$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 5/7. 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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Best Puerto Rico Flight Deals from Cleveland

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

Aguadilla
Aguadilla2 stops$329
Ponce
Ponce1 stop$319
Aguadilla
Aguadilla2 stops$329
Ponce
Ponce1 stop$319

Cheap Flight Deals from Cleveland to Puerto Rico (CLE-PR0)

 
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.

Recent round-trip flight deals from Cleveland to Puerto Rico

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Cleveland to Puerto Rico.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
5:40 pm - 10:04 pmCLE-SJU
4h 24mnonstop
Frontier Logo
8:00 am - 12:51 pmSJU-CLE
4h 51mnonstop
$194Frontier
Find Deal
Tue, May 20 - Wed, May 28
Frontier Logo
8:25 pm - 12:44 amCLE-SJU
4h 19mnonstop
Frontier Logo
5:01 am - 9:48 amSJU-CLE
4h 47mnonstop
$195Frontier
Find Deal
Sun, Jun 29 - Thu, Jul 3
Frontier Logo
8:25 pm - 12:44 amCLE-SJU
4h 19mnonstop
Frontier Logo
5:01 am - 9:39 amSJU-CLE
4h 38mnonstop
$196Frontier
Find Deal
Sun, Jun 29 - Thu, Jul 10
United Airlines Logo
10:55 am - 11:57 pmCLE-SJU
13h 02m2 stops
United Airlines Logo
3:56 pm - 11:59 pmSJU-CLE
8h 03m1 stop
$217United Airlines
Find Deal
Sat, Sep 6 - Sat, Sep 13
Delta Logo
7:15 am - 4:18 pmCLE-SJU
9h 03m1 stop
Delta Logo
1:13 pm - 10:11 pmSJU-CLE
8h 58m1 stop
$237Delta
Find Deal
Tue, Sep 9 - Wed, Sep 17
United Airlines Logo
2:54 pm - 11:57 pmCLE-SJU
9h 03m1 stop
United Airlines Logo
1:05 am - 1:14 pmSJU-CLE
12h 09m2 stops
$258United Airlines
Find Deal
Sat, Sep 6 - Fri, Sep 12
Delta Logo
7:12 am - 4:44 pmCLE-SJU
9h 32m1 stop
Delta Logo
7:00 am - 6:51 pmSJU-CLE
11h 51m1 stop
$271Delta
Find Deal
Thu, May 29 - Thu, Jun 5
American Airlines Logo
5:15 am - 3:00 pmCLE-SJU
9h 45m2 stops
American Airlines Logo
5:25 am - 11:00 pmSJU-CLE
17h 35m1 stop
$272American Airlines
Find Deal
Tue, May 13 - Tue, May 20
American Airlines Logo
6:00 am - 10:30 pmCLE-SJU
16h 30m1 stop
American Airlines Logo
7:15 am - 12:38 amSJU-CLE
17h 23m1 stop
$277American Airlines
Find Deal
Sun, May 11 - Sun, May 18
Southwest Logo
4:45 pm - 11:30 pmCLE-SJU
6h 45m1 stop
Southwest Logo
6:20 am - 3:55 pmSJU-CLE
9h 35m2 stops
$390Southwest
Find Deal
Mon, May 19 - Sun, May 25
Useful Info

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.

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 April, when tickets cost $248 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $474 and $390 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 Sundays if you are looking for the best rates. For your return to Cleveland, you’ll find the best rates on Mondays and the most expensive ones on Sundays.

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. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.


Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$88
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 35% 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 in the morning, when round-trip flights cost $260 on average. Morning departures are around 27% cheaper than evening flights, on average. The most expensive time of day to fly to Puerto Rico is generally in the evening, which is peak travel time and where the average cost of a ticket is $355.

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.

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 4294 reviews
7.6Entertainment
8.0Comfort
8.2Boarding
8.6Crew
7.1Food
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Our bag was lost so that made unnecessary chaos On our trip

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

It was an overnight flight and I desperately needed coffee before we landed, but Delta does only one beverage service, and that is shortly after takeoff, not before landing at 5 am.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

Everything is good except the dinner and breakfast. The sandwich is very delicious. Toilet is clean, I only use one of them. Flight attendants are very nice. 👍👍

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Multiple delays and not straight answer from the United team

For economy, it was very good. Staff was great, they even let some of us change seats for more leg room... Put an empty seat between us which was fantastic for a 12hr flight. Onboard entertainment was excellent, I think over 200 choices of movies/tv/etc The bad was the barely/nonfunctional wifi that cost either $16.99 or 1700 miles (full flight). It was atrocious... Definitely the worst of the last 3 long haul major airlines I was on the last few months.

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

I didn’t get on plane. Passport being processed by consulate with visa application. Tried to cancel through underpricer after purchasing cacelling for any reason. No dice, they are thieves.

Electric plugs didn't work. Entertainment system wasn't working

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Took off on time and successfully avoided weather that looked to be a problem along the way

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

The reps working at the airport counter were dumber than a second coat of paint.

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

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

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

Information on your arrival and departure airports

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