$114 Find Cheap Flights from Cincinnati 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 Cincinnati to Puerto Rico departing on 8/12. 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 Cincinnati to Puerto Rico

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Aguadilla
Aguadilla1 stop$336
Culebra
Culebra2 stops$771
Aguadilla
Aguadilla1 stop$336
Culebra
Culebra2 stops$771

Book Cheap Cincinnati 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 Cincinnati 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 Cincinnati to Puerto Rico

Fri, Oct 23 - Fri, Oct 30
Frontier Logo
6:38 pm - 11:57 pm
CVG
-
SJU
29h 19m
1 stop
Frontier Logo
4:39 pm - 12:43 pm
SJU
-
CVG
44h 04m
2 stops
$271Frontier
Sun, Aug 16 - Sat, Aug 22
Multiple Airlines Logo
9:17 pm - 12:41 am
CVG
-
SJU
27h 24m
1 stop
Multiple Airlines Logo
12:11 pm - 11:42 pm
SJU
-
CVG
11h 31m
1 stop
$273Multiple Airlines
Mon, Sep 14 - Fri, Sep 18
Multiple Airlines Logo
12:43 pm - 4:45 pm
CVG
-
SJU
28h 02m
2 stops
Multiple Airlines Logo
7:00 am - 5:24 pm
SJU
-
CVG
10h 24m
1 stop
$274Multiple Airlines
Mon, Aug 24 - Fri, Aug 28
Frontier Logo
2:23 pm - 4:11 pm
CVG
-
SJU
25h 48m
1 stop
Frontier Logo
5:37 pm - 10:05 am
SJU
-
CVG
16h 28m
1 stop
$275Frontier
Tue, Sep 29 - Tue, Oct 6
American Airlines Logo
5:53 am - 3:40 pm
CVG
-
SJU
9h 47m
2 stops
American Airlines Logo
7:30 am - 3:03 pm
SJU
-
CVG
7h 33m
1 stop
$336American Airlines
Tue, Sep 29 - Tue, Oct 6
American Airlines Logo
6:34 am - 3:40 pm
CVG
-
SJU
9h 06m
1 stop
American Airlines Logo
6:00 am - 6:44 pm
SJU
-
CVG
12h 44m
1 stop
$336American Airlines
Wed, Sep 16 - Tue, Sep 29
United Airlines Logo
9:00 am - 8:38 pm
CVG
-
SJU
11h 38m
2 stops
United Airlines Logo
1:00 am - 11:11 am
SJU
-
CVG
10h 11m
2 stops
$336United Airlines
Sat, Oct 10 - Fri, Oct 16
United Airlines Logo
5:30 am - 2:44 pm
CVG
-
SJU
9h 14m
1 stop
United Airlines Logo
1:00 am - 1:16 pm
SJU
-
CVG
12h 16m
2 stops
$336United Airlines
Sun, Nov 8 - Wed, Nov 18
Delta Logo
10:00 am - 5:33 pm
CVG
-
SJU
6h 33m
1 stop
Delta Logo
7:15 am - 5:08 pm
SJU
-
CVG
10h 53m
1 stop
$336Delta
Sun, Nov 8 - Fri, Nov 13
Delta Logo
10:00 am - 5:33 pm
CVG
-
SJU
6h 33m
1 stop
Delta Logo
3:35 pm - 12:24 am
SJU
-
CVG
9h 49m
1 stop
$336Delta
Booking Insights

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

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cincinnati 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 Cincinnati to Puerto Rico is September, when tickets cost $285 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $566 and $476 respectively.

How far in advance should I book a flight from Cincinnati 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 Cincinnati 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 Cincinnati to Puerto Rico, you should book around 2 weeks before departure, which saves you about 42% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low season

September

Cheapest flight

$114
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly with an average 42% increase in price.
Flight from Cincinnati to San Juan

FAQs - booking Puerto Rico flights

  • How does KAYAK find such low prices on flights from Cincinnati 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 Cincinnati to Puerto Rico.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Cincinnati 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 Cincinnati 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 Cincinnati 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 Cincinnati 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 Cincinnati to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Cincinnati to Puerto Rico

 
Need help choosing which airline to fly with from Cincinnati 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 4228 reviews
8.6Crew
8.0Comfort
8.1Boarding
7.5Entertainment
7.0Food
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

Wi Fi was horrible kept cutting out the whole time and too expensive

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.

Weather delay and crew and gate staff kept everyone informed.

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.

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

Zero updates from the pilots for 30 minutes in the tarmac

Delta flight attendants poorly managed the boarding process and overhead storage. My bag was checked last minute and no claim ticket was provided. My bag is now lost. Complete incompetence by all flight crew involved.

We were told our second flight was canceled, but it was not. We did not receive our bags for two days. I did not have my meds, so I was very sick for the first three days. Our house rental was $5700 for the week. Do the math. It will be difficult for us to fly Delta again.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Crew was not helpful. Other passengers in first class were over served blatantly over intoxicated.

Crew was wonderful, very professional and pleasant. On time performance. Excellent flights,smooth. Thank you!

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.

Check in and boarding were very easy. Quite good food and a complimentary glass of wine with dinner. The acoustics on the TV difficult at times, and the options extensive though not very updated.

