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Find cheap flights from Cleveland to Puerto Rico from $89

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cleveland to Puerto Rico departing on 5/29. 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
Sat 6/22
Sat 6/29

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Best Puerto Rico Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Aguadilla
Aguadilla1 stop$344

Good to know

Low season

September

High season

May

Cheapest flight

$89
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Cleveland to San Juan

FAQs - booking Puerto Rico flights

  • Are there car rentals at SJU?

    There are numerous automobile rental companies in SJU. Every significant car rental company in Europe, including Budget, Enterprise, Hertz, and Avis, has a location at the airport. For easier service, it is encouraged that you make your rental reservations in advance.

  • Can I find lactation rooms at Cleveland Hopkins International Airport?

    There is a breastfeeding room at the CLE airport for parents who are traveling with young children. The private nursing suites include a signal deadbolt that can be used to lock them from the inside. They also allow you to sit and nurse your baby while having enough room for your stroller and bags. The rooms are near gate Gate B1 in Concourse B.

  • Can I access hidden disabilities services at CLE airport?

    The departing airport is proud of CLE Care, a network of locations, initiatives, and offerings that ensures accessibility for passengers with disabilities. The airport has wheelchair-accessible restrooms with changing tables in each CLE terminal. The parking lots are also accessible and offer free parking to visitors who have enrolled in the Cleveland Hopkins International Airport's (CLE) accessible parking program. Contact the airport for more information on the program.

  • What can I do at SJU as I wait for airport transfers?

    When you arrive at Luis Muñoz Marín International Airport, you should take some time to enjoy the magnificent art displays. The airport also maintains a program that lets painters and other artists exhibit their work and give performances there. Grab dinner before your trip from Cleveland, and then take in a couple of shows.

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

    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 Cleveland to Puerto Rico.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Puerto Rico from 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 from Cleveland to Puerto Rico?

    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 Puerto Rico with an airline and back to Cleveland with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Cleveland to Puerto Rico?

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

See more FAQs

Top tips for finding cheap flights to Puerto Rico

  • Morning departure is around 3% more expensive than an evening flight, on average*.
  • To lower the price of your trip from Cleveland Hopkins International Airport (CLE) to Puerto Rico (SJU), consider using connecting flights as opposed to a single direct journey. Most airlines often offer reduced prices for connecting flights since they frequently have lower demand than direct flights. MCO, ATL, IAD, and TPA are frequently the layover cities for these flights.
  • If you are taking a flight from CLE to SJU, kindly keep your pet in a secure kennel the entire time you are at the airport. If the animal is a service animal, it must always be on a leash. However, you are not required to keep them on a leash when using the pet relieving areas.
  • When booking a connecting flight from CLE to SJU, choose the flights using the automatic transfer option rather than the self-transfer option. Because self-transfer flights require you to check both yourself and your bags onto each aircraft, automatic transfer is a much easier solution.
  • Cleveland Hopkins International Airport (CLE) offers incoming visitors a variety of outdoor pet relieving areas. Outside Terminal 2, there are two more, and there is one outside of Terminal 4. The second one is away from the ticket window. If you discover that those are too far away, think about using the one that is close to the baggage claim area.
  • Make a reservation at The Orbit Hotel, Trademark Collection by Wyndham if your flight from Cleveland Hopkins International Airport (CLE) is in the early morning. It is one of the CLE airport hotels and is just 1 mile away, giving you a convenient place to stay without having to battle morning traffic and run the risk of missing your flight.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Cleveland to Puerto Rico

 
Need help choosing which airline to fly with from Cleveland to Puerto Rico? 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 10561 reviews
8.0Entertainment
8.2Boarding
7.9Comfort
8.6Crew
7.4Food
Airline reviews

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

2.0 MediocreNairan, May 2024JFK - FLL
Read more about Delta reviews

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

Fine. Though no food or entertainment so the survey needs to be updated with those options.

Backpack should NOT allowed put in the flight bin , only put it under the seat. I can't find space put my carry on luggage!!! and I pay for it ! that was very bad experience

Fantastic. Smooth boarding with an infant. Never experienced it with any other carriers.

