$209 Find Cheap Flights from Pittsburgh to Jamaica

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Pittsburgh to Jamaica departing on 12/21. 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 Pittsburgh to Jamaica

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay1 stop$256
Kingston
Kingston1 stop$354
Montego Bay
Montego Bay1 stop$256
Kingston
Kingston1 stop$354

Book Cheap Pittsburgh to Jamaica Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pittsburgh to Jamaica 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 Pittsburgh to Jamaica

Mon, Feb 2 - Thu, Feb 5
Spirit Airlines Logo
6:00 am - 12:02 pm
PIT
-
MBJ
6h 02m1 stop
Spirit Airlines Logo
12:57 pm - 11:44 pm
MBJ
-
PIT
10h 47m1 stop
$256Spirit Airlines
Tue, Feb 10 - Tue, Feb 24
Spirit Airlines Logo
6:00 am - 12:02 pm
PIT
-
MBJ
6h 02m1 stop
Spirit Airlines Logo
1:00 pm - 11:42 pm
MBJ
-
PIT
10h 42m1 stop
$267Spirit Airlines
Wed, Jan 28 - Wed, Feb 4
Spirit Airlines Logo
5:50 pm - 12:02 pm
PIT
-
MBJ
18h 12m1 stop
Spirit Airlines Logo
12:57 pm - 11:44 pm
MBJ
-
PIT
10h 47m1 stop
$281Spirit Airlines
Thu, Jan 22 - Thu, Jan 29
Spirit Airlines Logo
5:50 pm - 12:02 pm
PIT
-
MBJ
18h 12m1 stop
Spirit Airlines Logo
12:57 pm - 11:44 pm
MBJ
-
PIT
10h 47m1 stop
$292Spirit Airlines
Tue, Jan 20 - Tue, Jan 27
JetBlue Logo
7:00 am - 1:03 pm
PIT
-
MBJ
6h 03m1 stop
JetBlue Logo
3:15 pm - 10:48 pm
MBJ
-
PIT
7h 33m1 stop
$327JetBlue
Tue, Jan 20 - Fri, Jan 30
JetBlue Logo
7:00 am - 1:03 pm
PIT
-
MBJ
6h 03m1 stop
JetBlue Logo
2:30 pm - 11:55 pm
MBJ
-
PIT
9h 25m1 stop
$330JetBlue
Sat, Jan 17 - Tue, Jan 27
Multiple Airlines Logo
5:50 pm - 12:12 pm
PIT
-
KIN
18h 22m1 stop
Multiple Airlines Logo
11:00 am - 11:55 pm
KIN
-
PIT
12h 55m1 stop
$354Multiple Airlines
Sat, Jan 17 - Tue, Jan 27
American Airlines Logo
7:14 pm - 12:47 pm
PIT
-
KIN
17h 33m2 stops
American Airlines Logo
1:39 pm - 11:59 pm
KIN
-
PIT
10h 20m1 stop
$364American Airlines
Wed, Feb 11 - Sat, Feb 14
American Airlines Logo
12:00 pm - 10:17 am
PIT
-
KIN
22h 17m1 stop
American Airlines Logo
11:09 am - 11:54 pm
KIN
-
PIT
12h 45m1 stop
$367American Airlines
Fri, Jan 16 - Tue, Jan 27
Multiple Airlines Logo
6:00 am - 12:12 pm
PIT
-
KIN
6h 12m1 stop
Multiple Airlines Logo
1:20 pm - 10:48 pm
KIN
-
PIT
9h 28m1 stop
$397Multiple Airlines
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?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Pittsburgh to Jamaica, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Pittsburgh to Jamaica is October, when tickets cost $448 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $681 and $621 respectively.

What’s the cheapest day of the week to fly from Pittsburgh to Jamaica?

The average price of all round-trip flights from Pittsburgh to Jamaica clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Jamaica on a Monday and more expensive on a Thursday. On your return trip to Pittsburgh, you should consider flying back on a Thursday, and avoid Tuesdays for better deals.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Pittsburgh to Jamaica, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Pittsburgh to Jamaica, you should book around 2 weeks before departure, which saves you about 22% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$173
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 9% lower on average.
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.

  • What is the cheapest time of day to fly to Jamaica?

    The cheapest time of day to fly to Jamaica is generally in the afternoon, when round-trip flights cost $333 on average. Morning departures are around 17% more expensive than evening flights, on average. The most expensive time of day to fly to Jamaica is generally in the morning, which is peak travel time and where the average cost of a ticket is $527.

