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$93+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SJU
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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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 November 20, 2024.

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 November 20, 2024.

This Priceline deal was found by Cheapflights users on 11/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/38:06 pmPIT - STT
1 stop13h 45mSpirit Airlines
Tue 12/1011:56 amSTT - PIT
1 stop7h 07mSpirit Airlines
Deal found 11/19$258
This American Airlines deal was found by Cheapflights users on 11/20. 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.
Wed 12/43:54 pmPIT - STT
2 stops18h 50mAmerican Airlines
Wed 12/116:05 pmSTT - PIT
2 stops17h 02mAmerican Airlines
Deal found 11/20$272
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/75:32 amPIT - SJU
1 stop15h 58mSpirit Airlines
Fri 12/139:13 pmSJU - PIT
1 stop24h 15mSpirit Airlines
Deal found 11/20$283
This Delta deal was found by Cheapflights users on 11/18. 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.
Wed 12/116:00 amPIT - SJU
1 stop10h 15mDelta
Tue 12/173:30 pmSJU - PIT
1 stop9h 40mDelta
Deal found 11/18$284
This CheapOair deal was found by Cheapflights users on 11/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/176:00 amPIT - AUA
1 stop8h 40mSpirit Airlines
Tue 12/244:40 pmAUA - PIT
1 stop29h 52mSpirit Airlines
Deal found 11/19$298
This Mytrip deal was found by Cheapflights users on 11/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/47:33 pmPIT - SJU
2 stops29h 09mMultiple Airlines
Wed 12/1110:44 pmSJU - PIT
1 stop16h 43mMultiple Airlines
Deal found 11/20$300
This CheapOair deal was found by Cheapflights users on 11/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/77:08 pmPIT - MBJ
1 stop18h 25mSpirit Airlines
Sat 12/142:38 pmMBJ - PIT
1 stop5h 50mSpirit Airlines
Deal found 11/18$329
This JetBlue deal was found by Cheapflights users on 11/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/710:45 amPIT - SJU
1 stop7h 34mJetBlue
Tue 12/101:59 amSJU - PIT
1 stop8h 11mJetBlue
Deal found 11/20$344
This CheapOair deal was found by Cheapflights users on 11/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/206:00 amPIT - STX
1 stop9h 59mSpirit Airlines
Sun 12/295:54 pmSTX - PIT
1 stop18h 35mSpirit Airlines
Deal found 11/19$347
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/36:00 amPIT - NAS
1 stop7h 16mDelta
Fri 12/65:20 pmNAS - PIT
1 stop6h 50mDelta
Deal found 11/19$353
This American Airlines deal was found by Cheapflights users on 11/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/86:30 amPIT - NAS
1 stop7h 15mAmerican Airlines
Tue 12/103:00 pmNAS - PIT
2 stops8h 14mAmerican Airlines
Deal found 11/19$358
This United Airlines deal was found by Cheapflights users on 11/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1910:55 amPIT - SJU
1 stop9h 00mUnited Airlines
Thu 11/214:52 pmSJU - PIT
1 stop7h 49mUnited Airlines
Deal found 11/19$358

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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Tue 12/3

8:06 pm-10:51 am

1 stop13h 45m

Saint Thomas Island Cyril E King

Tue 12/10

11:56 am-6:03 pm

1 stop7h 07m

$258

PittsburghSaint Thomas Island

PIT - STT

PITSTT

Pittsburgh

Wed 12/4

3:54 pm-11:44 am

2 stops18h 50m

Saint Thomas Island Cyril E King

Wed 12/11

6:05 pm-10:07 am

2 stops17h 02m

$272

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Sat 12/7

5:32 am-10:30 pm

1 stop15h 58m

San Juan Luis Munoz Marin Intl

Fri 12/13

9:13 pm-8:28 pm

1 stop24h 15m

$283

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 2/25

7:05 am-4:56 pm

1 stop8h 51m

San Juan Luis Munoz Marin Intl

Tue 3/4

6:15 am-3:33 pm

1 stop10h 18m

$284

PittsburghPunta Cana

PIT - PUJ

PITPUJ

Pittsburgh

Tue 1/7

6:00 am-3:55 pm

1 stop8h 55m

Punta Cana

Mon 1/13

4:54 pm-10:06 am

1 stop18h 12m

$285

PittsburghOranjestad

PIT - AUA

PITAUA

Pittsburgh

Tue 12/17

6:00 am-3:40 pm

1 stop8h 40m

Oranjestad Reina Beatrix

Tue 12/24

4:40 pm-9:32 pm

1 stop29h 52m

$298

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Wed 12/4

7:33 pm-1:42 am

2 stops29h 09m

San Juan Luis Munoz Marin Intl

Wed 12/11

10:44 pm-2:27 pm

1 stop16h 43m

$300

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 2/25

1:15 pm-12:40 am

2 stops10h 25m

San Juan Luis Munoz Marin Intl

Tue 3/4

6:50 am-4:05 pm

2 stops10h 15m

$317

PittsburghChristiansted

PIT - STX

PITSTX

Pittsburgh

Sun 1/12

6:27 pm-4:00 pm

1 stop20h 33m

Christiansted Henry Rohlsen

Wed 1/15

5:05 pm-10:06 am

1 stop18h 01m

$317

PittsburghSan Juan

PIT - SJU

PITSJU

Pittsburgh

Tue 3/4

7:00 am-10:22 pm

2 stops14h 22m

San Juan Luis Munoz Marin Intl

Tue 3/4

2:05 am-1:09 pm

2 stops12h 04m

$324

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 60 results
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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.

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 $335). 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 November 20, 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 November 20, 2024.
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Copa Airlines
7.8
Good
1,785 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,394 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,171 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 $93. However, be on the lookout for offers from JetBlue 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 - Saint Thomas Island Cyril E King or Pittsburgh - Punta Cana 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 $335). 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

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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.
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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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$109Average$296FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$163Average$382FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$238Average$544FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$241Average$554FlexibilityNo cancel feeOn-time69%
DeltaCheapest$273Average$498FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$292Average$554FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$306Average$640FlexibilityNo cancel feeOn-time63%
Air CanadaCheapest$614Average$684FlexibilityNo cancel feeOn-time67%
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