$270 Find Cheap Flights from Jamaica to Cleveland - Compare and Save

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Cheap Flights from Jamaica to Cleveland

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Jamaica to Cleveland

Sat, Dec 19 - Sun, Jan 3
United Airlines Logo
2:54 pm - 11:59 pmMBJ  Montego Bay Sangster Intl-CLE Cleveland Hopkins Intl
9h 05m1 stop Chicago O'Hare Intl
United Airlines Logo
6:00 am - 2:14 pmCLE  Cleveland Hopkins Intl-MBJ Montego Bay Sangster Intl
8h 14m1 stop Newark
$446United Airlines
Sat, Dec 19 - Sun, Jan 3
United Airlines Logo
2:54 pm - 11:59 pmMBJ  Montego Bay Sangster Intl-CLE Cleveland Hopkins Intl
9h 05m1 stop Chicago O'Hare Intl
United Airlines Logo
6:00 am - 2:14 pmCLE  Cleveland Hopkins Intl-MBJ Montego Bay Sangster Intl
8h 14m1 stop Newark
$461United Airlines
Sat, Dec 19 - Sun, Jan 3
American Airlines Logo
1:58 pm - 9:40 amMBJ  Montego Bay Sangster Intl-CLE Cleveland Hopkins Intl
19h 42m1 stop Charlotte Douglas
American Airlines Logo
7:03 pm - 10:12 amCLE  Cleveland Hopkins Intl-MBJ Montego Bay Sangster Intl
15h 09m2 stops Charlotte Douglas Miami
$474American Airlines
Sat, Dec 19 - Sun, Jan 3
American Airlines Logo
1:58 pm - 11:42 pmMBJ  Montego Bay Sangster Intl-CLE Cleveland Hopkins Intl
9h 44m2 stops Charlotte Douglas Chicago O'Hare Intl
American Airlines Logo
7:03 pm - 10:12 amCLE  Cleveland Hopkins Intl-MBJ Montego Bay Sangster Intl
15h 09m2 stops Charlotte Douglas Miami
$495American Airlines
Sat, Dec 19 - Wed, Dec 30
American Airlines Logo
11:26 am - 9:32 pmKIN  Kingston Norman Manley-CLE Cleveland Hopkins Intl
10h 06m2 stops Miami Washington, D.C. Reagan-National
American Airlines Logo
7:03 pm - 10:26 amCLE  Cleveland Hopkins Intl-KIN Kingston Norman Manley
15h 23m2 stops Charlotte Douglas Miami
$576American Airlines
Sat, Dec 19 - Wed, Dec 30
American Airlines Logo
6:35 am - 5:56 pmKIN  Kingston Norman Manley-CLE Cleveland Hopkins Intl
11h 21m1 stop Miami
American Airlines Logo
7:21 am - 10:58 pmCLE  Cleveland Hopkins Intl-KIN Kingston Norman Manley
15h 37m2 stops Chicago O'Hare Intl Miami
$576American Airlines
Sat, Dec 19 - Sun, Jan 3
JetBlue Logo
3:41 pm - 11:59 pmKIN  Kingston Norman Manley-CLE Cleveland Hopkins Intl
8h 18m1 stop Fort Lauderdale
JetBlue Logo
6:00 am - 2:00 pmCLE  Cleveland Hopkins Intl-KIN Kingston Norman Manley
8h 00m1 stop New York John F Kennedy Intl
$613JetBlue
Sat, Dec 19 - Wed, Dec 30
Multiple Airlines Logo
3:41 pm - 11:59 pmKIN  Kingston Norman Manley-CLE Cleveland Hopkins Intl
8h 18m1 stop Fort Lauderdale
Multiple Airlines Logo
6:55 pm - 11:35 amCLE  Cleveland Hopkins Intl-KIN Kingston Norman Manley
16h 40m1 stop Toronto Pearson Intl
$616Multiple Airlines
Sat, Dec 19 - Tue, Dec 29
Multiple Airlines Logo
3:41 pm - 11:59 pmKIN  Kingston Norman Manley-CLE Cleveland Hopkins Intl
8h 18m1 stop Fort Lauderdale
Multiple Airlines Logo
6:55 pm - 11:35 amCLE  Cleveland Hopkins Intl-KIN Kingston Norman Manley
16h 40m1 stop Toronto Pearson Intl
$646Multiple Airlines
Thu, Oct 1 - Sat, Nov 14
Multiple Airlines Logo
3:05 pm - 2:07 pmKIN  Kingston Norman Manley-CLE Cleveland Hopkins Intl
22h 02m1 stop Toronto Pearson Intl
Multiple Airlines Logo
6:55 pm - 6:25 pmCLE  Cleveland Hopkins Intl-KIN Kingston Norman Manley
23h 30m2 stops Toronto Pearson Intl Bridgetown Grantley Adams Intl
$667Multiple Airlines
Booking Insights

KAYAK's insights & trends for flights to Cleveland

Get data-powered insights and trends for flights to Cleveland to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Cleveland?

In the last 5 days, the cheapest flight deal to Cleveland was found on the route from Montego Bay, at $446 return. The most popular connection is from Kingston to Cleveland and KAYAK users have found round-trip deals for as low as $576 in the last 5 days.

Good to know

Cheapest flight

$270
Flight from Montego Bay to Cleveland

FAQs - booking Cleveland flights

  • What is the cheapest flight to Cleveland?

