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Cheap flights from Pittsburgh to Caribbean from $95

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 11/23. 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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Spirit Airlines Logo
6:00 am - 5:10 pmPIT-STT
10h 10m1 stop
Spirit Airlines Logo
6:15 pm - 9:40 amSTT-PIT
16h 25m1 stop
$234Spirit Airlines
Find Deal
Sun, Jan 25 - Sat, Jan 31
American Airlines Logo
3:04 pm - 10:09 pmPIT-SJU
6h 05m1 stop
American Airlines Logo
3:41 pm - 12:35 amSJU-PIT
9h 54m1 stop
$240American Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
United Airlines Logo
6:00 am - 4:36 pmPIT-SJU
9h 36m1 stop
United Airlines Logo
2:05 am - 10:03 amSJU-PIT
8h 58m1 stop
$251United Airlines
Find Deal
Wed, Feb 4 - Fri, Feb 6
United Airlines Logo
8:46 am - 9:00 pmPIT-SJU
11h 14m2 stops
United Airlines Logo
2:05 am - 9:40 amSJU-PIT
8h 35m1 stop
$252United Airlines
Find Deal
Mon, Jan 12 - Thu, Jan 15
Southwest Logo
3:05 pm - 11:25 pmPIT-SJU
7h 20m1 stop
Southwest Logo
2:35 pm - 9:40 pmSJU-PIT
8h 05m1 stop
$262Southwest
Find Deal
Fri, Feb 27 - Wed, Mar 4
JetBlue Logo
6:01 am - 2:26 pmPIT-SJU
7h 25m1 stop
JetBlue Logo
1:50 am - 9:33 amSJU-PIT
8h 43m1 stop
$264JetBlue
Find Deal
Tue, Nov 25 - Sat, Nov 29
Delta Logo
6:00 am - 3:04 pmPIT-STT
8h 04m1 stop
Delta Logo
4:25 pm - 11:06 pmSTT-PIT
7h 41m1 stop
$265Delta
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Tue, Jan 6 - Mon, Jan 12
JetBlue Logo
7:00 am - 6:13 pmPIT-SJU
10h 13m1 stop
JetBlue Logo
4:55 pm - 10:41 pmSJU-PIT
6h 46m1 stop
$265JetBlue
Find Deal
Wed, Dec 3 - Tue, Dec 16
Southwest Logo
1:20 pm - 12:10 amPIT-SJU
9h 50m1 stop
Southwest Logo
6:05 am - 11:45 amSJU-PIT
6h 40m1 stop
$277Southwest
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Sat, Feb 7 - Sat, Feb 28
Delta Logo
7:05 am - 5:20 pmPIT-SJU
9h 15m1 stop
Delta Logo
2:08 pm - 9:27 pmSJU-PIT
8h 19m1 stop
$284Delta
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Mon, Dec 8 - Wed, Dec 10

United Airlines flights from Pittsburgh to Caribbean

Our best United Airlines deals on Pittsburgh to Caribbean flight tickets
United Airlines
Feb 4
PIT6:00 amPittsburgh
9h 36m
1 stop
SJU4:36 pmSan Juan Luis Munoz Marin Intl
Feb 6
SJU2:05 amSan Juan Luis Munoz Marin Intl
8h 58m
1 stop
PIT10:03 amPittsburgh
$251
Find similar
United Airlines
Jan 12
PIT8:46 amPittsburgh
11h 14m
2 stops
SJU9:00 pmSan Juan Luis Munoz Marin Intl
Jan 15
SJU2:05 amSan Juan Luis Munoz Marin Intl
8h 35m
1 stop
PIT9:40 amPittsburgh
$252
Find similar
United Airlines
Jan 25
PIT12:02 pmPittsburgh
9h 20m
2 stops
SJU10:22 pmSan Juan Luis Munoz Marin Intl
Jan 30
SJU2:05 amSan Juan Luis Munoz Marin Intl
8h 58m
1 stop
PIT10:03 amPittsburgh
$254
Find similar

