$290 Find Cheap Flights from Pittsburgh to Jamaica - Compare and Save

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Cheap Flights from Pittsburgh to Jamaica

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Montego Bay
5h 55m2 stops
from $367per person
Kingston
6h 49m2 stops
from $472per person
Booking Insights

KAYAK's insights & trends for Pittsburgh to Jamaica flights

Get data-powered insights and trends into flights from Pittsburgh to Jamaica to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Pittsburgh to Jamaica?

The cheapest month for flights from Pittsburgh to Jamaica is January, when tickets cost $437 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $683 and $650 respectively.

How far in advance should I book a flight from Pittsburgh to Jamaica?

To get a below average price on the flight from Pittsburgh to Jamaica, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 1 week before departure.

Good to know

Low season

October

Cheapest flight

$290
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Pittsburgh to Montego Bay

FAQs - booking Jamaica flights

  • Will I need a visa to fly from Pittsburgh to Jamaica?

    If you plan to stay in Jamaica for more than 90 days after flying there from Pittsburgh, you'll need to visit the Embassy of Jamaica in Washington, D.C. website to learn more about obtaining a visa. But if you'll be in Jamaica for under 90 days, getting a visa for your trip won't be necessary for American citizens.

  • Where might flights from Pittsburgh to Jamaica make stops?

    Flights from Pittsburgh to Jamaica might land at any number of airports along the way for layovers. A few airports most commonly used for layovers for flights from Pittsburgh International Airport to Jamaica include Charlotte Douglas International Airport (CLT), Orlando International Airport (MCO), and Miami International Airport (MIA).

  • What are the most budget-friendly airlines that fly from Pittsburgh to Jamaica?

    If you're concerned about how much it'll cost to catch flights from Pittsburgh to Jamaica, you might want to look into flying with a low-cost airline like Spirit Airlines. Although Spirit doesn't have a first-class section or some of the amenities that other airlines offer, it will be able to provide you with prices you can afford when you're planning a Jamaican adventure.

  • Which airline should I choose when flying from Pittsburgh to Jamaica with children?

    Delta is typically the best airline for those with kids to use when flying from Pittsburgh to Jamaica. Delta can set your kids up with activity kits and in-flight movie options that will keep them entertained through your flight. They also try to give priority to families during boarding.

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

    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 Pittsburgh to Jamaica.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Pittsburgh to Jamaica 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 Pittsburgh to Jamaica?

    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 from Pittsburgh to Jamaica with an airline and back with another airline.

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

    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 from Pittsburgh to Jamaica up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Jamaica

  • Several airlines can provide you with flights from Pittsburgh International Airport (PIT) to Jamaica. If you would like to visit Jamaica, Air Canada, American Airlines, Delta, Spirit Airlines, and United Airlines offer flights there. Consider which of these airlines you would like to fly with as you shop around for different flight options.
  • Jamaica has two airports you'll be able to pick from when you're booking flights from Pittsburgh. You can choose to fly to either Sangster International Airport (MBJ), which is located near Montego Bay, or Norman Manley International Airport (KIN), which is near Jamaica's capital Kingston.
  • Nonstop flights from Pittsburgh to Jamaica will be few and far between, but there will be plenty of one-stop flights you can take. You will, however, want to compare the flight times for one-stop flights to choose the quickest option. American Airlines, for example, has one-stop flights from Pittsburgh International Airport to Sangster International Airport.
  • If you want to kick back and relax on a flight from Pittsburgh to Jamaica, the best way to do it is by flying first class. If you can afford first-class flights with an airline like Air Canada, you'll be treated to everything from a lie-flat seat that can be used to sleep to in-flight entertainment options that will ensure you don't ever get bored.
  • The Club PIT is a lounge at Pittsburgh International Airport that you can use to unwind while waiting for a flight to Jamaica. You'll be able to gain access to this lounge for a small fee regardless of which airline you're flying with.

Reviews of the top 5 airlines serving from Pittsburgh to Jamaica

 
Need help choosing which airline to fly with from Pittsburgh to Jamaica? 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
SouthwestOverall score based on 4190 reviews
8.6Crew
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

Terrible delay today. also, waited 90 minutes for baggage to unload in Seattle earlier in the week.

4.0 OkayHervey, Sep 2026
Read more Southwest reviews

Terrible delay today. also, waited 90 minutes for baggage to unload in Seattle earlier in the week.

Just crazy with times being pushed and pushed and pushed and gate crew at Philly super rude and unprofessional with many under stress with delays.

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

For my birthday trip this was my second time ever flying, this trip was the best.

I really wish that SW would ask anyone with a carry-on to wait while those who don’t have to access the overhead bins are boarded. Then, reverse that when the plane arrives. Those without the need to clog up the aisle retrieving their bags from the overhead bins wait for those exiting the plane without needing to clog up. The aisle.

We boarded the flight and set two and a half hours on the jetway. Would have been better if they had not boarded us at all. Plane was hot and it was limited ability to access the restrooms or get a drink of water. Very unpleasant experience

The actual flight was great! The 3 hour delay not so much.

Southwest is a garbage airline and the people who fly it are garbage people.

It was a very good experience. No major issues at all.

Boarding was easy. Plane wasn’t crowded. Plenty of space. Flight was on time. Crew was pleasant.

This a short easy flight. No food or drink but that was not an issue since we were only in the air for 35 minutes.

