$151 Find Cheap Flights from Cleveland to Puerto Rico - 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 from Cleveland to Puerto Rico departing on 8/28. 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 Cleveland to Puerto Rico

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Aguadilla
Aguadilla1 stop$312
Ponce
Ponce1 stop$366
Culebra
Culebra2 stops$1,021
Aguadilla
Aguadilla1 stop$312
Ponce
Ponce1 stop$366
Culebra
Culebra2 stops$1,021

Book Cheap Cleveland to Puerto Rico Plane Tickets

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

Mon, Aug 24 - Thu, Aug 27
Frontier Logo
6:45 am - 12:56 am
CLE
-
SJU
18h 11m
2 stops
Frontier Logo
5:15 pm - 12:44 pm
SJU
-
CLE
19h 29m
1 stop
$275Frontier
Wed, Sep 16 - Sat, Sep 26
Frontier Logo
9:10 pm - 1:34 pm
CLE
-
SJU
16h 24m
1 stop
Frontier Logo
9:30 am - 8:52 pm
SJU
-
CLE
35h 22m
2 stops
$275Frontier
Tue, Aug 25 - Tue, Sep 1
Multiple Airlines Logo
2:04 pm - 12:56 am
CLE
-
SJU
10h 52m
1 stop
Multiple Airlines Logo
5:37 pm - 11:29 pm
SJU
-
CLE
29h 52m
2 stops
$305Multiple Airlines
Wed, Aug 19 - Tue, Sep 1
Multiple Airlines Logo
2:04 pm - 12:56 am
CLE
-
SJU
10h 52m
1 stop
Multiple Airlines Logo
5:37 pm - 11:29 pm
SJU
-
CLE
29h 52m
2 stops
$323Multiple Airlines
Thu, Nov 12 - Fri, Nov 20
United Airlines Logo
10:48 am - 9:00 pm
CLE
-
SJU
9h 12m
1 stop
United Airlines Logo
2:05 am - 9:21 am
SJU
-
CLE
8h 16m
1 stop
$364United Airlines
Thu, Aug 27 - Mon, Aug 31
United Airlines Logo
7:00 am - 1:45 pm
CLE
-
SJU
6h 45m
1 stop
United Airlines Logo
1:00 am - 1:13 pm
SJU
-
CLE
12h 13m
2 stops
$364United Airlines
Wed, Aug 19 - Wed, Sep 2
Southwest Logo
8:45 am - 6:10 pm
CLE
-
SJU
9h 25m
2 stops
Southwest Logo
11:50 am - 9:25 pm
SJU
-
CLE
9h 35m
2 stops
$364Southwest
Wed, Aug 26 - Wed, Sep 2
Southwest Logo
6:25 am - 4:25 pm
CLE
-
SJU
10h 00m
2 stops
Southwest Logo
11:50 am - 9:00 pm
SJU
-
CLE
9h 10m
2 stops
$364Southwest
Sun, Oct 4 - Sat, Oct 10
Delta Logo
8:10 am - 4:49 pm
CLE
-
SJU
8h 39m
1 stop
Delta Logo
7:30 am - 6:37 pm
SJU
-
CLE
11h 07m
1 stop
$364Delta
Fri, Oct 9 - Sat, Oct 31
Delta Logo
1:00 pm - 9:59 pm
CLE
-
SJU
8h 59m
1 stop
Delta Logo
7:00 am - 5:07 pm
SJU
-
CLE
10h 07m
1 stop
$364Delta
Booking Insights

KAYAK's insights & trends for Cleveland to Puerto Rico flights

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

What is the cheapest Cleveland to Puerto Rico flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Puerto Rico from Cleveland found in the last 5 days was to San Juan, at $235 round-trip. The most popular route is from Cleveland (CLE) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 5 days was $235.

What is the cheapest time of day to fly to Puerto Rico?

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

The cheapest time of day to fly to Puerto Rico is generally at night, when round-trip flights cost $488 on average. The most expensive time of day to fly to Puerto Rico is generally in the morning, which is peak travel time and where the average cost of a ticket is $586.

Can I save money by flying with a layover from Cleveland to Puerto Rico?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $431, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Cleveland to Puerto Rico?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cleveland to Puerto Rico, 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 from Cleveland to Puerto Rico is May, when tickets cost $287 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $485 and $411 respectively.

What’s the cheapest day of the week to fly from Cleveland to Puerto Rico?

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

When flying from Cleveland to Puerto Rico, you should consider leaving on a Wednesday and avoid Thursdays if you are looking for the best rates. For your return to Cleveland, you’ll find the best rates on Tuesdays and the most expensive ones on Thursdays.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Cleveland to Puerto Rico, 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 on the flight from Cleveland to Puerto Rico, you should book around 2 weeks before departure, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low season

November

Cheapest flight

$151
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 17% increase in price.
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 from Cleveland to Puerto Rico 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 from Cleveland to Puerto Rico 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 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 from Cleveland to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Puerto Rico

  • 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.

Reviews of the 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
SouthwestOverall score based on 4229 reviews
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
8.1Boarding
Airline reviews

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

2.0 MediocreIrene, Jun 2026
CMH - DEN
Read more Southwest reviews

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

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

Tried watching free movie and it kept freezing so I couldn’t finish.

Sat on tarmac for 2 hours and then missed my connecting flight

Everything was great except the food. The pretzels are really crappy.

