$131 Find Cheap Flights from Caribbean to Pittsburgh - Compare and Save

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Cheap Flights from Caribbean to Pittsburgh

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Pittsburgh

Wed, Nov 11 - Sun, Nov 15
Frontier Logo
7:23 am - 5:32 pmSJU  San Juan Luis Munoz Marin Intl-PIT Pittsburgh
11h 09m1 stop Orlando
Frontier Logo
6:27 pm - 2:46 amPIT  Pittsburgh-SJU San Juan Luis Munoz Marin Intl
7h 19m1 stop Orlando
$229Frontier
Fri, Nov 13 - Sun, Nov 15
Frontier Logo
11:20 am - 5:32 pmSJU  San Juan Luis Munoz Marin Intl-PIT Pittsburgh
7h 12m1 stop Orlando
Frontier Logo
6:27 pm - 10:15 amPIT  Pittsburgh-SJU San Juan Luis Munoz Marin Intl
14h 48m1 stop Orlando
$260Frontier
Sun, Dec 13 - Sun, Jan 10
Delta Logo
3:15 pm - 12:46 amNAS  Nassau Intl-PIT Pittsburgh
9h 31m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:40 am - 1:40 pmPIT  Pittsburgh-NAS Nassau Intl
8h 00m1 stop Atlanta Hartsfield-Jackson
$319Delta
Thu, Nov 19 - Sun, Nov 29
American Airlines Logo
2:29 pm - 11:49 pmSJU  San Juan Luis Munoz Marin Intl-PIT Pittsburgh
10h 20m1 stop Charlotte Douglas
American Airlines Logo
8:00 am - 9:36 pmPIT  Pittsburgh-SJU San Juan Luis Munoz Marin Intl
12h 36m1 stop Miami
$320American Airlines
Thu, Nov 26 - Sun, Nov 29
American Airlines Logo
7:45 am - 5:54 pmSJU  San Juan Luis Munoz Marin Intl-PIT Pittsburgh
11h 09m2 stops Miami Washington, D.C. Reagan-National
American Airlines Logo
8:00 am - 10:36 pmPIT  Pittsburgh-SJU San Juan Luis Munoz Marin Intl
13h 36m1 stop Miami
$320American Airlines
Wed, Jan 27 - Wed, Feb 3
Southwest Logo
6:05 am - 11:55 amSJU  San Juan Luis Munoz Marin Intl-PIT Pittsburgh
6h 50m1 stop Baltimore/Washington
Southwest Logo
3:45 pm - 11:05 pmPIT  Pittsburgh-SJU San Juan Luis Munoz Marin Intl
6h 20m1 stop Baltimore/Washington
$320Southwest
Wed, Jan 27 - Wed, Feb 3
Southwest Logo
7:25 am - 5:05 pmSJU  San Juan Luis Munoz Marin Intl-PIT Pittsburgh
10h 40m2 stops Tampa Baltimore/Washington
Southwest Logo
3:45 pm - 11:05 pmPIT  Pittsburgh-SJU San Juan Luis Munoz Marin Intl
6h 20m1 stop Baltimore/Washington
$320Southwest
Wed, Nov 18 - Mon, Nov 23
United Airlines Logo
2:05 am - 1:06 pmSJU  San Juan Luis Munoz Marin Intl-PIT Pittsburgh
12h 01m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
3:15 pm - 10:22 pmPIT  Pittsburgh-SJU San Juan Luis Munoz Marin Intl
6h 07m1 stop Washington, D.C. Dulles Intl
$320United Airlines
Wed, Feb 3 - Mon, Feb 8
Delta Logo
4:10 pm - 12:46 amSJU  San Juan Luis Munoz Marin Intl-PIT Pittsburgh
9h 36m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:15 pm - 12:58 amPIT  Pittsburgh-SJU San Juan Luis Munoz Marin Intl
6h 43m1 stop New York John F Kennedy Intl
$320Delta
Sun, Dec 13 - Sun, Jan 10
United Airlines Logo
2:40 pm - 11:59 pmNAS  Nassau Intl-PIT Pittsburgh
9h 19m1 stop Houston George Bush Intcntl
United Airlines Logo
8:30 am - 2:27 pmPIT  Pittsburgh-NAS Nassau Intl
5h 57m1 stop Newark
$331United Airlines
Useful Info

Good to know

Low season

April

Cheapest flight

$131
Best time to beat the crowds with an average 40% drop in price.
Most popular time to fly with an average 27% increase in price.
Flight from San Juan to Pittsburgh

FAQs for booking flights from Caribbean to Pittsburgh

  • How does KAYAK find such low prices on flights from Caribbean to Pittsburgh?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean to Pittsburgh.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Pittsburgh?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Pittsburgh from Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean to Pittsburgh?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Pittsburgh with an airline and back to Caribbean with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Pittsburgh?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Pittsburgh from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Caribbean to Pittsburgh

 
Need help choosing which airline to fly with from Caribbean to Pittsburgh? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4220 reviews
7.0Food
7.4Entertainment
8.1Boarding
8.0Comfort
8.6Crew
Airline reviews

I got a bit sick on the flight, and was so grateful when the male flight attendant explained to me they keep the back row open for cases like mine. He took such great care of me! I was incredibly grateful.