No Internet, no backseat screen, no nothing. I bought a Delta ticket and ended up on American Airlines. How did that happen?

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

The flight was way too HOT! And the plane did not have any in-flight TV entertainment.

The gate attendants and the crew were terrible. Because of high winds, they needed to carry more fuel, so they had to get volunteers to take the next flight at 6 am the next day. They did a terrible job of it - our flight ended up taking off just under 3 hours of the scheduled time. I hope to never fly Delta again.

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

We splurged and decided to fly first class. Seats were roomy. But flight crew arrived late to the airport. That delayed our flight. Most of the passengers had to try to make connections flights. I felt bad for them. We checked 4 bags. We got three from the baggage claim carousel. 4th one was lost. Delta online help wasn’t good. Baggage claim staff were sympathetic and nice but we waited around for almost 2 hours and it had t been found. They did find it several hours later and we had to drive back to airport to retrieve it. I won’t be splurging on 1st. Lass again anytime soon. I think we got worse service. I am also not a huge fan of delta but we have family in ATL so we don’t have a ton of choice. What should have been an easy flight turned into a stressful event due to flight crew tardiness and baggage mishandling.

My flight consistently said it was on time and the plane didn’t arrive until after 30 minutes after take off and nothing was announced to passengers

It was terrible! Two hour delays, poor in flight service, made us check our carry on even though there was plenty of overhead storage

Boarding was good, was able to get on early and get settled in . Loved the glass of wine before take off. Once in the air the service was amazing, from the snacks, drinks and the food was good. The flight attendants were very good and attentive. Love flying with Delta..

Like the fact that the boarding was expedited. But the delay and chaos around the onboarding was not appreciated.

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

It was great. All the crew were professional and nice.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

The only downside was my cell phone charger wouldn’t work in the charging port but everyone else’s would work in them all. My cell phone cable works fine in my hotel room in Frankfurt.

A three (3) hour flight should have meal service in First Class, not just potato chips!

Crew were fine, drinks and snacks were as well but we were delayed for around 2 hrs which made our entry into Mexico delayed as well with the influx of arrivals at the same time. Sort of wasted our first day of vacation. We left Pittsburgh at 630am and did not arrive in Mexico until late dinner time.

Seats suck. Only one drink service in three hours with the flight attendants being more attendant to their phones than the customer. Painful in the extreme.

On time departure was much appreciated. However, as a frequent flyer and American Advantage member, I was as disappointed not to get an aisle seat.

Flight was cancelled due to a myriad of operational issues. You guys really suck

Our gate was changed several times, and the gate agents were just as in the dark as all of us in knowing when our plane would arrive at PHL.

mechanical problem delayed more than 2 hours on the run way.

The flight had a 6 hours delay. This should not happen to anyone. Airlines should provide an alternative with no additional costs.

Seat comfort was poor (no lumbar or lower back support).

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

The American flight was a connecting flight to an international flight. The international flight has a 2 check bag rule. Despite being informed of this, American would only check 1 bag and wanted 100 to check the second (basically a 3rd carry-on) to NYC. Subsequently tsa took a sealed container of maple syrup and a few other things that couldn't be in carry-on plus I had to lug around 3 pieces of luggage for the entire trip. The American reservation was made with the international and American actually checked the one piece the entire way to China. This is one of the reasons that I will avoid American airlines if possible in the future.

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

It was a good flight. Of course it was full, but it went well.

KUDOS TO ALL THE CREW PROVIDING ASSISTANCE WITH PASSENGERS ON A WHEELCHAIR. ON BOTH FLIGHTS THEY HUSTLED TO TAKE MY RELATIVE TO CONNECTION ON TIME. THEY DESERVE A LOT OF CREDIT!

Good experience with this flight. Boarding was smooth with no issues. The short flight was good with quick drink & snack service. Nice easy way to get back from DC.

Very good flight that left on time and arrived earlier than anticipated, which was a plus! The crew members were very welcoming and helpful. However, the temperature on the flight was very cold - almost to the point of extreme discomfort. Additionally, requiring passengers to pay $8 for headphones to access the JetBlue entertainment was disappointing. Those earbud jacks are not used with most technology and would not be able to be used. There was no option to use Bluetooth for my own earbuds. Beyond those inconveniences, the flight was good.

It was a smooth flight and the pilot was very pleasant

They lost my luggage and refuse to help. Terrible airline. I've never experienced worse customer service in my life. Pretty much just told me too bad that I lost all my luggage, not caring that I am stuck in Europe for 2 weeks with absolutely nothing.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

I'll nevere ever give up jet blue for years now and I will never change

JetBlue has too many delayed flights. I cant recall in the past two years flying with JetBlue without some form a delays. I expect better B6.

As with all airline's seats, a little more padding would appreciated. Especially on longer flights.

The communication was lacking. They delayed us over 8 hours keeping us on the plane, stopped for mechanical errors and then for the captain being over duty hours and then again for mechanical errors taking us to a different state and airport. It wasn’t fun, a lot of time and money lost. we felt trapped and hungry. A whole days of activities and vacation lost. I would have liked better communication and for them to allow us off the plane until everything was figured out. Also why couldn’t they share the food that was on the plane ? Snacks are not nutritious.

More options for your flight from Pittsburgh to Jamaica

Complete your trip to Jamaica with a hotel stay or car rental