Find flights
When to book
FAQs & Tips
Direct Flights
Airlines
Deals

Find cheap flights from Caribbean to Cleveland from $80

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 6/4. 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
0 bags
Sun 6/9
Sun 6/16

Search hundreds of travel sites at once for deals on flights to Cleveland

In the last 7 days travelers have searched 43,895,468 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Good to know

Low season

March

High season

June

Cheapest flight

$80
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from San Juan Airport to Cleveland

FAQs for booking flights from Caribbean to Cleveland

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Cleveland from Caribbean 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 Caribbean 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 to Caribbean with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean 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 from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Caribbean to Cleveland?

Find which airlines fly direct from Caribbean to Hopkins Intl, which days they fly and book direct flights.

Nonstop departures

Caribbean to Cleveland Hopkins Intl

Monday

ANA, Aer Lingus, Aeromexico, +46 more

ANA, Aer Lingus, +47 more

Tuesday

ANA, Aer Lingus, Aeromexico, +46 more

ANA, Aer Lingus, +47 more

Wednesday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

Thursday

ANA, Aer Lingus, Aeromexico, +45 more

ANA, Aer Lingus, +46 more

Friday

ANA, Aer Lingus, Aeromexico, +47 more

ANA, Aer Lingus, +48 more

Saturday

ANA, Aer Lingus, Aeromexico, +46 more

ANA, Aer Lingus, +47 more

Sunday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

See more direct flights

Nonstop returns

Cleveland Hopkins Intl to Caribbean

Monday

ANA, Aer Lingus, Aeromexico, +46 more

ANA, Aer Lingus, +47 more

Tuesday

ANA, Aer Lingus, Aeromexico, +46 more

ANA, Aer Lingus, +47 more

Wednesday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

Thursday

ANA, Aer Lingus, Aeromexico, +45 more

ANA, Aer Lingus, +46 more

Friday

ANA, Aer Lingus, Aeromexico, +47 more

ANA, Aer Lingus, +48 more

Saturday

ANA, Aer Lingus, Aeromexico, +46 more

ANA, Aer Lingus, +47 more

Sunday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

See more direct flights
See more direct flights

Top 5 airlines serving from Caribbean to Cleveland

 
Need help choosing which airline to fly with from Caribbean 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.
8.0
DeltaOverall score based on 10768 reviews
8.0Entertainment
8.6Crew
8.2Boarding
7.9Comfort
7.4Food
Airline reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

2.0 MediocreAnonymous, May 2024AVL - LGA
Read more about Delta reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

Everything was great. The big planes could still stand to have a bit more leg room. Crew was amazing!!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

The flight was excellent, I recommend people to fly with Delta

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

The crew were very welcoming and helpful. I just wish economy had a bit more leg room. My knees were constantly hitting the chair in front of me.

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Check in etc was very good. As for on the plane, it was like flying in a freezer. It was so cold, i have flown for years and never been so cold on a plane. Staff on board said its always cold when flying which is a load of rubbish. They wouldnt put any heating on and now i have the flu because of this .

I’ve had a couple flights this week on United that were delayed by an hour or more

Surprisingly easy! I was hesitant to try this, but the cost swayed me. I actually felt like I had less stress than all the taxiing and possible delays that occur with short regional flights where you spend less time in the air than getting to and from the plane..

It was okay, no wifi or entertainment real disappointment. Staff onboard not very friendly.

This flight was delayed multiple times and eventually canceled around 2-3ish. Original take off time was around 10:30am. By 3, there were no other options out of Houston, so stuck in Houston for from 3pm - 11am the next day.

It started with multiple delays, cancellations, re booking, 5 hour lay over and finally on a plane from Chicago to Pittsburgh. Gates, times, etc were changed multiply times. Once on the plane, staff was fine, but built in tv did not work and could not even turn it off. Light at eye level the entire trip, so sleeping was near impossible. No snacks or drinks given.

