

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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.

Top 7 airlines flying from Pittsburgh to Caribbean

Discover the top 7 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 June 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$135Average$319FlexibilityNo cancel feeOn-time62%
DeltaCheapest$152Average$504FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$184Average$496FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$225Average$621FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$459FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$232Average$573FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$406Average$492FlexibilityNo cancel feeOn-time67%

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