This was a flight operated by Lufthansa. See me prior comments, which were meant for this experience. The CSA, Ashley, should be reprimanded if not fired for incompetence, being rude, and very, very slow. She was whispering to other CSAs, blaming my flight change on others, unable to give me a seat assignment, telling me could not help without offering any advice (I travel 200,000 miles a year and am a consultant to the airlines, so I know how this gets done PRETTY DAMN WELL). Then, she gave me literally the worst seat on the airline (yes, there were other seats open) - the one right next to the bathroom that was so bad the other PAX next to me left to move to another seat. My seat kept getting rammed (3x) by the crew with their carts (no turbulence to speak of), other passengers grabbing the seat to get in or out of the bathroom, and listening to the bathroom flush all night.

This was a Lufthansa flight, not United. The CSA at the counter, Ashley, was not only incompetent, but quite rude. Me and two other PAX waited over 7 minutes standing in front of her and another CSA and they ignored us. We joked that we must have accidently taken invisibility pills. She could have at least said "I'll be with you in a moment, I'm currently....". I could go on about how rude she and the other CSAs were (whispering, not communicating with me, blaming the situation on others, etc.). She would not work for me. Then, she gave me literally the worst seat on the plane. the worst. My seat kept getting bumped (rammed twice by the crew with their carts and about every 5 minutes by someone using the bathroom), listening to the bathroom all night, crowded seat, etc.

My seat was broken. WiFi didn’t work. Gate crew at HOU were rude and condescending. Treated all the passengers badly. Bad experience, United.

First flight of the day… MINIMUM FUEL! 15 minute landing delay at HOU due to fog turned into a 2+ hour delay! Rather than circle, they had to divert to another city to refuel! Sat on tarmac at Austin to refuel. We ALL missed our connections! The crew, including pilots, were clueless. Crew was really a mess. At HOU, Untied employees were exceedingly rude to all. It was pitiful.

Food wasn’t very good, old business seating configuration on an old A340

An hour and a half late is UNACCEPTABLE. The negative impact to our family is unconscionable. And for the price we were forced to pay...

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

Delayed so that missed connecting flight. Connecting flight was also delayed on the tarmac but they closed the gate before the rescheduled time.

Attendants were rude. Scowling. Seats were miserable and we paid extra.

Took off over an hour late with multiple mechanical issues. Gate agent in Dallas was lazy and was slow as molasses. Had a line 10 people long. Spirit bad..

The preferred seats where awful. Impossible to use them again

The flight was short. However, my bag was delayed and was put on another flight.

Flight attendant was incredible. Very efficient, friendly and pleasant. Patricia was one of the best I have ever seen. Please give her a big raise!

Delayed multiple times. Boarding was ok but getting off the aircraft was a mess. So disorganized with staff trying to help the elderly but completely blocking path for anyone else to move. Bathroom was disgusting, probably caused by one of the customers but staff couldn't care less to help clean it. No one wanted to use it since the floor was completely soaked so everyone just lined up the other restroom while the staff just chit chat with each other while looking at us.

LIT to DFW - 3 hours late; the entire plane had been boarded before they told us there was a delay due to a weather-related ground stop in Dallas. DFW to MAY - 2+ hours late due to A/C needing to be repaired after everyone had boarded, then when we finally reach the runway, the First Officer timed out and we had to taxi all the way back to the gate and wait for a new one. I arrived in New Orleans 5+ hours later than I should have. Return flights were completely cancelled; rebooked through the app to fly through CLT instead of DFW. MSY to CLT had no issues, but CLT to LIT was delayed 1.25 hrs because flight attendants had not arrived to the airport yet. At least they didn’t make us all sit on the plane to wait for them. I should have driven.

