$128 Find Cheap Flights from Puerto Rico to Cleveland

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 6/8. 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
1 adult, Economy, 0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Cleveland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Cleveland, as well as popular online travel agencies
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Cheap Flights from Puerto Rico to Cleveland

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

Mon, Jun 8 - Mon, Jun 15
Frontier Logo
7:00 am - 8:53 am
SJU
-
CLE
25h 53m
2 stops
Frontier Logo
6:44 pm - 12:37 am
CLE
-
SJU
29h 53m
1 stop
$280Frontier
Thu, Aug 27 - Sat, Aug 29
Frontier Logo
5:01 pm - 12:44 am
SJU
-
CLE
7h 43m
1 stop
Frontier Logo
4:34 pm - 12:23 am
CLE
-
SJU
7h 49m
1 stop
$289Frontier
Tue, Aug 11 - Wed, Aug 19
Frontier Logo
6:31 pm - 7:56 am
SJU
-
CLE
13h 25m
1 stop
Frontier Logo
2:29 pm - 1:54 am
CLE
-
SJU
11h 25m
1 stop
$295Frontier
Sun, Aug 2 - Tue, Aug 11
Frontier Logo
7:00 am - 8:52 pm
SJU
-
CLE
37h 52m
2 stops
Frontier Logo
6:36 pm - 12:41 am
CLE
-
SJU
30h 05m
1 stop
$305Frontier
Thu, Aug 20 - Mon, Aug 24
Frontier Logo
6:16 pm - 7:38 am
SJU
-
CLE
13h 22m
1 stop
Frontier Logo
4:34 pm - 12:23 am
CLE
-
SJU
7h 49m
1 stop
$307Frontier
Wed, Aug 5 - Sat, Aug 15
Frontier Logo
5:22 pm - 12:44 am
SJU
-
CLE
7h 22m
1 stop
Frontier Logo
7:45 am - 4:05 pm
CLE
-
SJU
8h 20m
1 stop
$310Frontier
Thu, Aug 6 - Thu, Aug 13
Frontier Logo
7:30 am - 11:38 pm
SJU
-
CLE
16h 08m
1 stop
Frontier Logo
4:05 pm - 4:05 pm
CLE
-
SJU
24h 00m
1 stop
$311Frontier
Wed, Aug 5 - Sat, Aug 15
Frontier Logo
5:22 pm - 12:44 am
SJU
-
CLE
7h 22m
1 stop
Frontier Logo
4:28 pm - 12:28 am
CLE
-
SJU
8h 00m
1 stop
$312Frontier
Fri, Aug 28 - Tue, Sep 1
United Airlines Logo
10:48 am - 9:51 pm
CPX
-
CLE
11h 03m
2 stops
United Airlines Logo
6:00 am - 5:21 pm
CLE
-
CPX
11h 21m
2 stops
$1,558United Airlines
Sat, Aug 1 - Sun, Aug 9
United Airlines Logo
11:51 am - 9:45 pm
VQS
-
CLE
9h 54m
2 stops
United Airlines Logo
6:24 am - 6:30 pm
CLE
-
VQS
12h 06m
2 stops
$5,476United 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 72 hours.

In the last 3 days, the cheapest flight deal to Cleveland was found on the route from San Juan, at $280 return. The most popular connection is from New York to Cleveland and KAYAK users have found round-trip deals for as low as $172 in the last 3 days.

What is the cheapest day to fly to Cleveland?

The average price of all round-trip flights to Cleveland clicked on KAYAK for each day over the last 12 months.

Based on KAYAK data, the cheapest day to fly to Cleveland is Wednesday where round-trip tickets can be as cheap as $198. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $283 on average.

What is the cheapest month to fly to Cleveland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Cleveland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Cleveland is April, where tickets cost $221 on average for return flights. On the other hand, the most expensive months are March and November, where the average cost of tickets from Puerto Rico is $406 and $378 respectively. For one-way flights, the best month to travel is April with an average price of $221.

What is the cheapest time of day to fly to Cleveland?

The average price for all round-trip flights to Cleveland depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Cleveland is generally in the morning, when round-trip flights cost $237 on average. The most expensive time of day to fly to Cleveland is generally in the evening, which is peak travel time and where the average cost of a ticket is $272.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Cleveland, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$128
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from San Juan Airport to Cleveland

FAQs - booking Cleveland flights

  • What is the cheapest flight to Cleveland?

    In the last 3 days, the cheapest flight deal to Cleveland was found on the route from San Juan, at $280 return. The most popular connection is from New York to Cleveland and KAYAK users have found round-trip deals for as low as $172 in the last 3 days.

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

    Cleveland Hopkins Intl Airport is 10 miles from the center of Cleveland.