Overall is was a pretty good flight. However we were 15 mins late taking off and no one told us anything. We were all in our seats just sitting there for 15mins and all the sudden the pilot stayed we are leaving now. I think they should have at least said something after our take off time passed. Everyone was wondering what was going on. I will say the pilot did increase the speed of the plane so we arrived in time. So we weren't late.

Being paid like a full service airline , I felt some features like no screen on seat, very poor entertainment content and no headphone provided. I like the checked bag benefit. Open seating concept is not nicely implemented as people were boarding out of order.

2 hour delayed departure, then sat on the tarmac for 30 minutes waiting for a gate in SRQ

Didn't like sitting on the waiting pad for 30 minutes right after departing the gate. If you're going to do that, just don't board so people can still get up and walk around in the terminal. My luggage was damaged by the baggage handlers.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Good flight. Connector flight was delayed so made a short turnaround in Atlanta which was stressful. Otherwise, great crew, Staff in ATL was very informative about the delay and ensured people their connections were fine. Notified the ones that were not. Great communication.

Seat was extremely hard which made even a short 1 hour 20 minute flight fairly uncomfortable.

Only water, tea or coffee served midflight, even to comfort seating. Man next to me needed two seats and took up a portion of my seat and Delta did nothing.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

Delta made it easy, comfortable and timely. The crew was fantastic.

I like for how they process during check in. It was very smoothly.

Zero updates from the pilots for 30 minutes in the tarmac

Flight was delayed 14 hours due to DC air show and weather. Missed connection to MUC.

The entertainment options on the seat back video boards were nice.

There was no WiFi available, there were mechanical problems with the plane and we landed at C 124, then the gate was switched to A 26, then all the way back to C126! For a 75 yo woman traveling alone, this was a difficult journey, indeed!

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

Very bad! They kept delaying my flight and wouldn’t do anything about it

IAD with the archaic people movers is just a place to be avoided.

Cabin was pitch black, even during meal service. The reading lights for seat 2E/F did not work, and seat 2E did not recline.

The flight from Cleveland to Newark was great. The connecting flight wasn’t so good.

Flight was not comfortable and crew was rude and not wanted to help, i would never choose united if there is alternate options . not cooperative with baby

Seat comfort is still an issue. Seats way too hard or lacking lumbar support. Entertainment system has lots of nice features like “Don’t wake me for meals”. The Bluetooth headphone pairing works well if you know how to make your pods available for pairing. While this trip I didn’t find any of the many many movies that interesting, there is plenty in there for all tastes. Crew were excellent. Captain was good about telling us how limg seat belt sign would be on while going around a storm system. Wi-Fi was quite good for only $8 bucks for mileage plus members. Be sure to load a credit card into your United app to pay for food or drinks.

Take this flight regularly. Every single week same thing. Departure delayed. Make up some time in the air. Land at ORD and then wait for gate in "L" concourse Terminal 3 for 30-40 min-which yields a very delayed final arrival. Plus I get to taxi around and see every runway and drive over the bridge (IFKYK) over the expressway 2-4 times in most cases. Change the sched of incoming plane/work with FAA to improve traffic flow at ORD/change the timing of these flights. Whatever it takes. But do better.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

It was a code share with Alaska - would have been great if I actually made it on the plane, claimed I didn’t have a ticket or a seat even thought I was checked in.

Plenty of overhead space but forced to check my carry-ons both legs

The flight from CLE to JFK was fantasti! Pilots and cre were informative and accommodating.

Everything was ok except that we had to de-ice the plane which took about 20 mins. I realize this is a safety issue, but it caused us to miss a connection in Charlotte by 15 mins which meant a four hour layover. I think the thing that bothered me was American Airlines knew we were only 15 mins late, so couldn’t they have waited for us? There were about 10 of us that had to take alternate planes. I remember recently waiting 15 to 20 mins for passengers connecting with flights we were on. Just wondering why they couldn’t do the same for ours.

Another American flight delay. Gate staff was gratuitously abusive of anyone expressing frustration. This will be my last American Airlines flight

Abysmal, getting delayed approximately 13 times, having to switch out a crew with another crew that timed out within an hour, and customer service representatives that abandoned the stranded travelers. Terrible service

Flight attendants used to be nice to people. And any flight over 5 hours should have some kind of food other than tiny pretzels and one drink comped.

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

I did not like that people are purposely split ip who book at the same time because we didn’t buy seats. No other airline does that.

There was extremely long wait times to check in my bags and pass through TSA. I almost missed my flights on several occasions.

On both our outgoing flight and our return flight, Frontier split up our seats. We were two adults and two small children, one an infant. Both flights were only about half full with full rows of empty seats. Yet, the airline split us up. No, we did not spend the extra $40 per person each way to purchase seat assignments ahead of time. But should we have to do this? If so, then the advertised ticket price was $40 off. What makes this even more egregious is that the plane was not full. So, there was no reason for Frontier to split up our group other than to extract an extra $320. A stewardess even had the nerve to tell me “if you want your family to sit together, I recommend that you purchase seat assignments next time.” On a half empty flight? Ridiculous. We will not be flying Frontier again.

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.

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.

Flight delayed 3 times, resulting in late arrival, rental car place gave car away resulting in increased BS charges because I was late. Frontier blows.

Everything you need to know for your flight from Cleveland to Puerto Rico

Information on your arrival and departure airports