$109 Find Cheap Flights from Caribbean Islands to Pittsburgh

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 8/29. 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
1 adult, Economy, 0 bags

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Cheap Flights from Caribbean Islands to Pittsburgh

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Pittsburgh that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Pittsburgh

Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
6:00 am - 9:25 pm
SJU
-
PIT
15h 25m
1 stop
American Airlines Logo
6:21 am - 4:11 pm
PIT
-
SJU
9h 50m
2 stops
$223American Airlines
Fri, Aug 14 - Sun, Aug 16
Southwest Logo
5:30 am - 12:10 pm
SJU
-
PIT
6h 40m
1 stop
Southwest Logo
3:15 pm - 10:45 pm
PIT
-
SJU
7h 30m
1 stop
$262Southwest
Fri, Aug 28 - Sun, Aug 30
American Airlines Logo
3:47 pm - 11:25 pm
SJU
-
PIT
7h 38m
1 stop
American Airlines Logo
11:50 am - 12:15 am
PIT
-
SJU
12h 25m
1 stop
$265American Airlines
Tue, Jul 21 - Tue, Jul 28
United Airlines Logo
4:12 pm - 3:23 pm
MBJ
-
PIT
22h 11m
2 stops
United Airlines Logo
6:06 am - 3:10 pm
PIT
-
MBJ
10h 04m
1 stop
$312United Airlines
Thu, Aug 6 - Tue, Aug 11
Delta Logo
5:49 pm - 12:36 am
SJU
-
PIT
6h 47m
1 stop
Delta Logo
7:05 am - 4:38 pm
PIT
-
SJU
9h 33m
1 stop
$312Delta
Mon, Jul 6 - Sun, Jul 12
United Airlines Logo
3:59 pm - 5:10 pm
NAS
-
PIT
25h 11m
1 stop
United Airlines Logo
6:15 am - 3:56 pm
PIT
-
NAS
9h 41m
1 stop
$341United Airlines
Wed, Aug 19 - Sat, Aug 22
JetBlue Logo
2:30 pm - 9:26 pm
BQN
-
PIT
6h 56m
1 stop
JetBlue Logo
6:00 am - 1:26 pm
PIT
-
BQN
7h 26m
1 stop
$387JetBlue
Wed, Aug 19 - Sat, Aug 22
JetBlue Logo
2:30 pm - 9:26 pm
BQN
-
PIT
6h 56m
1 stop
JetBlue Logo
6:00 am - 1:26 pm
PIT
-
BQN
7h 26m
1 stop
$413JetBlue
Mon, Jun 29 - Thu, Jul 2
Multiple Airlines Logo
11:19 am - 11:21 pm
MBJ
-
PIT
11h 02m
1 stop
Multiple Airlines Logo
6:00 am - 11:20 am
PIT
-
MBJ
6h 20m
1 stop
$684Multiple Airlines
Tue, Jul 21 - Tue, Jul 28
Multiple Airlines Logo
9:25 am - 11:33 am
MBJ
-
PIT
25h 08m
3 stops
Multiple Airlines Logo
3:35 pm - 11:20 am
PIT
-
MBJ
44h 45m
2 stops
$1,526Multiple Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$109
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 33% increase in price.
Flight from San Juan to Pittsburgh

FAQs for booking flights from Caribbean Islands to Pittsburgh

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Pittsburgh from Caribbean Islands 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 Islands 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 Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands 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 Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Caribbean Islands to Pittsburgh

 
Need help choosing which airline to fly with from Caribbean Islands 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
DeltaOverall score based on 8396 reviews
7.2Food
7.8Entertainment
8.1Boarding
8.5Crew
7.8Comfort
Airline reviews

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.

4.0 OkayMichelle, Jun 2026
ATL - PIT
Read more Delta reviews

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.

The seats were really comfortable. Flight crew were friendly with passengers. Overall was a great flight.

Arrived early, comfortable seats (Comfort+). Mediocre food, poor wifi (intermittent).

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

Flight was great! This flight from Atlanta was even better than when I paid for Comfort from SNA to Atlanta.

Great crew, flight on time, luggage pick up a breeze

Was on time, normal boarding. The worst flight attendents and service I ever seen,, can't believe Delta can have such service. Bathroom was dirty and no toilet paper, paper towels and used toilet paper all over the floor, when I tried to tell flight attendant she didn't even let me to finish and turn around. Very rude. Wi fi didn't work.

Connection flights should be spaced out farther because too close I missed my connection.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Referencing ANA'S service to Japan and the return on UA, the pillow was awful, the crew was not very attentive, and the food was bizarre and tasted okay. Whoever's idea it was to make vegetable tempera in a steam capsule should probably revisit that. Since it was the vegetarian option, it was my only choice.

Crew was great! Good meals. Had room to stretch out

Our flight was delayed 2.5 hours from Lisbon to DC so we missed our connection to Seattle that would have arrived at about 9 PM. The agent initially said we had to stay overnight in DC and there were no other options to put us on to get us to Seattle. While on board I discovered a flight via American he could have put us in but by the time we arrived in DC that was sold out. We were then put on a flight to San Francisco that was also delayed then arrived in San Francisco and our flight to Seattle was also delayed so we ended up not arriving until 2:15 am. Our son could not pick us up so we ended up having to pay over $100 to Uber home. This is the second trip with United that the flight has been delayed causing us to miss an evening in Las Vegas and we were given nothing.

Boarding was smooth and efficient. The only food was some pretzels, but it was a short flight. Not much to order if you were hungry.

Crew were welcoming, accommodating and they worked hard to find places for all carry on.

Packed flight, which makes it tough on crew and boarding staff (and the customers of course). But this was great boarding, clear instructions, etc. Traveling on the weekends are always fraught with danger as you have families and less frequent flyers thus more confusion. But this flight went as planned.

Destroyed my suitcase. Tired of talking about it. Cancelling my unite mileage plus account.

Read the fine print. This was my flight home. I booked my flight for the quickest way home. Had a carry-on and a personal item. Same as my outbound flight. Apparently I needed to pre-pay extra for my carry-on. When I checked in, I was told that I had to check it. I said I’ll pay for it, and was told that this wasn’t an option anymore. They said I still had to pay $50 to check my carry-on. I told them I’ll pay whatever to just carry it in as intended. I was not allowed, so eventually I paid $50 to check my carry-on under a plane that was half full, with overhead compartments that were even less full. My white carry-on suitcase was practically destroyed getting from Idaho falls to Denver to Orange County. The low price air fair was a bait and switch. Got me to the gate, made me pay extra, then didn’t even allow me to pay for a carry on. Not to mention that I paid the $8 for WiFi that didn’t work. All to get my suitcase destroyed. I don’t think I’m going to even keep my Untied mileage plus membership and card. Apparently, membership does not have its privileges for this one.

The flight was delayed, they didn’t even have water for the toilets or for drinks

Even through the flight was delayed due to storms near IAH The flight was great! The crew was so hospitable and professional

Cancelled flight. Still waiting to get home for grand daughter’s graduation .

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

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

When I booked my flight a month ago - I selected a seat. That seat was NOT the one I ended up with when I checked into my flight the day before. This is the second time this has occurred. So, I checked my next flight on Wednesday and Thursday and no seat was assigned. Poor, very poor customer service.

Cleared standby and gave up my seat. Terrible policy and boarding experience

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

Flight boarded from Gate 159B, the farthest gate in the LAX Bradley Terminal. While the flight operated on time, the first class cabin attendant made no recognition of my being an Advantage Executive Platinum member.

British Airways is an excellent airline. Comfort, food and airline personnel.

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