  • What is the name of Cleveland’s airport?

    All flights to Cleveland land at Cleveland Hopkins Intl Airport. The airport code is CLE,and it can also be referred to as Cleveland Hopkins, Cleveland Hopkins Intl, or Hopkins Intl.

  • How much is a flight to Cleveland?

    On average, a flight to Cleveland costs $580. The cheapest price found on KAYAK in the last 2 weeks cost $347 and departed from San Juan Luis Munoz Marin Intl Airport.

  • 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 3,215 direct flights from within Puerto Rico 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

  • Looking for cheap airfare to Cleveland? 25% of our users found round-trip tickets to Cleveland for the following prices or less: From San Juan Luis Munoz Marin Intl $464
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Cleveland flight deals.

Reviews of the top 5 airlines serving from Puerto Rico 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 Puerto Rico 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.
7.9
SouthwestOverall score based on 4284 reviews
8.0Comfort
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
Airline reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

4.0 OkayAnonymous, May 2026
MDW - LAX
Read more Southwest reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

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

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

Much better than I expected. I had an economy ticket so I was really happy the flight was so comfy and the service so generous. Passengers were all polite too.

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

It took so long to do a baggage drop and it was bad enough. I had to go to the extreme end of the terminal because it’s a USA flight and go all the way back to the center indigo to security.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Aside from a completely packed plane, I really have no complaints.

Our flight to Rome, Italy was cancelled the day of and we were never informed. We only found out because I was trying to get into my husbands account and called to get his account number. Had to pay more for worse seating on another airline.

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

The economy seat was much less comfortable for an international flight in terms of recline and moving space when food tray is expanded. Per entertainment, it would be amazing if I could connect my Bluetooth headset or ear phones to the entertainment screen. Or provide in-flight wifi to connect directly from my own device.

First class ticket gets you no seat back entertainment? I have to bring my own laptop to see a movie? And most of their movies have ADS? No thank you. Worse: Tiny snacks only on a 2 hr flight?

The flight to Houston the agents were not very helpful

Late- that’s what United does best. Missed my connection, rebooked to a flight 17 hours later and had to spend $500 on a hotel. What did I get? A $15 meal voucher. What can you get in an airport for $15. I hate United so much.

Horrible, absolutely horrible. The airline overbooked the flight, did NOT assign seats and boarding was a hot mess with lots of confused passengers. There was no "large plane" gate for us, the 500+ passengers were squeezed in a small hold room area, and multiple busses had to shuttle us to the other side of the airfield, where boarding of the plane, that was parked on the ramp, took place in rain. The old plane had a broken seat, that the technicians tried to fix - with no success - resulting in a 50min delay. The flight attendant with heart shaped earnings with German flag was screaming on the passengers without a reason, was extremely rude and entitled the entire flight. The food was junk. I hope I don't have to fly United ever again.

Late plane. Only one crew on the ground so we b had to wait for Denver flight to come in, board, and depart. At 78 yrs of age I was not pleased trying to get my connection. What really made me angry was the notification you sent me to hurry up or I would miss my connection. Why tell me to hurry up when you got me in late. It was not a good way of treating customers.

No complaints other than luggage carousel was incorrectly guiding passengers to the wrong carousel on the screen.

We were a little disappointed to not be able to complete check in online without uploading pics of passports. Also we have KTN's and they weren't on our boarding passes when we got to security. Had to trek back to counter to have them fix.

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

Seat bottom cushions are not good. I’m 165# & they hurt my butt. Plenty of legroom.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

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

I was downgraded from first class to coach due to an airplane change. They pulled me out of line and I was the very last person to board the plane stuck in the middle seat with no overhead place to put my carry-.on. Very poor customer service.

Seat comfort was poor (no lumbar or lower back support).

The airplane seats were spacious and comfortable, and the flight attendants were friendly and attentive. The food was delicious like never before. The blankets and toiletries were thoughtfully provided. The captain's navigation was steady and reliable. In short, having flown with Starlux, I won't consider any other airline next time.

STOP MAKING THE SEATING SO CRAMPED. WE NEED A PASSENGER BILL OF RIGHTS!

The passenger in front of of me reclined their seat back all the way the entire flight. Their headrest was in my face the entire flight! I barely had room for the little plastic cup of water to fit on my tray table; can you make the seats and space between the rows any smaller??? You can’t even get up to use the restroom! Worst flight I’ve had in a very long time!

We had several flights and they were all on-time and flawless

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

Zero issues with this flight. Crew was outstanding and flight was super. Plane was clean and fine. The seats need more padding and water should be provided without cost. I recognize it's Frontier but there are some things that should still be part of the flight. But still very satisfied with the experience and quality.

They switched our terminal 3 times and we were delayed for four plus hours!!!

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