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

My flight was delayed by 8 hours I arrived at airport 4hrs earlier but to see if they can reroute me to get my connecting flt to Hong Kong. They auto rebooked my flt. With no chance. Which I missed this entire reservation through kayak. My next flt they got me on was at 6 am. Misses an entire day of my trip abroad all my accommodations seat assignments were missed and missed adding my TSA precheck to my ticket as well as my vegan meal request so I didnt have meals on any of the flight....so not a comfortable experience. Please help me with accommodations upon my return.

Seat bottom cushions are not good. I’m 165# & they hurt my butt. Plenty of legroom.

The flight attendant was friendly and efficient. The temperature was kept nice and cool. The plane was nice, but filthy. There were visible spills on my tray table. The gate agent was somewhat rude with her announcements and in speaking with other customers.

My flight was delayed. We left at midnight. I got to Greensboro (GSO) at 1am. All of AA's flights in/out of Charlotte always seem to be delayed or canceled. It took me all day on Sunday to get to my destination of Cincinnati from Greensboro. I had to be rerouted through Chicago because my original flight was canceled as the door to plane was closing in GSO. The saddest part is I could have driven and arrived sooner. . . I recognize there is a lot going on that impacts travel. This week it was weather. Yesterday in Cincinnati it was President Trump. But as a frequent flyer, the flight from South Bend to Charlotte always runs late. The subsequent flight to Greensboro is always midnight to 2am. . . I do want to give props the Charlotte boarding crew. They had four flights going out of the same area at the same time. They turned it quickly and mitigated the grumbling from the crowd.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

Flight was delayed. Not much information on when the flight would take off. Eventually we were told it was maintenance. App was not giving updates.

The boarding experience was good; $20 for wifi per flight is uncompetitive compared to Delta, Southwest, and others, and puts American lower on my list given similar pricing.

Flight was late and TSA had shut down so (almost) no passengers could get to the gate. American failed to inform TSA to stay open! Needed to get back home so we had to rent a car & drive 13 hours all through the night. It was bad.

For the money that I paid it was a good deal. I sat in the back of the plane and didn't pick a seat and my wife I sat together. Mission accomplished.

First off, I never complained so it is not the crews fault. The lady to my left did not respect my seat whatsoever. She was too big to lower the armrest and basically sat on me the entire flight. She was against the window. I was in a middle seat. For future reference, American, please make sure the armrest will lower or get someone a larger seat/2 seats.

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.

One of the worst travel experiences I've had. Had a flight scheduled with CVG to RSW on VLSWQX this morning departing at 5:30. Two individuals at the gate and one was in training. Not her fault but she didn't have the ability to check people in resulting in at least 15 families that didn't make it on the plane because they weren't checked into the system in time. When arriving at the airport to drop off our prepaid checked bags, the bag drop off agent asked if we could check our bags at the gate because of the long line. We said no problem so arrived at the gate by 5:00. They told those people that had previously paid for checked bags to stand off to the side while they let others that either didn't have a checked bag or their bag was already on the plan through. Realizing the gate workers had an issue, they either called for help or this lady showed up late for work as she didn't arrive until 5:15. The worker who had been there training the other individual and working diligently to make sure all passengers got on board. He even said that at one point all people that are currently in line are fine but asked the person in training to stand outside the ticketing area around 5:15 to notify any late travels that the flight was in boarding process and they arrrived too late. At that point, we're sill standing off to the side with our pre-paid checked bags patiently waiting. When the new lady arrived she couldn't have been more rude. It was an awful seen. Essentially they had asked for those without an assigned seat to board last, those with pre-paid checked bag stand off to the site and any traveling with a larger items that needed to be checked at the gate (such as a stroller), wait on the side. They realized that the flight needed to leave on time so the gate attendant shut the gate. So anyone without a seat assignment, those that had pre-checked bags, and the worst one I saw was a mother with two infant children was in line with use because she was asked to stand to the side because her stroller. When they shut the door to the plan they told her she could no longer get on. Her checked bags were already on the plane with her car keys in them, and the lady told her we couldn't accept anyone else on because the door was shut. She didn't even have a way to get home from the airport. Truely evil behavior. I've flown Frontier enough to know customer service is not a top priority in the company's mission, but this was an all-time low. I'm sending this after an 18 hour drive that our family just completed to Bonita Springs . I felt really bad for the lady being trained and the other individual trying to help, but when the new lady came to the gate she was truly one of the rudest individuals I've ever met. One lady had been there since 4am but because she didn't have an assigned seat they wouldn't let her on the plan.

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.

Since you have to pay for overhead bags then they shouldn't be running out of space and asking individuals who paid to remove stuff from the overhead

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 chose the seats when booked the flight and paid for them. However after checking in I found we were assigned different seats!

Nothing about the flight was good. The crew was rude and unwilling to assist would never recommend this airline to anyone and for sure will not fly it again

Poor communication. Plane was available, but crew to fly. It was not so flight was delayed. Our flight was overbooked, so carry-on. Baggage was denied without proper notification before hand. Cost of bags to be checked is outrageous.

Was delayed because of the crew. More efficient in time management.

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