Cheap flights from Pittsburgh to Caribbean 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 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
1 adult, Economy, 0 bags

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Cheap round-trip flights

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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
United Airlines Logo
7:00 am - 3:31 pm
PIT
-
STT
8h 31m
1 stop
United Airlines Logo
1:22 pm - 11:26 pm
STT
-
PIT
10h 04m
1 stop
$230United Airlines
Wed, Apr 15 - Tue, Apr 21
United Airlines Logo
6:00 am - 3:43 pm
PIT
-
STT
9h 43m
1 stop
United Airlines Logo
1:22 pm - 11:26 pm
STT
-
PIT
10h 04m
1 stop
$245United Airlines
Sat, Apr 18 - Wed, Apr 22
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
Delta Logo
6:00 am - 1:47 pm
PIT
-
STT
7h 47m
1 stop
Delta Logo
1:59 pm - 12:35 am
STT
-
PIT
10h 36m
1 stop
$255Delta
Fri, Apr 10 - Tue, Apr 21
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
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
Delta Logo
6:00 am - 1:41 pm
PIT
-
CUR
7h 41m
1 stop
Delta Logo
3:06 pm - 12:35 am
CUR
-
PIT
9h 29m
1 stop
$319Delta
Sat, Apr 25 - Sat, May 2
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

Spirit Airlines flights from Pittsburgh to Caribbean

Our best Spirit Airlines deals on Pittsburgh to Caribbean flight tickets
Spirit Airlines
Apr 20
PIT6:35 amPittsburgh
12h 47m
1 stop
SJU7:22 pmSan Juan Luis Munoz Marin Intl
Apr 28
SJU7:00 amSan Juan Luis Munoz Marin Intl
16h 59m
1 stop
PIT11:59 pmPittsburgh
$226
Spirit Airlines
Apr 23
PIT6:35 amPittsburgh
12h 47m
1 stop
SJU7:22 pmSan Juan Luis Munoz Marin Intl
Apr 29
SJU12:57 pmSan Juan Luis Munoz Marin Intl
11h 02m
1 stop
PIT11:59 pmPittsburgh
$238
Spirit Airlines
Apr 24
PIT6:15 pmPittsburgh
30h 39m
2 stops
SJU12:54 amSan Juan Luis Munoz Marin Intl
Apr 29
SJU12:57 pmSan Juan Luis Munoz Marin Intl
11h 02m
1 stop
PIT11:59 pmPittsburgh
$240

Frontier flights from Pittsburgh to Caribbean

Our best Frontier deals on Pittsburgh to Caribbean flight tickets
Frontier
May 29
PIT8:15 pmPittsburgh
11h 49m
1 stop
SJU8:04 amSan Juan Luis Munoz Marin Intl
Jun 5
SJU3:03 amSan Juan Luis Munoz Marin Intl
16h 17m
1 stop
PIT7:20 pmPittsburgh
$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 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 31, 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

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

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Wed 4/15

7:00 am-3:31 pm

1 stop8h 31m

Saint Thomas Island Cyril E King

Tue 4/21

1:22 pm-11:26 pm

1 stop10h 04m

$230

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sat 4/18

6:00 am-3:43 pm

1 stop9h 43m

Saint Thomas Island Cyril E King

Wed 4/22

1:22 pm-11:26 pm

1 stop10h 04m

$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 4/10

6:00 am-1:47 pm

1 stop7h 47m

Saint Thomas Island Cyril E King

Tue 4/21

1:59 pm-12:35 am

1 stop10h 36m

$255

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
Quickest round-trip

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

Sat 4/25

6:00 am-1:41 pm

1 stop7h 41m

Willemstad Hato Int.

Sat 5/2

3:06 pm-12:35 am

1 stop9h 29m

$319

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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How to get the cheapest flight ticket from Pittsburgh to Caribbean

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?

In general, October is the cheapest month to fly from Pittsburgh to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $267. If you don’t want to visit Caribbean in October, then you should wait until September to fly from Pittsburgh, when ticket prices are also cheap, with an average price of $285.

What is the cheapest Pittsburgh to Caribbean flight route?

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

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

You are more likely to see cheaper flights to Caribbean from Pittsburgh when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean 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 from Pittsburgh for as low as $309 on momondo.

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

There is only 1 cabin class available to choose from on Pittsburgh to Caribbean 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 flights?

You could potentially save up to 23% on your flight if you consider stops on a Pittsburgh to Caribbean flight.

Cheap Pittsburgh to Caribbean flight deals and tips

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

Best Price Found

$1,100

Fastest flight time

4h 38m

Direct flights

None
The best flight deal from Pittsburgh to Caribbean found on momondo in the last 72 hours is $1,100
The fastest flight from Pittsburgh to Caribbean takes 4h 38m
There are no direct flights from Pittsburgh to Caribbean. Popular non-direct route for this connection is Pittsburgh Airport - Punta Cana Airport.
  • When did momondo last update prices for flights from Pittsburgh Airport to Caribbean?

    Prices for flights from Pittsburgh Airport to Caribbean refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pittsburgh Airport to Caribbean.

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

    The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

Best airlines flying from Pittsburgh to Caribbean

Compare and see reviews for airlines that fly from Pittsburgh to Caribbean 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?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Pittsburgh to Caribbean. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Pittsburgh to Caribbean flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Caribbean from Pittsburgh. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Caribbean 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.

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1 adult
Thu 4/30
Thu 5/7

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