Tray table was filthy when I sat down. I needed to have someone come clean it because there was food and stains on it WiFi didn’t work after paying for in flight WiFi Food was terrible and was not filling at all Chicken was rubbery Flight attendant had an attitude, interrupted me and wasn’t able to answer basic questions about the food selection such as “does the chicken have red sauce in it”. If your flight attendants are not going to know what is in the meals so we can make an educated decision based on dietary restrictions, they shouldn’t be on the plane. My 1.5 year old niece was sleeping and dropped her binkie. I went on the ground under the chairs looking for it. It was at that time that she came up to me as I’m CLEARLY on all 4s with a flashlight and said “I need to get by”. I said one moment please I’m getting something from under the seat (while my head was literally under the seat). Her reply was “no you need to move now” and proceeded to almost push me out of the way. I looked up and all I saw was her toes under my eyes. When I looked in front of me, her private parts were inches away from my face. I then made a comment “you couldn’t waited 2 seconds?” and her response was, “no I need to use the bathroom”. I understand that and would never want to be the reason someone couldn’t get to the bathroom but I was under the seat. She could’ve gone around the other way instead of harassing me, basically placing her private parts on my head and borderline pushing me out of the way. You don’t pay (especially this much) for this deplorable experience. This was by far the worst experience I have ever had on American. I will be absolutely thinking twice and thrice about flying American Airlines again. I would rather pay more to fly delta because at least I know their WiFi will work and their flight attendants won’t have a terrible attitude for no reason, nor will they act the way this woman did. Unacceptable.

Tray table was filthy when I sat down. I needed to have someone come clean it because there was food and stains on it WiFi didn’t work after paying for in-flight WiFi. Food was terrible and was not filling at all Chicken was rubbery Flight attendant had an attitude, interrupted me and wasn’t able to answer basic questions about the food selection such as “does the chicken have red sauce in it”. If your flight attendants are not going to know what is in the meals so we can make an educated decision based on dietary restrictions, they shouldn’t be on the plane. My 1.5 year old niece was sleeping and dropped her binkie. I went on the ground under the chairs looking for it. It was at that time that she came up to me as I’m CLEARLY on all 4s with a flashlight and said “I need to get by”. I said one moment please I’m getting something from under the seat (while my head was literally under the seat). Her reply was “no you need to move now” and proceeded to almost push me out of the way. I looked up and all I saw was her toes under my eyes. When I looked in front of me, her private parts were inches away from my face. I then made a comment “you couldn’t waited 2 seconds?” and her response was, “no I need to use the bathroom”. I understand that and would never want to be the reason someone couldn’t get to the bathroom but I was under the seat. She could’ve gone around the other way instead of harassing me, basically placing her private parts on my head and borderline pushing me out of the way. You don’t pay that much for this deplorable experience. This was by far the worst experience I have ever had on American. I will be absolutely thinking twice and thrice about flying American Airlines again. I would rather pay more to fly delta because at least I know their WiFi will work and their flight attendants won’t have a shitty attitude for no reason, nor will they act the way this woman did. Unacceptable.

I got a one-way, last-minute nonstop flight from PDX to BWI for only $125. Yes, I got nicked $79 more for a checked suitcase and $89 more for the BIG SEAT option, but it was worth it, even with $4.50 for coffee and $10 for a snack (the latter no different than any other airline). The grand total was still less flying on any other airline.

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

This recognisable no-frills airline gets me from point-A to point-B. I was able to get to Chicago without stress. The checked baggage collection and reclaim could be improved.

The crew was the best and very accommodating I know you don't offer any complimentary items but water and coffee will not break the bank !!

My flight was cancelled!!! I had to spend 200.00 on another flight!!

The whole day was a nightmare. Flight extremely late. Boarding was a mess of a nightmare.

When we landed, they kept us on the plane for almost 25 minutes. Could do better.

worst trip ever Spirit lost our Baggs which were never put on the plane in Atlanta. 24 hours ago they are telling me now that the bags are still missing.

Never been on this flight as i had missed it due to delayed connecting flight

Horrible. Delays, no customer support and fake promises and everything. i am suffering to help as due to connecting flight getting missed no support on ground and customer support window is closed and we are sitting o ground without anything

