$97 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 1/29. 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
1 adult, Economy, 0 bags

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Flight Deals

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, Jan 12 - Sun, Mar 8
Frontier Logo
7:24 pm - 2:58 am
CLE
-
BQN
6h 34m1 stop
Frontier Logo
3:55 am - 4:17 pm
BQN
-
CLE
12h 22m1 stop
$180Frontier
Thu, Jan 29 - Mon, Feb 2
Frontier Logo
12:30 pm - 12:01 pm
CLE
-
BQN
22h 31m1 stop
Frontier Logo
1:11 pm - 12:43 am
BQN
-
CLE
12h 32m1 stop
$181Frontier
Mon, Jan 12 - Sun, Mar 8
Frontier Logo
4:53 pm - 2:58 am
CLE
-
BQN
9h 05m1 stop
Frontier Logo
3:55 am - 4:17 pm
BQN
-
CLE
12h 22m1 stop
$201Frontier
Thu, Jan 22 - Thu, Jan 29
United Airlines Logo
1:59 pm - 11:57 pm
CLE
-
BQN
8h 58m1 stop
United Airlines Logo
1:09 am - 1:20 pm
BQN
-
CLE
13h 11m2 stops
$225United Airlines
Wed, Jan 28 - Sun, Feb 1
Frontier Logo
6:00 pm - 11:59 pm
CLE
-
SJU
28h 59m1 stop
Frontier Logo
6:00 am - 10:37 pm
SJU
-
CLE
17h 37m1 stop
$235Frontier
Sun, Jan 11 - Fri, Jan 23
Multiple Airlines Logo
6:00 am - 8:24 pm
CLE
-
SJU
13h 24m1 stop
Multiple Airlines Logo
4:22 pm - 11:11 pm
SJU
-
CLE
7h 49m1 stop
$236Multiple Airlines
Fri, Jan 30 - Mon, Feb 2
Frontier Logo
7:00 am - 7:26 pm
CLE
-
SJU
11h 26m2 stops
Frontier Logo
4:36 pm - 12:43 am
SJU
-
CLE
9h 07m1 stop
$237Frontier
Sun, Feb 1 - Tue, Feb 10
Frontier Logo
6:00 pm - 1:08 am
CLE
-
SJU
6h 08m1 stop
Frontier Logo
2:07 pm - 12:26 am
SJU
-
CLE
11h 19m1 stop
$238Frontier
Tue, Feb 3 - Tue, Feb 10
United Airlines Logo
8:49 am - 11:57 pm
CLE
-
BQN
14h 08m2 stops
United Airlines Logo
1:09 am - 3:26 pm
BQN
-
CLE
15h 17m2 stops
$248United Airlines
Sun, Jan 18 - Sat, Jan 24
United Airlines Logo
8:49 am - 11:57 pm
CLE
-
BQN
14h 08m2 stops
United Airlines Logo
1:09 am - 8:22 am
BQN
-
CLE
8h 13m1 stop
$296United Airlines
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 72 hours was to San Juan, at $241 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 $241.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $312 on average.

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 $262 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $500 and $378 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 20% 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$97
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Cleveland to Aguadilla

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 $259 on average. Morning departures are around 4% more expensive 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.
7.9
SouthwestOverall score based on 4252 reviews
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

8.0 ExcellentRussell, Dec 2025
SAN - OAK
Read more Southwest reviews

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Not great experience - we were super late boarding due to issues with aircraft. Then when we finally all got onboard and seated and they started taxiing out to the runway they just stopped then turned around and went back to the airport. Apparently the crew “ran out of time” to legally fly us. They mentioned that they were about 2 minutes away from taking off. I understand the rules and safety but kinda wonder why they would have bothered boarding us in the first place? Had to go all the way back and de plane and then wait in a HUGE line to get a hotel (this is somewhere around 2:30am) finally got to hotel by Uber (no shuttle after 20min so gave up) and they ended up putting us all back on the same aircraft at 10am next morning so got about 2.5 hours sleep. They did give us. $250 credit, but it was a São Paulo Brazil flight out of Dulles. The flight and everything was fine.

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

United have really come back. Airport and boarding process is clear and good, app and information also very good

They charged a fee for 1st bag checked. Others in same party were free.

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

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

They brought an empty plane to the gate. Then a flight delay was announced for maintenance and waiting on a part. I was then put on a flight to San Francisco instead with a connecting flight to my final destination. Arrived at my final destination 2 hours late.

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

I liked the humor of the captain and crew on the flight from Flagstaff to Dallas. They were humorous.

AA delayed the flight for 3 hours and 50 minutes, but delayed the last 2 hours, 30 minutes at a time, so if we knew before, could have stayed at home and worked instead of being at the airport wasting time... The plane's crew was excellent, not their fault.

After arriving in Dallas, the aircraft taxied for an unusually long time and was unable to park at the gate, which caused a significant delay and made me miss my connecting flight. I then had to wait in a very long line to be rebooked, and I was told that no hotel or meal accommodations would be provided. What is even more unacceptable is that my luggage was mishandled and has still not been located. My suitcase contains important medications that I urgently need, and I have been unable to access them due to the airline’s mishandling. This situation has caused me considerable stress and inconvenience, and I need this issue to be resolved immediately.

Not clean and was told I would get a great seat and it was not great at all

Flight got delayed for 5 hours no good explanation was offered ;(

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

Delayed. Text notifications were slow. Not much information o what was happening. Boarding was slow and confusing. Wasn’t even offered water other flight. Had to ask. No entertainment at all. Felt like.a Greyhound bus.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

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

Information on your arrival and departure airports