$88 Find Cheap Flights from Cleveland to Puerto Rico

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 9/28. 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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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$234
Aguadilla
Aguadilla1 stop$234

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

Wed, Oct 15 - Sat, Oct 18
American Airlines Logo
1:05 pm - 11:59 pmCLE-SJU
10h 54m1 stop
American Airlines Logo
5:30 am - 5:49 pmSJU-CLE
12h 19m1 stop
$190American Airlines
Find Deal
Tue, Oct 21 - Tue, Oct 28
United Airlines Logo
6:00 am - 12:34 pmCLE-SJU
6h 34m1 stop
United Airlines Logo
7:30 am - 5:01 pmSJU-CLE
9h 31m2 stops
$205United Airlines
Find Deal
Wed, Oct 22 - Tue, Oct 28
Delta Logo
7:13 am - 4:25 pmCLE-SJU
9h 12m1 stop
Delta Logo
1:10 pm - 11:06 pmSJU-CLE
9h 56m1 stop
$215Delta
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Mon, Sep 1 - Fri, Sep 26
Delta Logo
5:30 am - 1:10 pmCLE-SJU
7h 40m1 stop
Delta Logo
5:41 pm - 12:39 amSJU-CLE
6h 58m1 stop
$225Delta
Find Deal
Sat, Sep 20 - Fri, Sep 26
Spirit Airlines Logo
4:45 pm - 11:04 amCLE-SJU
18h 19m1 stop
Spirit Airlines Logo
1:59 am - 3:50 pmSJU-CLE
13h 51m2 stops
$233Spirit Airlines
Find Deal
Tue, Aug 26 - Sat, Sep 6
Frontier Logo
5:31 pm - 2:48 amCLE-BQN
9h 17m1 stop
Frontier Logo
11:41 am - 6:21 pmBQN-CLE
6h 40m1 stop
$234Frontier
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Sat, Sep 6 - Sat, Sep 13
Frontier Logo
8:00 am - 2:27 amCLE-BQN
18h 27m1 stop
Frontier Logo
11:41 am - 4:58 pmBQN-CLE
29h 17m1 stop
$239Frontier
Find Deal
Sat, Sep 20 - Wed, Sep 24
Spirit Airlines Logo
4:45 pm - 11:04 amCLE-SJU
18h 19m1 stop
Spirit Airlines Logo
3:19 pm - 6:56 pmSJU-CLE
27h 37m2 stops
$242Spirit Airlines
Find Deal
Tue, Aug 26 - Wed, Sep 10
JetBlue Logo
6:19 am - 10:04 pmCLE-BQN
15h 45m2 stops
JetBlue Logo
5:01 am - 9:04 pmBQN-CLE
16h 03m2 stops
$398JetBlue
Find Deal
Sat, Sep 6 - Sat, Sep 13
JetBlue Logo
2:24 pm - 2:33 amCLE-BQN
12h 09m2 stops
JetBlue Logo
5:01 am - 5:19 pmBQN-CLE
12h 18m2 stops
$450JetBlue
Find Deal
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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Cleveland to Puerto Rico.

The cheapest ticket to Puerto Rico from Cleveland found in the last 72 hours was to San Juan, at $168 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 72 hours was $168.

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 $293, 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 $267 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $460 and $379 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 Tuesday and avoid Saturdays if you are looking for the best rates. For your return to Cleveland, you’ll find the best rates on Wednesdays and the most expensive ones on Tuesdays.

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 21% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.


Good to know

Low seasonSeptember
Cheapest flight$88
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 33% 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.

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

    The cheapest time of day to fly to Puerto Rico is generally at night, when round-trip flights cost $256 on average. Morning departures are around 13% cheaper than evening flights, on average. The most expensive time of day to fly to Puerto Rico is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $348.

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 4246 reviews
8.6Crew
7.5Entertainment
8.1Boarding
8.0Comfort
7.0Food
Airline reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

10.0 ExcellentKevin, Jul 2025MDW - PUJ
Read more Southwest reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Only issue was with seating. The economy fare we purchased did say there was no guarantee the three people in our party would be seated together, and we were not. At the gate, the agent told us more specifically, the fare we purchased meant we would be seated in middle seats only. This should just be made more obvious.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Terrible. Delayed 7 hours, and cancelled the flight, leaving me stranded and out of pocket $500 for an alternative last minute flight

Was on time until within 1 hour of flight-how does that happen? Staff very friendly.

the delay for 3 hours was understandable due to weather conditions but the flight should’ve provided some on flight compensations or at least provide more food.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Our flight was understandably diverted to a small regional airport in Laramie, Wyoming due to weather conditions, which I fully recognize and appreciate. However, the low rating stems from the experience that followed: passengers remained on board for over an hour without the option to deplane and stretch, despite the aircraft being stationary. Although the pilot opened the cabin door, only he was permitted to exit. Meanwhile, passengers grew increasingly uncomfortable as warm summer air entered the cabin through the open door, and being in the second row meant we were impacted immediately. While the flight attendants made efforts to keep everyone at ease, I believe allowing passengers to deplane briefly, given the extended delay, would have significantly improved the overall experience.

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

The best airline I have ever travel , really good customer service, attention and service !!

United could have one single once of customer service. No human United employee would help me with the invalid mileage plus number, they said I had to speak with the computer.

United sent me a mileage plus number last year but that number is invalid so I can’t use it to check into flights or collect mileage. There is human to speak about the problem, only computers who keep asking me if I am using the correct email. It’s so frustrating and I cannot resolve it.

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

The plane was broken so we had to change planes.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

My first flight was delayed 5 hours. The 2nd flight was canceled til the next day and the never even tried to compensate for it. Worse I was delayed again on the flight the rebooked me on.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

The worst. They don’t follow procedure for boarding per group. Flight got delayed for no understandably reasons, they changed our destination from PR to Miami, left us inside a plane for more than 8 hours, then cancelled flight in Miami leaving us stranded. Poorly managed re-accommodation for a new flight and overnight stay so I have to spend in a new ticket and my own hotel room to been able to get to my office next day. Lost 2 days of work and as a doctor, patients loosing their appointments. to other flights and besides

Decent clean onboard experience. Okay discount airline experience. Unfortunately, any customer service interactions are difficult and unhelpful. There is no service. Also, a premium seat only gets you premium boarding if you line up first. Once they start general boarding you must go to the back of the line. Not very premium

baggage clamed had to wait over a hour and half for all people on my flight it was terrible

The ticketing agents were rude but then we had a great gate agent very nice we had to ride a buss out to where the plane was parked but it was in some back corner of the airport when we got to the plane the captain who was great btw was cleaning the plane because the same rude ticketing agent told them they we not contracted to vacuum the plane. The ride to las Vegas was fine We had a connecting flight to Dallas. The flight was fine but when we arrived in Dallas everyone who flew on any frontier airlines the picked up bags from baggage claim D15 had to wait over a hour for their bags to start we arrived at 11:30pm ish to the gate we didn't leave the baggage clamed till 12:50 am very not happy and i used to fly frontier 4 times a week for work in Denver i will not be using them again

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Frontier Airlines was AWFUL. I was an hour early for my flight and the lady refused to check me in. I had to purchase a whole new ticket with a different airline.

My flight was canceled I was promised a reginf still not received.

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

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