Should have video screens Plane audio was poor and without wired connection hard to understand crew. Should serve more than just cups of water and pretzels on six hour flight. Did not see crew rest of flight. Fix charging sockets to retain charging blocks.

Only water and pretzels served on six hour flight. Did not see crew rest of flight. No video screens and so no wired audio. Poor sound on plan so did not understand anything said by crew. This is a safety issue. Electrical socket did not retain charging block so could not charge phone. No video screen so could not watch movies. Phone is not a substitute.

It was fine. Flight was on time and arrived at destination with 15 min to spare.

My bag was lost with my medicine and I am very inconvenienced. I don’t know what happened, however I want you to do a better job on getting people’s bag back

Worst situation ever! I booked my tickets for this trip on Alaska Airlines. I guess AA is a partner and we flew nonstop from Eugene to PHX on an AA jet. I had to pay for luggage from PHX to EUG. And this was an Alaska Airlines reservation paid for with Alaska airlines credit card! Got to the PHX airport and was not able to check bags because of some weird issue with the AA software. My reservation had to be the-entered by the agent. I will never pick another American Airlines flight on the Alaska Airlines website. While on vacation, I tried to upgrade our seats for the trip home. The request just buffered and never went through. I tried four times and was charged four times on my credit card. The card was charged but the seats were never changed. What a wreck!

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

I like the boarding process, it was fast. The seat doesn’t have a TV for a long flight and food wasn’t served, just snacks.

Left on time. Arrived early. Turbulence coming in and gate not open due to early arrival but expected.

Use planes with TVs on flights over 4 hours. The free entertainment was a cheap in between solution for a very long flight that you don't even bother providing meals or decent snacks.

Even though we left CMI late, we mostly made up the time.

Delayed almost 4 hours for a 45 minute flight with no explanation.

Again, multiple delays and I eventually just canceled and drove!

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

The CX617 from HK to BKK was delayed more than 1.5 hours.

Flight delayed then canceled! I will NEVER fly Spirit Airlines again and will tell all my friends!

Absolutely terrible. The boarding process had zero organization. Mobs of people trying to board. People were climbing over my child's stroller with her in it. No families were boarded first. Boarding was delayed with no reasoning or notification that it would be late. We were then stuck on the plane for 45 minutes after landing. Then waited over two hours for our luggage. There was zero communication with the travelers. Never have I experienced such I professionalism and disgrace of others. Extremely disappointed.

For it to have left on time! Instead of two hours early with zero notice

Flight kept delayed from morning to late afternoon so I had to make other arrangements

Poor communication from flight crew. Passengers were left on plan for over 4.5 hours, no food or drinks were offered. Flight was eventually cancelled because flight crew/flight attendants went over there work hours. No accommodation were provided. .

The flight was fine. The itinerary change from original booking was not good. We were originally leaving at 12:50 pm. The change to 8:29pm put us getting home in the early morning hours the next day. Then having to wait over an hour on the ground for a parking place to get off the plane was exhausting.

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

Terrible… missed our flight due to ridiculously long time to go thru baggage check-in!

The crew was not great or professional. It seemed like they didn't really want to be there. A true lack of effort for accommodating customers.

Everything was really good but the seats are not very comfortable.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Book cheap flights from Caribbean to Cleveland

