$79+ Cheap flights from Caribbean to Pittsburgh (PIT)
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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PIT
Jan 22 — Jan 291
1 adult, Economy
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Caribbean to Pittsburgh
Cheapest flights from Caribbean to PittsburghExplore the most affordable flight options available from Caribbean to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.
Explore the most affordable flight options available from Caribbean to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/262:44 pmSJU - PIT
2 stops9h 24mAmerican Airlines
Mon 12/298:09 amPIT - SJU
1 stop14h 50mAmerican Airlines
Deal found 12/22![American Airlines logo]()
$292
This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:59 amSDQ - PIT
1 stop6h 59mSpirit Airlines
Mon 1/510:53 amPIT - SDQ
1 stop15h 01mSpirit Airlines
Deal found 12/21![Spirit Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/3111:07 amSDQ - PIT
2 stops10h 51mAmerican Airlines
Mon 1/58:09 amPIT - SDQ
1 stop12h 51mAmerican Airlines
Deal found 12/21![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 12/21. 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 12/241:07 pmSJU - PIT
1 stop8h 24mDelta
Mon 12/296:20 amPIT - SJU
1 stop7h 13mDelta
Deal found 12/21![Delta logo]()
$417
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/245:24 amSJU - PIT
2 stops14h 10mAmerican Airlines
Mon 12/298:09 amPIT - SJU
1 stop14h 50mAmerican Airlines
Deal found 12/21![American Airlines logo]()
$425
This United Airlines deal was found by Cheapflights users on 12/22. 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.
Thu 12/251:09 amBQN - PIT
2 stops13h 09mUnited Airlines
Wed 1/71:21 pmPIT - BQN
1 stop9h 36mUnited Airlines
Deal found 12/22![United Airlines logo]()
$437
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/2410:07 amSDQ - PIT
1 stop7h 44mAmerican Airlines
Sun 12/288:09 amPIT - SDQ
1 stop12h 51mAmerican Airlines
Deal found 12/21![American Airlines logo]()
$467
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/211:30 amSJU - PIT
1 stop10h 20mAmerican Airlines
Mon 12/222:37 pmPIT - SJU
1 stop8h 22mAmerican Airlines
Deal found 12/21![American Airlines logo]()
$522
This Mytrip deal was found by Cheapflights users on 12/21. 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.
Mon 12/228:20 amSDQ - PIT
1 stop15h 39mSpirit Airlines
Mon 12/2910:53 amPIT - SDQ
1 stop15h 01mSpirit Airlines
Deal found 12/21![Spirit Airlines logo]()
$543
This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
Mon 12/222:53 pmSDQ - PIT
1 stop9h 06mMultiple Airlines
Mon 12/293:09 pmPIT - SDQ
2 stops10h 45mMultiple Airlines
Deal found 12/21![Multiple Airlines logo]()
$551
This JetBlue deal was found by Cheapflights users on 12/21. 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.
Fri 12/263:59 pmBQN - PIT
1 stop7h 57mJetBlue
Wed 1/77:00 amPIT - BQN
1 stop6h 54mJetBlue
Deal found 12/21![JetBlue logo]()
$649
This JetBlue deal was found by Cheapflights users on 12/21. 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.
Mon 12/223:28 pmSDQ - PIT
1 stop8h 28mJetBlue
Mon 12/298:00 amPIT - SDQ
1 stop8h 14mJetBlue
Deal found 12/21![JetBlue logo]()
$696
Find flight deals from Caribbean to Pittsburgh
Keep the following information in mind while searching for Caribbean to Pittsburgh flight deals. Data was last updated December 23, 2025.
Round-trip from | $194 (Cheapflightsfares) |
|---|---|
One-way from | $79 (FlightHub) |
Popular in | December |
Cheapest in | September |
Average price | $509 |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean to Pittsburgh 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 December 23, 2025.
Use the filters below to find and compare flights from Caribbean to Pittsburgh that are best for you.