10.0 ExcellentLeslie, Oct 2026
Read more Southwest reviews

I got a bit sick on the flight, and was so grateful when the male flight attendant explained to me they keep the back row open for cases like mine. He took such great care of me! I was incredibly grateful.

Friendly crew. Snacks were carb-heavy. Flight was quite delaye

The service was fine, about the same as you get on most lower end airlines. I dont understand the perks of flying them much anymore for the cost.

the flight was significantly delayed. Not much was done by the airline to compensate passengers

It was great and arrived home a little sooner than expected which is nice.

Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.

The flight was delayed due to earlier issues at other airports. The crew was excellent & made it a good trip.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The crew was very nice and respectful and everything went well.

Having a direct flight between Pittsburgh and Austin makes traveling so easy.

The baseline is to have everything happen as expected. That is what happened with the small exception that climate control in the aircraft sss not turned on when boarding started making the aircraft very hot. All in all great experience!

The crew was excellent but the entertainment did not work. The 3mm jack for the headphones was faulty and no sound was available for entertainment.

Very aggressive at the boarding area of only allowing one person passed a line/ sign

We were delayed so pilots can rest and had no WiFi the whole trip. First class seats are small compared to other planes

Only beverages were offered to first class and I thought the flight attendant could have also served the Delta Comfort as well instead of sitting down and staring at her phone and walking past all of us to the back of the plane to charge her phone more. There was a complete lack of turbulence and was safe enough for flights attendant to walk around in the front of the plane, collect trash and serve a few people water and turn off the seat belt light. Also didn’t enforce people putting their seats into the upright position and allowed two passengers to remain reclined during landing. They seemed out to lunch completely. Usually my experience on Delta is much better.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Delayed. Hot. Passenger next to me was so large I couldn’t move.

2+hrs delay without any reason provided and a cramped flight

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

New Max 10, first class seats have been shrunk. End of a 20 hour journey, it was United not Lufthansa, just glad to get home

The Code Share with Air Canada was not very streamlined. I had to check in at airport (not online) on the outbound and return flights

Worst boarding experience, flight extremely delayed causing super tight connect and deplaning was a disaster as ppl were pushing and shoving to get off. Then after flying over 8 hours had to get off a job to next flight. Limited beverage service in Business class (water or white wine) no food. The plane was very cold (temperature) so uncomfortable

United didn’t even try to hold the flight for me. They knew I had a tight connection and when I arrived at the gate less than 10 mins after final boarding the flight had already gone. The gate agent wasn’t even notified that I was on my way. She was told I wasn’t at the airport

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

I still prefer Delta, but Delta doesn’t fly to State College PA.

This flight was delayed multiple times and eventually canceled around 2-3ish. Original take off time was around 10:30am. By 3, there were no other options out of Houston, so stuck in Houston for from 3pm - 11am the next day.

Nothing bad to say about the actual crew or airline. It was nice to have a complimentary FULL can of soda, as well as a snack. Blankets and earbuds were also provided at no cost for this red eye flight. I especially appreciated the free WiFi and movie selection with the Bluetooth option. It helped the flight pass more quickly. No matter who you fly, boarding and disembarking are always SUCH a pain. As I mentioned, this is on the passengers and not the crew!!

Flight attendants rude and impolite… flight delayed by almost 5 hours.

Ok so apparently the new policy on United Airlines is that customers in the main cabin should NEVER be served more than once and besides picking up trash there should NEVER be another interaction with the customer for any reason.

It was delayed 5 hours due weather and your app should be rebuilt or disabled. I could not change my original flight on delta so I did it through the delta app. Then rebooked on American once delta cancelled all flights from LGA to PIT on 8/27. American Airlines was fine once the flight took off 5 hours later. I wish my company would find a better provider than kayak.

There was no service on the flight even though there was no turbulence or any other issues on the flight. Nobody greeted at the entry or leaving the airplane, staff crew looked annoyed and not helpful at all.

There was a 6 hours delay in our departure. And yet, no compensation was offered. A company should be responsible for such a delay.

The flight was on time and the landing was very smooth. The crew and flight attendants were all very friendly and professional.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

Staff at the gate were incredibly rude, hostile and threatening. Never fly American Airlines.

Great - quick boarding and landed early with an available gate.

The flight was delayed till next day ! They kept delaying every 30 minutes then after 3 hours they delayed it till next day. We kept waiting in line standing more than an hour to get the hotel and meal vouchers. There was no communication at all. Everything was bad

Traveling to a place near Pittsburgh?

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