Recent round-trip flight deals

7/10Wed
nonstopFrontier
4h 30mSJU-CLE
7/16Tue
nonstopFrontier
4h 20mCLE-SJU
$178
9/5Thu
1 stop
13h 55mSJU-CLE
9/10Tue
1 stop
14h 11mCLE-SJU
$181
5/28Tue
1 stopSpirit Airlines
25h 51mSJU-CLE
6/3Mon
1 stopSpirit Airlines
6h 32mCLE-SJU
$200
5/28Tue
2 stopsSpirit Airlines
34h 38mSJU-CLE
6/3Mon
1 stopSpirit Airlines
6h 32mCLE-SJU
$213
5/23Thu
1 stopAmerican Airlines
8h 05mSJU-CLE
5/26Sun
2 stopsAmerican Airlines
12h 42mCLE-SJU
$321
9/5Thu
2 stopsAmerican Airlines
10h 26mSJU-CLE
9/9Mon
2 stopsAmerican Airlines
7h 53mCLE-SJU
$323
6/8Sat
1 stopUnited Airlines
10h 44mNAS-CLE
6/15Sat
1 stopUnited Airlines
8h 03mCLE-NAS
$367
7/3Wed
1 stopDelta
8h 39mNAS-CLE
7/15Mon
1 stopDelta
16h 16mCLE-NAS
$384
9/27Fri
1 stopDelta
11h 11mNAS-CLE
10/1Tue
1 stopDelta
5h 07mCLE-NAS
$393
7/16Tue
1 stopUnited Airlines
8h 59mSDQ-CLE
8/20Tue
1 stopUnited Airlines
6h 25mCLE-SDQ
$1,051

Search by stops

Search by airline

Search by price

Recent one-way flight deals

6/4Tue
1 stopSpirit Airlines
10h 04mSJU-CLE
$80
5/25Sat
1 stop
9h 27mSJU-CLE
$87
5/22Wed
nonstopFrontier
4h 51mSJU-CLE
$89
5/21Tue
1 stopFrontier
9h 48mSJU-CLE
$90
8/21Wed
2 stopsAmerican Airlines
10h 29mSJU-CLE
$160
6/16Sun
1 stopAmerican Airlines
17h 50mSJU-CLE
$162
6/7Fri
2 stopsDelta
17h 50mSDQ-CLE
$225
6/14Fri
1 stopDelta
10h 35mNAS-CLE
$233
8/20Tue
2 stopsUnited Airlines
12h 11mSJU-CLE
$248
6/18Tue
2 stopsUnited Airlines
15h 42mSJU-CLE
$252

Search by stops

Search by airline

Search by price

Last minute flights from Caribbean to Cleveland

Last minute flight, train and bus deals

5/15Wed
nonstop
4h 32mSJU-CLE
6/6Thu
multi-stop
16h 47mCLE-SJU
$217
5/15Wed
multi-stopFrontier
7h 20mSJU-CLE
5/19Sun
multi-stopFrontier
13h 11mCLE-SJU
$230
5/15Wed
multi-stopSpirit Airlines
6h 48mSDQ-CLE
5/21Tue
multi-stopSpirit Airlines
9h 41mCLE-SDQ
$237
5/15Wed
nonstopFrontier
4h 32mSJU-CLE
6/6Thu
nonstopFrontier
4h 18mCLE-SJU
$260
5/15Wed
multi-stopSpirit Airlines
27h 49mSJU-CLE
6/6Thu
multi-stopSpirit Airlines
18h 08mCLE-SJU
$274
5/15Wed
multi-stopUnited Airlines
7h 26mSJU-CLE
5/19Sun
multi-stopUnited Airlines
14h 38mCLE-SJU
$351
5/13Mon
multi-stopAmerican Airlines
16h 21mSJU-CLE
5/21Tue
multi-stopAmerican Airlines
9h 18mCLE-SJU
$404
5/14Tue
multi-stopAmerican Airlines
11h 22mSJU-CLE
6/6Thu
multi-stopAmerican Airlines
11h 01mCLE-SJU
$411
5/13Mon
multi-stopUnited Airlines
7h 26mSJU-CLE
5/15Wed
multi-stopUnited Airlines
9h 07mCLE-SJU
$576
5/10Fri
multi-stopAir Canada
21h 27mKIN-CLE
5/14Tue
multi-stopAir Canada
20h 25mCLE-KIN
$707

Search by stops

Search by airline

Search by price

Flights to Cleveland