    In the last 5 days, the cheapest flight deal to Cleveland was found on the route from Montego Bay, at $446 return. The most popular connection is from Kingston to Cleveland and KAYAK users have found round-trip deals for as low as $576 in the last 5 days.

  • How far is Cleveland Hopkins Intl Airport from central Cleveland?

    There are 10 miles between Cleveland city center and Cleveland Hopkins Intl Airport.

  • What is the name of Cleveland’s airport?

    There is only 1 airport in Cleveland, called Cleveland Hopkins Intl Airport (CLE). It can also be referred to as Cleveland Hopkins, Cleveland Hopkins Intl, or Hopkins Intl.

  • How does KAYAK find such low prices on flights to Cleveland?

    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 to Cleveland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Cleveland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Cleveland?

    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 Cleveland 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 to Cleveland?

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

  • How many direct flights to Cleveland are there each week?

    Each week there are around 3,348 direct flights from within Jamaica to Cleveland. The most common day for departures is Sunday, with 17% of flights taking off on this day.

Top tips for finding cheap flights to Cleveland

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Cleveland flight deals.

Reviews of the top 3 airlines serving from Jamaica to Cleveland

 
Need help choosing which airline to fly with to Cleveland? 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.
7.4
United AirlinesOverall score based on 10213 reviews
7.7Boarding
7.3Comfort
7.1Entertainment
6.7Food
8.1Crew
Airline reviews

Very Poor. Significant delays getting to Chicago and then very poor communication on delays in Chicago to Cleveland. We could have rented a car and driven there faster than the delays ended up being.

2.0 MediocreJeffrey, Aug 2026
Read more United Airlines reviews

Very Poor. Significant delays getting to Chicago and then very poor communication on delays in Chicago to Cleveland. We could have rented a car and driven there faster than the delays ended up being.

I'm a United 1K member and have ben for 10 years. The gate agent had no control over the boarding process and had us passengers queued for hours as delays were announced. On the plane, the overhead air nozzle was broken so col over was powering through on me and the passenger next to me. Not a great experience for a million miler on United. Feel free to contact me. Josh Smigel - DM426089

Really hard landing... as in slammed into the runway then hit the brakes really hard ...

Good quick flight on a small but comfortable plane. I'm 6'3 and had plenty of space.

Pushed back only to get deplaned due to a tire damaged by ground crew. They did at least go pretty fast. The bathrooms should be banned under the Geneva convention. No room to even sit straight on the toilet. The under-seat entertainment units block what little leg room there is.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

United is today and old, the planes, the staff, the business processes. Yet they expect premium prices for a less than average flight experience. I should have remembered to stay away from them and will remember to stay away from them in the future since I'm traveling a lot again. In a nutshell, they suck eggs.

The flight was clean and on schedule, but connections could have been better

Seat horribly lacking in lumbar support. Bluetooth earphone connection Jair wouldn’t work. Food options were quite tasty and staff was professional and efficient as well as welcoming.

You can’t checking with no carry on bag, the entertainment was awesome and the crew very friendly and polite🫶

The entire process could’ve been better. Delayed multiple times and American lied and said it was due to Weather in New York, even though other flights were taking off the entire time (including other American Airlines flights)

Terrible. The flight I booked had a convenient departure time. Quick layover. And an arrival timed that worked for the people who had to pick me up. Thanks to delays and rebooking I got none of those things

The flight I booked was conveniently timed, had one brief stop and was going to be quick. The flight I ended up getting was delayed, took longer, had a far longer layover and arrived hours later than planned. Thanks for nothing.

Patrons with larger bags were asked to check the bags when boarding. Seems like the most effective, and least costly way, way to successfully use the cramped space.

The boarding crew was very helpful with a little special problem I had. The inflight crew - so-so.

Fine. Nothing to write home about. The plane left on time, and arrived on time.

The seat was comfortable, the attendants were very nice and WiFi made my life so much easier with work. Kudos!

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

American continues to decline in their customer service and its beyond disappointing.

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

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.

Staff was very responsive and nice. Long delay because of mechanical issues was a problem.

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

The boarding gate experience was good, however they were too exact at checking

The flight kept getting delayed, but the ground crew did not communicate well to the passengers in the terminal. First, we were told that it was an engine issue. That was understandable. We asked, after the third delay, if it would be canceled; they reassured us that that would not happen because a new plane was on its way from Washington DC. Four hours later, that is exactly what happened. No announcement was made only people who had the JetBlue app learned of the cancellation. They rebooked us on a flight that would get into our destination 36 hours after our original time I had to spend an exorbitant amount of money to book an additional flight with a different airline, the following morning in order to make it to my conference in time. Not to mention the fact that by the time I discovered the cancellation on the departures board, it was too late for me to receive a refund on my lodging in the destination city for that night. Because I had booked with KAYAK, I did not receive any JetBlue email with rebooking information. This is what the information information desk kept telling everyone who inquired about a rebooking. This was my first time flying with JetBlue. Needless to say, after extremely poor communication andover $1000 of additional expense later, I will not be flying with them again.

Right now I’m still in Jamaica waiting on a flight to New York which I should be in New York from the 30th and I’m here in Jamaica

Ground crew gave me interference about carrying a laptop and a small shoulder bag, even though I told them I traveled with them all the time. I then placed my laptop bag in my carryon and took out a medical device, and ground crew still tried to give interference. I had to remind them that medical devices don't count towards luggage limits. It was quite annoying and unne

On-time departure, smooth ride for sure. All was good except, once again, there was no movies/TV as it wasn’t functioning.

Traveling to a place near Cleveland?

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