$250 Find Cheap Flights from Jamaica to Cleveland - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Cleveland departing on 10/2. 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.
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1 adult, Economy, 0 bags

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Cheap Flights from Jamaica to Cleveland

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

Tue, Aug 11 - Tue, Aug 25
JetBlue Logo
1:55 pm - 11:54 pm
KIN
-
CLE
8h 59m
1 stop
JetBlue Logo
7:50 am - 12:45 pm
CLE
-
KIN
5h 55m
1 stop
$790JetBlue
Mon, Aug 10 - Sun, Aug 30
American Airlines Logo
5:08 pm - 11:47 am
MBJ
-
CLE
17h 39m
2 stops
American Airlines Logo
6:00 am - 1:49 pm
CLE
-
MBJ
8h 49m
2 stops
$795American Airlines
Mon, Aug 10 - Sun, Aug 30
American Airlines Logo
5:08 pm - 11:47 am
MBJ
-
CLE
17h 39m
2 stops
American Airlines Logo
5:00 am - 1:34 pm
CLE
-
MBJ
9h 34m
1 stop
$795American Airlines
Mon, Aug 10 - Sun, Aug 30
Multiple Airlines Logo
12:04 pm - 11:54 pm
MBJ
-
CLE
10h 50m
1 stop
Multiple Airlines Logo
10:00 am - 11:20 am
CLE
-
MBJ
26h 20m
1 stop
$842Multiple Airlines
Tue, Aug 11 - Tue, Aug 25
JetBlue Logo
6:28 pm - 1:01 am
KIN
-
CLE
29h 33m
2 stops
JetBlue Logo
7:50 am - 12:45 pm
CLE
-
KIN
5h 55m
1 stop
$922JetBlue
Tue, Aug 11 - Tue, Aug 25
United Airlines Logo
2:56 pm - 4:24 pm
KIN
-
CLE
24h 28m
2 stops
United Airlines Logo
2:15 pm - 1:54 pm
CLE
-
KIN
48h 39m
2 stops
$926United Airlines
Tue, Aug 11 - Tue, Aug 25
Multiple Airlines Logo
3:05 pm - 6:23 pm
KIN
-
CLE
26h 18m
2 stops
Multiple Airlines Logo
8:18 am - 2:30 pm
CLE
-
KIN
31h 12m
3 stops
$1,758Multiple 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?

These are the best round-trip prices found by users searching on KAYAK in the last 5 days.

In the last 5 days, the cheapest flight deal to Cleveland was found on the route from Montego Bay, at $790 return. The most popular connection is from Kingston to Cleveland and KAYAK users have found round-trip deals for as low as $790 in the last 5 days.

Good to know

Cheapest flight

$250
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 $790 return. The most popular connection is from Kingston to Cleveland and KAYAK users have found round-trip deals for as low as $790 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 2,493 direct flights from within Jamaica to Cleveland. The most common day for departures is Sunday, with 16% 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

 
See real verified KAYAK customer reviews for airlines flying to Cleveland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Jamaica to Cleveland. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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 10052 reviews
7.1Entertainment
6.6Food
8.1Crew
7.7Boarding
7.3Comfort
Airline reviews

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

2.0 MediocreJoshua, Jun 2026
EWR - CMH
Read more United Airlines reviews

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.

Average. Newark is a United Hub, yet a flight that is early somehow ends up getting late to the gate. Newark ATC needs help badly.

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🫶

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.

Charlotte NC agents were great and ended up with decent seats after having to switch flights amidst Hurricane situation. CMH was a different story. Doors to flight closed 15 minutes before departure so we nearly were left behind. Flight crew were OK but nothing to brag about for sure

The one gate agent was very abrupt and rude. Not a good look for American for the day

The plane was very clean. The crew was excellent. The flight was delayed slightly but other than that no issues.

Flight was delayed. But my finances flight with JetBlue a week before same route was extra delayed and then cancelled at 2am when his flight was suppose to take off at 7pm was never provided a hotel or anything. Came back to airport and his rescheduled flight was cancelled again for 2 days later. Was told since it was a weather issue they don’t do refunds. But that’s a lie because I booked him on another airline at the same time and they were able to take off perfectly fine

Flight delayed 4 times on a non-stop from BOS to SFO. Then when landed in SFO had to wait for 30 mins for a gate AT 3:30AM.

Plane was delayed multiple times. I would like to request a refund. Was due to arrive Thursday evening ended up arriving Friday morning.

The seats were roomier than other airplanes I’ve been on.

The security line at JFK was one of the longest I’ve ever experienced - probably 45 minutes. I don’t know if JetBlue has control over it, but it detracted from the overall experience. Entertainment had good options, but the volume control was a bit small to tap on and the screen had a fair amount of interference blips. Clearer picture would have been better.

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?

Book flights to Cleveland if you plan to visit one of these locations
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Everything you need to know for your flight to Cleveland

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