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

Book cheap flights from Cleveland to Puerto Rico

Recent round-trip flight deals

9/28Sat
1 stopSpirit Airlines
6h 28mCLE-SJU
10/1Tue
1 stopSpirit Airlines
27h 13mSJU-CLE
$159
9/7Sat
1 stopSpirit Airlines
6h 28mCLE-SJU
9/10Tue
1 stopSpirit Airlines
27h 13mSJU-CLE
$162
9/7Sat
2 stopsSpirit Airlines
34h 13mCLE-SJU
9/10Tue
1 stopSpirit Airlines
27h 13mSJU-CLE
$168
7/17Wed
nonstopFrontier
4h 20mCLE-SJU
7/24Wed
nonstopFrontier
4h 30mSJU-CLE
$178
9/7Sat
1 stopSpirit Airlines
6h 28mCLE-SJU
9/9Mon
2 stopsSpirit Airlines
24h 05mSJU-CLE
$179
6/25Tue
nonstopFrontier
4h 18mCLE-SJU
7/11Thu
nonstopFrontier
4h 30mSJU-CLE
$188
9/5Thu
1 stopAmerican Airlines
17h 23mCLE-SJU
9/7Sat
2 stopsAmerican Airlines
10h 43mSJU-CLE
$324
9/18Wed
2 stopsAmerican Airlines
11h 18mCLE-SJU
10/2Wed
2 stopsAmerican Airlines
11h 22mSJU-CLE
$329
7/1Mon
1 stopDelta
8h 49mCLE-SJU
7/5Fri
1 stopDelta
7h 17mSJU-CLE
$349
6/26Wed
2 stopsUnited Airlines
12h 14mCLE-BQN
7/2Tue
2 stopsUnited Airlines
13h 03mBQN-CLE
$1,185

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Recent one-way flight deals

5/29Wed
nonstopFrontier
4h 19mCLE-SJU
$89
8/21Wed
2 stopsSpirit Airlines
15h 20mCLE-SJU
$93
6/4Tue
nonstopFrontier
4h 19mCLE-SJU
$94
6/1Sat
nonstopFrontier
4h 19mCLE-SJU
$99
6/11Tue
1 stopSpirit Airlines
14h 15mCLE-SJU
$100
6/2Sun
2 stopsAmerican Airlines
9h 18mCLE-SJU
$161
5/29Wed
2 stopsAmerican Airlines
8h 53mCLE-SJU
$162
6/1Sat
2 stopsUnited Airlines
15h 24mCLE-SJU
$230
5/30Thu
2 stopsUnited Airlines
12h 14mCLE-BQN
$297
7/29Mon
1 stopDelta
10h 38mCLE-SJU
$473

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Last minute flights from Cleveland to Puerto Rico

Last minute flight, train and bus deals

5/28Tue
multi-stopFrontier
8h 11mCLE-SJU
6/1Sat
nonstopFrontier
4h 51mSJU-CLE
$268
5/27Mon
multi-stop
13h 39mCLE-SJU
5/29Wed
nonstop
4h 51mSJU-CLE
$279
5/28Tue
multi-stopFrontier
12h 03mCLE-SJU
6/1Sat
multi-stopFrontier
11h 46mSJU-CLE
$306
5/27Mon
multi-stopFrontier
8h 53mCLE-SJU
5/29Wed
nonstopFrontier
4h 51mSJU-CLE
$308
5/27Mon
multi-stopSpirit Airlines
13h 39mCLE-SJU
5/29Wed
multi-stopSpirit Airlines
27h 49mSJU-CLE
$337
5/28Tue
multi-stopSpirit Airlines
6h 32mCLE-SJU
6/1Sat
multi-stopSpirit Airlines
13h 05mSJU-CLE
$353
5/25Sat
multi-stopAmerican Airlines
10h 01mCLE-SJU
5/29Wed
multi-stopAmerican Airlines
10h 44mSJU-CLE
$405
5/25Sat
multi-stopAmerican Airlines
9h 05mCLE-SJU
6/3Mon
multi-stopAmerican Airlines
6h 32mSJU-CLE
$439
5/25Sat
multi-stopUnited Airlines
11h 37mCLE-SJU
5/29Wed
multi-stopUnited Airlines
9h 05mSJU-CLE
$495
5/26Sun
multi-stopUnited Airlines
10h 29mCLE-SJU
6/4Tue
multi-stopUnited Airlines
9h 05mSJU-CLE
$560

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Cleveland - Puerto Rico Flights

Departure:

Cleveland (CLE)United States

Return flight deals:

Puerto Rico - Cleveland

Cabin classes:

$178