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.
7.9
SouthwestOverall score based on 4250 reviews
8.0Comfort
7.0Food
8.1Boarding
8.6Crew
7.5Entertainment
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Not great experience - we were super late boarding due to issues with aircraft. Then when we finally all got onboard and seated and they started taxiing out to the runway they just stopped then turned around and went back to the airport. Apparently the crew “ran out of time” to legally fly us. They mentioned that they were about 2 minutes away from taking off. I understand the rules and safety but kinda wonder why they would have bothered boarding us in the first place? Had to go all the way back and de plane and then wait in a HUGE line to get a hotel (this is somewhere around 2:30am) finally got to hotel by Uber (no shuttle after 20min so gave up) and they ended up putting us all back on the same aircraft at 10am next morning so got about 2.5 hours sleep. They did give us. $250 credit, but it was a São Paulo Brazil flight out of Dulles. The flight and everything was fine.

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

United have really come back. Airport and boarding process is clear and good, app and information also very good

They charged a fee for 1st bag checked. Others in same party were free.

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very bad! They kept delaying my flight and wouldn’t do anything about it

Not comparable to Qatar Airways services on flights to Doha. Flight attendants provided basic services; I was never recognized by name or as an Executive Platinum member. Restrooms were not kept clean during the flight.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

The Phildalphia to Allentown portion was a BUS, not a plane. All was as expected.

Excellent - explanations were clear staff was nice and flight was comfortable

Airport in MXP is crazy. Get there at least 2 hours before flight.

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

Did not get the seat I selected and paid for.

The flight was canceled 3 hours after original take off time

Plane was delayed for 6 hours, at first by weather, which is understandable, but was further delayed with NO given reason for 2 1/2 hours more. We had no clue when we were going to depart actually until they opened the ramp. VERY POOR to ZERO COMMUNICATION!!!

Flight was delayed and after being in the airport for like seven hours, it was canceled.

Flight was in time, very smooth ride and surprisingly lots of legroom in the cabin so I certainly will fly with spirit again

The seats are the most uncomfortable seats I’ve ever sat in. Don’t believe I’ll ever fly spirit again!!

Flight was canceled and instead of rescheduling at the gate we had to go out to the ticket counter. Unruly kids kicking the back of my rows chair with staff to inattentive to say something.

Customer feedback I sent to Spirited today: “I will never fly Spirit Airlines again and will work hard to convince my friends and family to boycott/avoid Spirit Airlines at all costs. I booked three seats for me and my 8 and 10 year old children on NK 1222 from Orlando to Kansas City for 12/7/25 leaving Orlando at 10:37AM. This itinerary was abandoned by Spirit and we were rebooked onto Spirit flight NK 213 leaving at 9:06PM without any notice. Then the nightmare really began. Flight 213 was delayed a total of 12 times, finally leaving at 6:35AM the following day. The gate was changed 5 times and our electronic boarding passes were invalidated at midnight. The worst part was that the 12 separate delays were incremental making it impossible to plan for accommodations for my family. My kids missed a day of school and barely slept under the harsh lights with lots of noise on the filthy airport floor. The customer service agent at Spirit Airlines told us we would be emailed a voucher for a hotel which never happened. I asked about it multiple times and it never arrived in my email inbox. This whole unfortunate situation could’ve been avoided if spirit had taken a realistic approach and delayed the flight from 9 PM until 6 AM from the beginning. My son gleefully deleted the Spirit app from my phone once we landed and we will never fly with Spirit again.”

Honestly horrible. The plane on the way back was delayed 6 times with no explanation on why. When I asked for a refund or some money back because I had to miss a day of work because of the desk, they told me no. Because of how poorly it was handled I will most likely never take spirit again

I love a flight without turbulence and you guys deliver It’d be nice to have comfier seats and maybe some inflight entertainment and snacks but that’s for Delta

30 minute delay, Also there was a medical emergency on the flight. The flight crew was on top of the situation and assisted the medical professionals that happened to be on the flight.

This was my first time on a budget airline and I couldn't even sit down all the way because my knees would embed in the seat in front of me. I'm only 6' tall with a 32" inseam. There's no upside other than y'all are cheap. I'm glad it was only a 2 hour flight. Lesson learned! I get why everybody talks down on budget airlines. The staff was outstanding, the flight went as well as possible, great pilot, great boarding, smooth sailing. Zero chance I'll be back though.

Everything was smoothly and convenient! Just stay in this way!

Cancelled my flight and the earliest that they are willing give me for the next flight which was 3 days later on a weekday. Only accommodation they are willing to give was $30 airline credit that will expire in 1 year

Everything you need to know for your flight from Pittsburgh to Jamaica

Information on your arrival and departure airports