Cheap flights from Pittsburgh to Caribbean Islands from $88

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pittsburgh to Caribbean Islands departing on 4/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:35 am - 7:22 pm
PIT
-
SJU
12h 47m
1 stop
Multiple Airlines Logo
6:00 am - 7:20 pm
SJU
-
PIT
13h 20m
1 stop
$222Multiple Airlines
Sun, May 3 - Thu, May 7
Frontier Logo
8:15 pm - 8:04 am
PIT
-
SJU
11h 49m
1 stop
Frontier Logo
3:03 am - 7:20 pm
SJU
-
PIT
16h 17m
1 stop
$223Frontier
Fri, May 29 - Fri, Jun 5
Spirit Airlines Logo
6:35 am - 7:22 pm
PIT
-
SJU
12h 47m
1 stop
Spirit Airlines Logo
7:00 am - 11:59 pm
SJU
-
PIT
16h 59m
1 stop
$226Spirit Airlines
Mon, Apr 20 - Tue, Apr 28
Spirit Airlines Logo
6:35 am - 7:22 pm
PIT
-
SJU
12h 47m
1 stop
Spirit Airlines Logo
12:57 pm - 11:59 pm
SJU
-
PIT
11h 02m
1 stop
$238Spirit Airlines
Thu, Apr 23 - Wed, Apr 29
United Airlines Logo
6:10 am - 12:20 pm
PIT
-
STT
6h 10m
1 stop
United Airlines Logo
1:22 pm - 11:53 pm
STT
-
PIT
10h 31m
2 stops
$245United Airlines
Tue, Apr 14 - Tue, Apr 21
American Airlines Logo
7:45 pm - 11:35 am
PIT
-
STT
15h 50m
2 stops
American Airlines Logo
5:05 pm - 11:59 pm
STT
-
PIT
6h 54m
1 stop
$246American Airlines
Sun, May 10 - Fri, May 15
American Airlines Logo
7:23 pm - 11:35 am
PIT
-
STT
16h 12m
2 stops
American Airlines Logo
3:29 pm - 8:00 am
STT
-
PIT
16h 31m
2 stops
$263American Airlines
Fri, May 8 - Thu, May 14
United Airlines Logo
6:10 am - 5:00 pm
PIT
-
STT
10h 50m
2 stops
United Airlines Logo
2:10 pm - 11:53 pm
STT
-
PIT
9h 43m
1 stop
$277United Airlines
Sat, Apr 18 - Wed, Apr 22
JetBlue Logo
6:00 am - 1:37 pm
PIT
-
CUR
7h 37m
1 stop
JetBlue Logo
2:42 pm - 12:07 am
CUR
-
PIT
9h 25m
1 stop
$315JetBlue
Tue, May 12 - Tue, May 19
JetBlue Logo
6:00 am - 1:37 pm
PIT
-
CUR
7h 37m
1 stop
JetBlue Logo
2:42 pm - 12:07 am
CUR
-
PIT
9h 25m
1 stop
$341JetBlue
Wed, May 6 - Thu, May 7

American Airlines flights from Pittsburgh to Caribbean Islands

Our best American Airlines deals on Pittsburgh to Caribbean Islands flight tickets
American Airlines
Apr 14
PIT6:00 amPittsburgh
9h 20m
2 stops
SJU3:20 pmSan Juan Luis Munoz Marin Intl
Apr 22
SJU1:31 pmSan Juan Luis Munoz Marin Intl
10h 28m
1 stop
PIT11:59 pmPittsburgh
$241
American Airlines
May 10
PIT7:45 pmPittsburgh
15h 50m
2 stops
STT11:35 amSaint Thomas Island Cyril E King
May 15
STT5:05 pmSaint Thomas Island Cyril E King
6h 54m
1 stop
PIT11:59 pmPittsburgh
$246
American Airlines
May 8
PIT7:23 pmPittsburgh
16h 12m
2 stops
STT11:35 amSaint Thomas Island Cyril E King
May 14
STT3:29 pmSaint Thomas Island Cyril E King
16h 31m
2 stops
PIT8:00 amPittsburgh
$263

Frontier flights from Pittsburgh to Caribbean Islands

Our best Frontier deals on Pittsburgh to Caribbean Islands flight tickets
Frontier
Apr 11
PIT8:53 pmPittsburgh
11h 03m
1 stop
SJU7:56 amSan Juan Luis Munoz Marin Intl
Apr 19
SJU3:19 pmSan Juan Luis Munoz Marin Intl
18h 11m
1 stop
PIT9:30 amPittsburgh
$223
Frontier
May 24
PIT8:15 pmPittsburgh
11h 49m
1 stop
SJU8:04 amSan Juan Luis Munoz Marin Intl
May 30
SJU6:00 amSan Juan Luis Munoz Marin Intl
13h 20m
1 stop
PIT7:20 pmPittsburgh
$229
Frontier
Apr 17
PIT9:14 amPittsburgh
16h 47m
1 stop
SJU2:01 amSan Juan Luis Munoz Marin Intl
Apr 19
SJU3:19 pmSan Juan Luis Munoz Marin Intl
18h 11m
1 stop
PIT9:30 amPittsburgh
$231

momondo Fare Finder

 
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, momondo users made 832,500 searches. Data last updated March 30, 2026.
Use the filters below to find and compare flights from Pittsburgh to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sun 5/3