Southwest flights from Pittsburgh to Caribbean

Our best Southwest deals on Pittsburgh to Caribbean flight tickets
Southwest
Feb 27
PIT3:05 pmPittsburgh
7h 20m
1 stop
SJU11:25 pmSan Juan Luis Munoz Marin Intl
Mar 4
SJU2:35 pmSan Juan Luis Munoz Marin Intl
8h 05m
1 stop
PIT9:40 pmPittsburgh
$262
Find similar
Southwest
Feb 7
PIT1:20 pmPittsburgh
9h 50m
1 stop
SJU12:10 amSan Juan Luis Munoz Marin Intl
Feb 28
SJU6:05 amSan Juan Luis Munoz Marin Intl
6h 40m
1 stop
PIT11:45 amPittsburgh
$277
Find similar
Southwest
Nov 12
PIT10:45 amPittsburgh
10h 20m
2 stops
SJU10:05 pmSan Juan Luis Munoz Marin Intl
Nov 15
SJU8:20 amSan Juan Luis Munoz Marin Intl
9h 55m
2 stops
PIT5:15 pmPittsburgh
$397
Find similar

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 November 5, 2025.
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

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Sun 1/25

6:00 am-5:10 pm

1 stop10h 10m

Saint Thomas Island Cyril E King

Sat 1/31

6:15 pm-9:40 am

1 stop16h 25m

$234

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 12/8

3:04 pm-10:09 pm

1 stop6h 05m

San Juan Luis Munoz Marin Intl

Thu 12/11

3:41 pm-12:35 am

1 stop9h 54m

$240

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 2/4

6:00 am-4:36 pm

1 stop9h 36m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-10:03 am

1 stop8h 58m

$251

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 1/12

8:46 am-9:00 pm

2 stops11h 14m

San Juan Luis Munoz Marin Intl

Thu 1/15

2:05 am-9:40 am

1 stop8h 35m

$252

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Fri 2/27

3:05 pm-11:25 pm

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Wed 3/4

2:35 pm-9:40 pm

1 stop8h 05m

$262

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 11/25

6:01 am-2:26 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Sat 11/29

1:50 am-9:33 am

1 stop8h 43m

$264

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Tue 1/6

6:00 am-3:04 pm

1 stop8h 04m

Saint Thomas Island Cyril E King

Mon 1/12

4:25 pm-11:06 pm

1 stop7h 41m

$265

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 12/3

7:00 am-6:13 pm

1 stop10h 13m

San Juan Luis Munoz Marin Intl

Tue 12/16

4:55 pm-10:41 pm

1 stop6h 46m

$265

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 2/7

1:20 pm-12:10 am

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Sat 2/28

6:05 am-11:45 am

1 stop6h 40m

$277

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Mon 12/8

7:05 am-5:20 pm

1 stop9h 15m

San Juan Luis Munoz Marin Intl

Wed 12/10

2:08 pm-9:27 pm

1 stop8h 19m

$284

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, September 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 $269. If you don’t want to visit Caribbean in September, then you should wait until October to fly from Pittsburgh, when ticket prices are also cheap, with an average price of $305.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Pittsburgh to Caribbean is on a Tuesday when prices can be found for as low as $360. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $446. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest time of day to depart on your flight to Caribbean?

In the evening is the cheapest time of day to fly from Pittsburgh to Caribbean when you can find flight prices for as low as $280. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $433.

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 $403 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 $372 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 73% 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

$518

Fastest flight time

4h 09m

Direct flights

Sun

Airports in Caribbean

1 airport
The best flight deal from Pittsburgh to Caribbean found on momondo in the last 72 hours is $518
The fastest flight from Pittsburgh to Caribbean takes 4h 09m
Direct flights go from Pittsburgh to Caribbean on Sunday. There are no airlines offering direct flights.
There is 1 airport near Caribbean: Punta Cana (PUJ)
Search flight deals

  • 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
Spirit AirlinesPriceFrom $146Free CancellationRating
6.3
8,115 reviews
Search Spirit Airlines flights
FrontierPriceFrom $149Free CancellationRating
5.8
3,116 reviews
Search Frontier flights
JetBluePriceFrom $184Free CancellationRating
7.2
2,907 reviews
Search JetBlue flights
DeltaPriceFrom $209Free CancellationRating
7.9
8,004 reviews
Search Delta flights
SouthwestPriceFrom $225Free CancellationRating
8.0
4,240 reviews
Search Southwest flights
United AirlinesPriceFrom $245Free CancellationRating
7.4
9,004 reviews
Search United Airlines flights
American AirlinesPriceFrom $275Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights
Air CanadaPriceFrom $446Free CancellationRating
7.1
10,409 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.

An easier way to manage your Caribbean trip

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Find better results for your trip to Caribbean

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Popular flights according to clicks in the last 7 days on momondo
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