Fly from
Caribbean
Fly to
Pittsburgh
Route
Depart
Return
Price
San JuanPittsburgh
SJU - PIT
SJUPIT
San Juan Luis Munoz Marin Intl
Thu 1/29
4:40 pm-11:44 pm
1 stop8h 04m
Pittsburgh
Tue 2/3
6:00 am-3:35 pm
1 stop8h 35m
$194
San JuanPittsburgh
SJU - PIT
SJUPIT
San Juan Luis Munoz Marin Intl
Thu 2/5
5:25 pm-10:48 pm
1 stop6h 23m
Pittsburgh
Mon 2/9
7:00 am-3:30 pm
1 stop7h 30m
$211
San JuanPittsburgh
SJU - PIT
SJUPIT
San Juan Luis Munoz Marin Intl
Thu 1/22
8:20 am-5:12 pm
2 stops9h 52m
Pittsburgh
Mon 1/26
7:45 am-5:03 pm
2 stops8h 18m
$211
San JuanPittsburgh
SJU - PIT
SJUPIT
San Juan Luis Munoz Marin Intl
Thu 1/22
8:35 am-7:09 pm
2 stops11h 34m
Pittsburgh
Mon 1/26
7:00 am-3:40 pm
1 stop7h 40m
$211
San JuanPittsburgh
SJU - PIT
SJUPIT
San Juan Luis Munoz Marin Intl
Tue 3/10
1:30 am-10:44 am
1 stop9h 14m
Pittsburgh
Sun 3/15
7:41 am-10:40 pm
1 stop14h 59m
$211
San JuanPittsburgh
SJU - PIT
SJUPIT
San Juan Luis Munoz Marin Intl
Fri 2/6
3:20 pm-11:42 pm
1 stop9h 22m
Pittsburgh
Sun 2/8
10:07 am-5:17 pm
1 stop6h 10m
$215
San JuanPittsburgh
SJU - PIT
SJUPIT
San Juan Luis Munoz Marin Intl
Wed 2/18
2:16 pm-9:18 pm
1 stop8h 02m
Pittsburgh
Sat 2/21
1:46 pm-11:58 pm
1 stop9h 12m
$215
San JuanPittsburgh
SJU - PIT
SJUPIT
San Juan Luis Munoz Marin Intl
Thu 1/29
7:00 am-5:12 pm
1 stop11h 12m
Pittsburgh
Tue 2/3
7:41 am-6:22 pm
2 stops9h 41m
$215
San JuanPittsburgh
SJU - PIT
SJUPIT
San Juan Luis Munoz Marin Intl
Fri 2/6
2:28 pm-11:10 pm
2 stops9h 42m
Pittsburgh
Sun 2/8
7:36 am-5:03 pm
1 stop8h 27m
$215
Punta CanaPittsburgh
PUJ - PIT
PUJPIT
Punta Cana
Fri 1/16
5:47 pm-9:40 am
1 stop16h 53m
Pittsburgh
Sat 1/17
5:50 pm-4:36 pm
1 stop21h 46m
$277
Showing 1-10 of 60 results
Best time to book a flight from Caribbean to Pittsburgh
Have a flexible travel schedule? Discover the best time to fly to Pittsburgh from Caribbean 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 Caribbean to Pittsburgh
What is the cheapest month to book a flight from Caribbean to Pittsburgh?
Currently, July is the cheapest month in which you can book a flight from Caribbean to Pittsburgh (average of $152). Flying from Caribbean to Pittsburgh in December is currently the most expensive (average of $268). 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 CB to PIT?
Find hourly flight availability from Caribbean to Pittsburgh. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2025.
It’s optimal to fly from Caribbean to Pittsburgh in the evening. By choosing this option you can save up to 16% on the cost of your flight, compared to a flight in the morning.
What is the cheapest day to fly from Caribbean to Pittsburgh?
Use this chart to determine the cheapest time to fly round-trip from Caribbean to Pittsburgh. Price data was last updated on December 16, 2024.
Travelers seeking maximum savings on their Caribbean to Pittsburgh flight should consider departing on Tuesday at noon when fares are most often at their lowest. Thursday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Pittsburgh
Get insights into the airlines that provide service to Pittsburgh. 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 Pittsburgh. Reviews last updated December 23, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Caribbean to Pittsburgh. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Caribbean to Pittsburgh. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Pittsburgh?
Book flights to Pittsburgh if you plan to visit one of these locationsMars
Steubenville
Washington
Monroeville
Wexford
Belle Vernon
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Caribbean to Pittsburgh
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Caribbean to Pittsburgh
Discover the top 6 airlines that operate flights from Caribbean to Pittsburgh. 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 December 23, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$142 | Average$348 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$190 | Average$358 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$225 | Average$395 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$225 | Average$418 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$274 | Average$426 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$288 | Average$360 | FlexibilityNo cancel fee | On-time62% |