6:35 am-7:22 pm

1 stop12h 47m

San Juan Luis Munoz Marin Intl

Thu 5/7

6:00 am-7:20 pm

1 stop13h 20m

$222

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Fri 5/29

8:15 pm-8:04 am

1 stop11h 49m

San Juan Luis Munoz Marin Intl

Fri 6/5

3:03 am-7:20 pm

1 stop16h 17m

$223

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 4/20

6:35 am-7:22 pm

1 stop12h 47m

San Juan Luis Munoz Marin Intl

Tue 4/28

7:00 am-11:59 pm

1 stop16h 59m

$226

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Thu 4/23

6:35 am-7:22 pm

1 stop12h 47m

San Juan Luis Munoz Marin Intl

Wed 4/29

12:57 pm-11:59 pm

1 stop11h 02m

$238
Quickest round-trip

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Tue 4/14

6:10 am-12:20 pm

1 stop6h 10m

Saint Thomas Island Cyril E King

Tue 4/21

1:22 pm-11:53 pm

2 stops10h 31m

$245

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sun 5/10

7:45 pm-11:35 am

2 stops15h 50m

Saint Thomas Island Cyril E King

Fri 5/15

5:05 pm-11:59 pm

1 stop6h 54m

$246

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Fri 5/8

7:23 pm-11:35 am

2 stops16h 12m

Saint Thomas Island Cyril E King

Thu 5/14

3:29 pm-8:00 am

2 stops16h 31m

$263

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 4/18

6:10 am-5:00 pm

2 stops10h 50m

Saint Thomas Island Cyril E King

Wed 4/22

2:10 pm-11:53 pm

1 stop9h 43m

$277

PittsburghWillemstad

PIT - CUR

PITCUR

Pittsburgh

Tue 5/12

6:00 am-1:37 pm

1 stop7h 37m

Willemstad Hato Int.

Tue 5/19

2:42 pm-12:07 am

1 stop9h 25m

$315

PittsburghWillemstad

PIT - CUR

PITCUR

Pittsburgh

Wed 5/6

6:00 am-1:37 pm

1 stop7h 37m

Willemstad Hato Int.

Thu 5/7

2:42 pm-12:07 am

1 stop9h 25m

$341

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Pittsburgh to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Pittsburgh, with most prices found around $267. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Pittsburgh averaging around $285.

What is the cheapest Pittsburgh to Caribbean Islands flight route?

Fly from Pittsburgh to Punta Cana for the best Pittsburgh - Caribbean Islands flight prices

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Pittsburgh when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $381 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Pittsburgh for as low as $309 on momondo.

What cabin class options are available on Pittsburgh to Caribbean Islands flights?

There is only 1 cabin class available to choose from on Pittsburgh to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Pittsburgh to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Pittsburgh to Caribbean Islands.

Cheap Pittsburgh to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Pittsburgh to Caribbean Islands

Fastest flight time

4h 38m

Direct flights

Sun

Airports in Caribbean Islands

99 airports
The fastest flight from Pittsburgh to Caribbean Islands takes 4h 38m
Direct flights go from Pittsburgh to Caribbean Islands on Sunday. There are no airlines offering direct flights.
There are 99 airports in Caribbean Islands. From Pittsburgh there are direct flights to Punta Cana (PUJ).
  • When did momondo last update prices for flights from Pittsburgh Airport to Caribbean Islands?

    Prices for flights from Pittsburgh Airport to Caribbean Islands are refreshed on a daily basis.

  • How many operators does momondo search for flights from Pittsburgh Airport to Caribbean Islands?

  • How old do you have to be to fly from Pittsburgh Airport to Caribbean Islands?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pittsburgh Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Pittsburgh to Caribbean Islands?

Best airlines flying from Pittsburgh to Caribbean Islands

Compare and see reviews for airlines that fly from Pittsburgh to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $135Free CancellationRating
5.7
3,008 reviews
Search Frontier flights
JetBluePriceFrom $141Free CancellationRating
7.2
2,906 reviews
Search JetBlue flights
DeltaPriceFrom $152Free CancellationRating
7.9
8,363 reviews
Search Delta flights
Spirit AirlinesPriceFrom $153Free CancellationRating
6.3
8,564 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $222Free CancellationRating
7.4
9,523 reviews
Search United Airlines flights
SouthwestPriceFrom $225Free CancellationRating
8.0
4,331 reviews
Search Southwest flights
American AirlinesPriceFrom $232Free CancellationRating
7.1
11,536 reviews
Search American Airlines flights
Air CanadaPriceFrom $406Free CancellationRating
7.1
10,866 reviews
Search Air Canada flights

Why use momondo?

Why should I use momondo to find a flight deal from Pittsburgh to Caribbean Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Pittsburgh to Caribbean Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Pittsburgh to Caribbean Islands with flexible booking policies on momondo?

Flights from Pittsburgh to Caribbean Islands with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Pittsburgh to Caribbean Islands?

Once you have performed a search for Pittsburgh to Caribbean Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Pittsburgh to Caribbean Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean Islands from Pittsburgh. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Caribbean Islands trip

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1 adult
Wed 4/29
Wed 5/6

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