$123 Find Cheap Flights from Cleveland to Jamaica - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Cleveland to Jamaica

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Montego Bay
5h 46m2 stops
from $302per person
Kingston
5h 43m2 stops
from $494per person
Booking Insights

KAYAK's insights & trends for Cleveland to Jamaica flights

Get data-powered insights and trends into flights from Cleveland 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 Cleveland to Jamaica?

The cheapest month for flights from Cleveland to Jamaica is January, when tickets cost $422 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $732 and $670 respectively.

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

To get a below average price on the flight from Cleveland to Jamaica, you should book around 2 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low season

September

Cheapest flight

$123
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Cleveland to Montego Bay

FAQs - booking Jamaica flights

  • How does KAYAK find such low prices on flights from Cleveland 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 Cleveland to Jamaica.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Cleveland 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 Cleveland 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 Cleveland 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 Cleveland 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 Cleveland to Jamaica up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Cleveland to Jamaica

 
Need help choosing which airline to fly with from Cleveland 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 4195 reviews
8.0Comfort
7.5Entertainment
8.6Crew
8.1Boarding
7.0Food
Airline reviews

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

2.0 MediocreIrene, Jun 2026
Read more Southwest reviews

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Tried watching free movie and it kept freezing so I couldn’t finish.

Sat on tarmac for 2 hours and then missed my connecting flight

Everything was great except the food. The pretzels are really crappy.

Overall is was a pretty good flight. However we were 15 mins late taking off and no one told us anything. We were all in our seats just sitting there for 15mins and all the sudden the pilot stayed we are leaving now. I think they should have at least said something after our take off time passed. Everyone was wondering what was going on. I will say the pilot did increase the speed of the plane so we arrived in time. So we weren't late.

Being paid like a full service airline , I felt some features like no screen on seat, very poor entertainment content and no headphone provided. I like the checked bag benefit. Open seating concept is not nicely implemented as people were boarding out of order.

2 hour delayed departure, then sat on the tarmac for 30 minutes waiting for a gate in SRQ

wifi too slow or would not connect and entertainment kept on freezing

The flight was over 2 hours late.. once we finally got boarded things were fine

Didn't like sitting on the waiting pad for 30 minutes right after departing the gate. If you're going to do that, just don't board so people can still get up and walk around in the terminal. My luggage was damaged by the baggage handlers.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Good flight. Connector flight was delayed so made a short turnaround in Atlanta which was stressful. Otherwise, great crew, Staff in ATL was very informative about the delay and ensured people their connections were fine. Notified the ones that were not. Great communication.

Seat was extremely hard which made even a short 1 hour 20 minute flight fairly uncomfortable.

Only water, tea or coffee served midflight, even to comfort seating. Man next to me needed two seats and took up a portion of my seat and Delta did nothing.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

Delta made it easy, comfortable and timely. The crew was fantastic.

Flight was delayed 14 hours due to DC air show and weather. Missed connection to MUC.

The entertainment options on the seat back video boards were nice.

There was no WiFi available, there were mechanical problems with the plane and we landed at C 124, then the gate was switched to A 26, then all the way back to C126! For a 75 yo woman traveling alone, this was a difficult journey, indeed!

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

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

IAD with the archaic people movers is just a place to be avoided.

Cabin was pitch black, even during meal service. The reading lights for seat 2E/F did not work, and seat 2E did not recline.

The flight from Cleveland to Newark was great. The connecting flight wasn’t so good.

Flight was not comfortable and crew was rude and not wanted to help, i would never choose united if there is alternate options . not cooperative with baby

Seat comfort is still an issue. Seats way too hard or lacking lumbar support. Entertainment system has lots of nice features like “Don’t wake me for meals”. The Bluetooth headphone pairing works well if you know how to make your pods available for pairing. While this trip I didn’t find any of the many many movies that interesting, there is plenty in there for all tastes. Crew were excellent. Captain was good about telling us how limg seat belt sign would be on while going around a storm system. Wi-Fi was quite good for only $8 bucks for mileage plus members. Be sure to load a credit card into your United app to pay for food or drinks.

Take this flight regularly. Every single week same thing. Departure delayed. Make up some time in the air. Land at ORD and then wait for gate in "L" concourse Terminal 3 for 30-40 min-which yields a very delayed final arrival. Plus I get to taxi around and see every runway and drive over the bridge (IFKYK) over the expressway 2-4 times in most cases. Change the sched of incoming plane/work with FAA to improve traffic flow at ORD/change the timing of these flights. Whatever it takes. But do better.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

It was a code share with Alaska - would have been great if I actually made it on the plane, claimed I didn’t have a ticket or a seat even thought I was checked in.

Plenty of overhead space but forced to check my carry-ons both legs

The flight from CLE to JFK was fantasti! Pilots and cre were informative and accommodating.

Everything was ok except that we had to de-ice the plane which took about 20 mins. I realize this is a safety issue, but it caused us to miss a connection in Charlotte by 15 mins which meant a four hour layover. I think the thing that bothered me was American Airlines knew we were only 15 mins late, so couldn’t they have waited for us? There were about 10 of us that had to take alternate planes. I remember recently waiting 15 to 20 mins for passengers connecting with flights we were on. Just wondering why they couldn’t do the same for ours.

Another American flight delay. Gate staff was gratuitously abusive of anyone expressing frustration. This will be my last American Airlines flight

Abysmal, getting delayed approximately 13 times, having to switch out a crew with another crew that timed out within an hour, and customer service representatives that abandoned the stranded travelers. Terrible service

Flight attendants used to be nice to people. And any flight over 5 hours should have some kind of food other than tiny pretzels and one drink comped.

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.

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

It was a smooth flight and the pilot was very pleasant

Complete and total debacle from start to finish. HUGE mistake picking this airline. NEVER again! Rudest staff in the business.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

There was a screen but no earphones that could use the older input so I could listen to anything.

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

If jet blue is going to offer tv at every seat, fix the headphone connection so you can hear. Haven’t had a usable headphone jack in years

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.

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 Cleveland to Jamaica

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