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Find cheap flights from Caribbean to Pittsburgh from $99

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Pittsburgh departing on 6/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Mon 6/3
Mon 6/10

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In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

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Good to know

Low season

February

High season

September

Cheapest flight

$99
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 13% lower on average.
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.

See more FAQs

Prefer to fly non-stop from Caribbean to Pittsburgh?

Find which airlines fly direct from Caribbean to Pittsburgh, which days they fly and book direct flights.

Nonstop departures

Caribbean to Pittsburgh

Monday

ANA, Aer Lingus, Aeromexico, +44 more

ANA, Aer Lingus, +45 more

Tuesday

ANA, Aer Lingus, Aeromexico, +41 more

ANA, Aer Lingus, +42 more

Wednesday

ANA, Aer Lingus, Aeromexico, +44 more

ANA, Aer Lingus, +45 more

Thursday

ANA, Aer Lingus, Aeromexico, +42 more

ANA, Aer Lingus, +43 more

Friday

ANA, Aer Lingus, Aeromexico, +43 more

ANA, Aer Lingus, +44 more

Saturday

ANA, Aer Lingus, Aeromexico, +43 more

ANA, Aer Lingus, +44 more

Sunday

ANA, Aer Lingus, Aeromexico, +44 more

ANA, Aer Lingus, +45 more

See more direct flights

Nonstop returns

Pittsburgh to Caribbean

Monday

ANA, Aer Lingus, Aeromexico, +44 more

ANA, Aer Lingus, +45 more

Tuesday

ANA, Aer Lingus, Aeromexico, +41 more

ANA, Aer Lingus, +42 more

Wednesday

ANA, Aer Lingus, Aeromexico, +44 more

ANA, Aer Lingus, +45 more

Thursday

ANA, Aer Lingus, Aeromexico, +42 more

ANA, Aer Lingus, +43 more

Friday

ANA, Aer Lingus, Aeromexico, +43 more

ANA, Aer Lingus, +44 more

Saturday

ANA, Aer Lingus, Aeromexico, +43 more

ANA, Aer Lingus, +44 more

Sunday

ANA, Aer Lingus, Aeromexico, +44 more

ANA, Aer Lingus, +45 more

See more direct flights
See more direct flights

Top 5 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.
8.0
DeltaOverall score based on 10848 reviews
8.6Crew
7.9Comfort
7.4Food
8.2Boarding
8.0Entertainment
Airline reviews

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

10.0 ExcellentAllan, May 2024SUN - SLC
Read more about Delta reviews

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

The crew were very welcoming and helpful. I just wish economy had a bit more leg room. My knees were constantly hitting the chair in front of me.

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

Flew business class. Everything was excellent. No issues at all. Not very many “good” movies to choose from. But lots of mediocre ones

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Terrible. Flight was cancelled due to the weather in the east and sout east(florida). Did not get any compesation of any kind. According to them, it was not under their control so I lost all the money paid for the 2 fairs from Raleigh, NC to Orlando, Fl.

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

The best experience that I have had traveling with JetBlue!

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

Crew was just ok. Flight was packed. On a 3/4 hour flight I would hope they would come around more than once to see if you needed anything further. Not very attentive.

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

Nothing. Jet Blue is a great choice for me And I’m going to miss flying with them Since I travel to Lima Peru very often 😞😞😞

It was fine. Flight was on time and arrived at destination with 15 min to spare.

My bag was lost with my medicine and I am very inconvenienced. I don’t know what happened, however I want you to do a better job on getting people’s bag back

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

The food that was offered based on class level of your ticket was absolutely ridiculous and disgusting. They didn't even hot tea to serve, the food was horrible. On our departure flight I was seated in premium plus economy and considering the cost of the flight the food was literally some of the worst I've ever eaten. On the return flight I sat in economy with extra leg room and was given a thin little throw "blanket" and a flimsy little pillow. The air condition was on artic and the seating arrangement wasn't really worth the money. The seat didn't recline good enough and the foot rest was laughable. Total waste.

The plane was dirty and the in seat air wasn't blowing as planes usually do.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the room where it was being kept.

The flight was delayed due to weather issue…WiFi did not work and even though I wanted to pay for WiFi I couldn’t buy it. Overall very disappointing even though I paid and reserved Business class

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

All flights were on time and boarding was issue free

Too bad that first class seats do not recline significantly causing discomfort

The flight was great but board was a nightmare. The gate was changed 4 times during the layover period

The experience was great and much better than the flight going out. of course I was in first class but the service was excellent

Food options were limited which is absolutely embarrassing for a Flight of this size The staff did not come around as much and I am not accustomed to such poor service from American Airlines Drinks I believe were limited to soda and water

Was as expected. Good leg room on planes - much appreciated.

I don’t think the flight attendants are happy. They do not seem to be friendly or welcoming.

Smaller, regional aircraft limits amount of overhead luggage space. At least there were jetways at both BNA and PHL. First class food service was minimal with the usual assortment of packaged snacks (nothing creative) and no handiwipes. American tries to turn around aircraft too quickly without enough time to clean the planes. WIFI service did not include TV programming.

6 plus hour delay with no explanation. No wheelchairs to transport us on arrival. Very disappointed.

Food choice is limited, entertainment better than average, seat leg room terrible

While I received notice that AA 478 was delayed, the flight departed PHX and arrived PHL more than two hours late. The first class cabin service was mediocre; there were no pre-departure beverages offered; there were no warm mixed nuts served with cocktails; there was no personal greeting to me as an Executive Platinum member by the first class flight attendant. While the flight operated safely, its arrival at 0219 in the morning in PHL ended a very long day. I do not feel that American provided first class service.

