$202 Find Cheap Flights from Cleveland to Jamaica - Compare and Save

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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
Montego Bay
Montego Bay2 stops$425
Kingston
Kingston1 stop$673
Montego Bay
Montego Bay2 stops$425
Kingston
Kingston1 stop$673
Booking Insights

Price, demand and travel trends for Cleveland to Jamaica flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Are flights from Cleveland to Jamaica cheaper or more expensive than last year?

Fares from Cleveland to Jamaica are running about 5% lower than they were around this time last year, averaging $578 round-trip.

What are the cheapest fares from Cleveland to Jamaica right now?

Here are the cheapest round-trip fares from Cleveland to Jamaica on KAYAK in the last week:

• Montego Bay Sangster Intl (MBJ) from $425
• Ocho Rios Boscobel (OCJ) from $663
• Kingston Norman Manley (KIN) from $688

What’s the cheapest month to fly from Cleveland to Jamaica?

May is the cheapest time of year to fly, with average fares of $473. Prices are highest in August, when average flight costs increase to around $690.

When is the best time to book flights from Cleveland to Jamaica?

Book your flights 26 weeks before your trip. KAYAK data collected over the past 12 months shows that booking in this window can save you around 43% compared to booking last-minute (within 2 weeks of departure).

Which airport in Jamaica is the cheapest to fly to from Cleveland?

Based on KAYAK data from the past 12 months, the cheapest airports to fly into Jamaica are:

• Montego Bay Sangster Intl (MBJ) (avg. price $565)
• Kingston Norman Manley (KIN) (avg. price $683)
• Ocho Rios Boscobel (OCJ) (avg. price $724)

What’s the cheapest day to fly from Cleveland to Jamaica?

Tuesday tends to be the cheapest day to fly from Cleveland to Jamaica, while Wednesday is the most expensive. Fares run about 17% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from Cleveland to Jamaica?

Data from the past 12 months shows it's cheapest to fly to Jamaica during the evening with average prices of $466. The afternoon is the most expensive time to fly, with average prices of $683.

Key details for Cleveland to Jamaica flights

Low season

September

Cheapest flight

$222
Beat the crowds with an average 49% drop in travelers.
The most popular month to fly with an average 33% increase in travelers.
One-way flight from Cleveland to Montego Bay

Your Cleveland to Jamaica flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Cleveland to Jamaica?

    Yes. Fares from Cleveland to Jamaica are low right now. As a rule of thumb, a round-trip under $462 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Cleveland to Jamaica?

    Over the past 12 months, round-trip fares from Cleveland to Jamaica have ranged from $462 to $744.

  • What are the main airports serving Jamaica?

    Jamaica has 4 airports. The three busiest are Montego Bay Sangster Intl (MBJ) (80% of arrivals), Kingston Norman Manley (KIN) (18%) and Ocho Rios Boscobel (OCJ) (2%).

  • What airlines fly nonstop from Cleveland to Jamaica?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Cleveland to Jamaica. One-stop options include:

    • Delta
    • United Airlines
    • JetBlue

  • Which cabin classes are available on flights from Cleveland to Jamaica?

    On flights from Cleveland to Jamaica you can book Economy Class or First Class.

  • What are some popular landmarks in Jamaica?

    KAYAK travelers' favorite landmarks in Jamaica include:

    • Doctor's Cave Bathing Club
    • Cornwall Beach
    • Fort Montego Craft Market
    • AquaSol Theme Park

Your guide to booking Cleveland to Jamaica flights

Get tips on when to book, when to fly and what to know before your trip.
  • If you can plan ahead, the sweet spot for booking your flight is 26 weeks before your trip. KAYAK data shows fares in this window are around 43% lower than last-minute bookings (made within 2 weeks of departure). Not ready to commit? Set a Price Alert and we'll let you know when prices change.
  • If your travel dates are flexible, book your trip for May when flights are typically cheapest and avoid August when prices are at their highest.
  • Flying on Tuesday is usually the cheapest. Flights on Wednesday cost about 17% more on average, so being flexible with your travel dates could help you save.
  • If you're looking to save, Montego Bay Sangster Intl (MBJ) is the cheapest airport to fly into from Cleveland. If you have onward travel, don't forget to factor in the cost of your journey by train, bus or domestic flight.
  • Start your trip in Montego Bay, which is the most popular destination in Jamaica. From there, it's easy to continue on to other popular destinations such as Negril, Ocho Rios and Kingston.

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.
7.9
SouthwestOverall score based on 4217 reviews
7.0Food
8.1Boarding
8.0Comfort
8.6Crew
7.4Entertainment
Airline reviews

Flight was delayed again. I fly out every other weekend and lately the flight is delayed 3 out of five times 🤷🏻‍♀️

6.0 GoodDelores, Oct 2026
Read more Southwest reviews

Flight was delayed again. I fly out every other weekend and lately the flight is delayed 3 out of five times 🤷🏻‍♀️

Overall great! Internet was a little slow but no other issues.

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.

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

The flight from Atlanta to Tallahassee was delayed, not such a big deal because it arrived almost the same original time. Most of my complaint is that one of the boarding agents and one of the flight attendants seemed bothered and were not very friendly.

It’s a 3 hour flight with no entertainment and no WiFi due to Delta using old planes on this route and food is cold. Today we were told no potable water on the flight to even make coffee or tea. Ridiculous service in this direct route for business travelers and non business travelers

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.

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

Flight and crew were great. Need more legroom and do not allow seats to recline.

Plane congestion resulted in a 1 hr wait from landing to arrival at the gate. This was in addition to also experiencing extreme delays on my incoming flight.

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

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.

The boarding agent and checked bag agent were both rude. It only takes a second to be kind. However, the flight crew was amazing. I got a turkey sandwich and it wasn't bad---not great but not bad. The internet was my biggest problem. This was a work trip and I REALLY needed the internet to meet a deadline but it didn't work for 80% of the trip. Very disappointing.

I tried to check in beforehand from Ireland. The Jet Blue website sent me to the Aer Lingus website and vice versa. I tried to get a boarding pass at Dublin Airport as well, but they said they couldn't help me either. I had to wait until I arrived at the gate in Boston to secure a boarding pass...it was a bit nerve wracking.

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.

Although it was a smaller plane, the flight was quick and uneventful.

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

More options for your flight from Cleveland to Jamaica

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