The crew was not great or professional. It seemed like they didn't really want to be there. A true lack of effort for accommodating customers.

Everything was really good but the seats are not very comfortable.

I paid for WiFi, but it (WiFi) was very very slow, will never take again! Impossible open Utube 😤😤😤

I had no legroom, although I paid for extra legroom. I could barely put my bag in front of my feet and under the seat. The Wi-Fi was horrible. In fact the flight attendant said that they had to reboot it and see if it was going to work and never did.

The guy with severe body odor sat next to me. For the whole duration of the flight it was a torture. The airline should have better policy on limiting people with bad body odor to board the flight. Passengers should not be the ones to endure bad odor for the whole duration of the flight. The airline should be e the one to ensure decent air quality for ever passenger.

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

The boarding attendant was slightly rude when I asked about checking our stroller. Made me feel like I was bothering her.

My wife and I are both handicapped and at boarding they upgraded us to a seat closer to the front rather than all the way towards the back. Much appreciated.

Not much seat room, but that was unexpected. But the seat headrest was very uncomfortable.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries.

Book cheap flights from Caribbean to Pittsburgh

Recent round-trip flight deals

5/29Wed
1 stopSpirit Airlines
27h 44mSJU-PIT
6/1Sat
1 stopSpirit Airlines
13h 07mPIT-SJU
$187
5/29Wed
2 stopsSpirit Airlines
22h 21mSJU-PIT
6/1Sat
1 stopSpirit Airlines
13h 07mPIT-SJU
$196
6/14Fri
1 stopDelta
7h 15mNAS-PIT
6/18Tue
1 stopDelta
9h 57mPIT-NAS
$293
7/2Tue
1 stop
12h 01mSJU-PIT
7/16Tue
1 stop
9h 31mPIT-SJU
$295
6/18Tue
2 stopsUnited Airlines
18h 23mMBJ-PIT
7/16Tue
1 stopUnited Airlines
6h 29mPIT-MBJ
$301
7/1Mon
2 stops
18h 40mSJU-PIT
7/15Mon
1 stop
13h 16mPIT-SJU
$330
6/19Wed
2 stopsUnited Airlines
18h 23mMBJ-PIT
7/16Tue
1 stopUnited Airlines
6h 29mPIT-MBJ
$345
6/19Wed
2 stopsAmerican Airlines
22h 17mMBJ-PIT
7/15Mon
2 stopsAmerican Airlines
21h 53mPIT-MBJ
$349
6/18Tue
1 stopAmerican Airlines
22h 45mMBJ-PIT
7/20Sat
1 stopAmerican Airlines
23h 51mPIT-MBJ
$353
7/4Thu
1 stopDelta
11h 18mSJU-PIT
7/7Sun
1 stopDelta
7h 56mPIT-SJU
$353

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Recent one-way flight deals

6/1Sat
1 stopSpirit Airlines
26h 44mSJU-PIT
$99
6/7Fri
1 stopSpirit Airlines
6h 28mSJU-PIT
$100
5/20Mon
1 stop
23h 58mSJU-PIT
$114
5/19Sun
1 stop
26h 12mSJU-PIT
$175
7/19Fri
1 stopUnited Airlines
19h 02mMBJ-PIT
$185
8/30Fri
2 stopsAmerican Airlines
19h 09mSJU-PIT
$187
10/1Tue
2 stopsAmerican Airlines
15h 40mMBJ-PIT
$188
5/15Wed
1 stopDelta
9h 11mNAS-PIT
$211
5/18Sat
2 stopsUnited Airlines
8h 21mSJU-PIT
$251
8/4Sun
1 stopDelta
7h 44mSJU-PIT
$257

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Last minute flights from Caribbean to Pittsburgh

Last minute flight, train and bus deals

5/9Thu
multi-stopSpirit Airlines
17h 02mSJU-PIT
5/14Tue
multi-stopSpirit Airlines
16h 35mPIT-SJU
$236
5/9Thu
multi-stopSpirit Airlines
17h 02mSJU-PIT
5/13Mon
multi-stopSpirit Airlines
20h 46mPIT-SJU
$281
5/9Thu
multi-stopSpirit Airlines
17h 02mSJU-PIT
5/13Mon
multi-stopSpirit Airlines
21h 54mPIT-SJU
$290
5/9Thu
multi-stop
17h 02mSJU-PIT
5/13Mon
multi-stop
41h 30mPIT-SJU
$315
5/8Wed
multi-stopSpirit Airlines
10h 58mMBJ-PIT
5/11Sat
multi-stopSpirit Airlines
14h 16mPIT-MBJ
$341
5/9Thu
multi-stop
13h 00mSJU-PIT
5/13Mon
multi-stop
34h 09mPIT-SJU
$367
5/8Wed
multi-stopUnited Airlines
19h 34mMBJ-PIT
5/11Sat
multi-stopUnited Airlines
6h 45mPIT-MBJ
$422
5/8Wed
multi-stopAmerican Airlines
12h 28mMBJ-PIT
5/11Sat
multi-stopAmerican Airlines
8h 27mPIT-MBJ
$454
5/8Wed
multi-stopAmerican Airlines
12h 28mMBJ-PIT
5/11Sat
multi-stopAmerican Airlines
8h 27mPIT-MBJ
$514
5/9Thu
multi-stopUnited Airlines
9h 11mBQN-PIT
5/14Tue
multi-stopUnited Airlines
8h 51mPIT-BQN
$754

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Flights to Pittsburgh

Destination:

Pittsburgh (PIT)United States

Return flight deals:

Pittsburgh - Caribbean

Cabin classes: