San Juan

$151+ Cheap flights from Cleveland (CLE) to San Juan

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — SJU
Jun 23 — Jun 301
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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to San Juan are usually found in May or July, booked 76 days in advance, depart on a Tuesday or Wednesday and return on a Sunday

Cheap flight deals from Cleveland to San Juan

Cheapest flights from Cleveland to San Juan
Explore the most affordable flight options available from Cleveland to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 24, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:45 am
CLE
-
SJU
1 stop8h 13m
Frontier
Wed 9/26:00 am
SJU
-
CLE
1 stop8h 38m
Frontier
Deal found 5/24$291
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/194:34 pm
CLE
-
SJU
1 stop7h 49m
Frontier
Wed 8/265:01 pm
SJU
-
CLE
1 stop7h 43m
Frontier
Deal found 5/19$292
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/94:28 pm
CLE
-
SJU
1 stop8h 00m
Frontier
Thu 8/136:00 am
SJU
-
CLE
1 stop8h 36m
Frontier
Deal found 5/24$301
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/64:28 pm
CLE
-
SJU
1 stop8h 00m
Frontier
Thu 8/136:00 am
SJU
-
CLE
1 stop8h 36m
Frontier
Deal found 5/24$311
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:40 am
CLE
-
SJU
1 stop7h 35m
Frontier
Tue 8/256:00 am
SJU
-
CLE
1 stop8h 38m
Frontier
Deal found 5/20$312
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/24:36 pm
CLE
-
SJU
1 stop7h 39m
Frontier
Tue 7/77:30 am
SJU
-
CLE
1 stop16h 08m
Frontier
Deal found 5/19$317
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:45 am
CLE
-
SJU
1 stop8h 13m
Frontier
Sat 8/296:00 am
SJU
-
CLE
1 stop15h 57m
Frontier
Deal found 5/24$318
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:40 am
CLE
-
SJU
1 stop7h 35m
Frontier
Mon 8/245:01 pm
SJU
-
CLE
1 stop7h 43m
Frontier
Deal found 5/19$319
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/94:28 pm
CLE
-
SJU
1 stop8h 00m
Frontier
Wed 8/126:00 am
SJU
-
CLE
1 stop8h 36m
Frontier
Deal found 5/24$320
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:40 am
CLE
-
SJU
2 stops31h 49m
Frontier
Sat 8/296:00 am
SJU
-
CLE
1 stop8h 38m
Frontier
Deal found 5/19$322
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/59:47 pm
CLE
-
SJU
1 stop10h 10m
Frontier
Thu 8/136:00 am
SJU
-
CLE
1 stop8h 36m
Frontier
Deal found 5/24$323
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:45 am
CLE
-
SJU
1 stop8h 13m
Frontier
Wed 9/26:00 am
SJU
-
CLE
1 stop8h 38m
Frontier
Deal found 5/24$324

Find flight deals from Cleveland to San Juan

Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 24, 2026.

Round-trip from

$291
(Kiwi.com)

One-way from

$151
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$274
From Cleveland Hopkins Intl to San Juan
One-way flight from Cleveland Hopkins Intl to San Juan
Highest demand for flights based on searches. 14% potential increase in price ($55 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in May 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cleveland to San Juan that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 24, 2026.
Use the filters below to find and compare flights from Cleveland to San Juan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Fri 7/10

2:27 pm-10:29 pm

1 stop8h 02m

San Juan Luis Munoz Marin Intl

Fri 7/17

5:56 pm-12:45 am

1 stop6h 49m

$336

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Thu 8/20

6:40 am-4:55 pm

2 stops10h 15m

San Juan Luis Munoz Marin Intl

Mon 8/24

5:30 am-12:15 pm

1 stop6h 45m

$353

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Thu 8/20

8:23 am-8:38 pm

2 stops12h 15m

San Juan Luis Munoz Marin Intl

Mon 8/24

4:55 pm-11:44 pm

1 stop6h 49m

$357

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Mon 6/1

6:41 pm-5:29 am

1 stop10h 48m

San Juan Luis Munoz Marin Intl

Sat 6/6

7:20 am-8:18 pm

2 stops12h 58m

$466

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Thu 5/28

11:57 am-8:34 pm

1 stop8h 37m

San Juan Luis Munoz Marin Intl

Tue 6/2

1:00 am-12:58 pm

2 stops11h 58m

$466

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 8/1

3:35 pm-12:10 am

2 stops8h 35m

San Juan Luis Munoz Marin Intl

Sat 8/15

10:25 am-8:20 pm

2 stops9h 55m

$489

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Fri 5/29

12:40 pm-11:25 pm

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Fri 6/5

5:15 pm-12:15 am

1 stop7h 00m

$506

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 7/1

3:25 pm-12:15 am

2 stops8h 50m

San Juan Luis Munoz Marin Intl

Sat 7/4

5:30 am-11:50 am

1 stop6h 20m

$516

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Thu 7/16

1:05 pm-9:30 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Sun 7/19

9:50 am-7:35 pm

2 stops9h 45m

$563

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 5/30

10:51 am-11:50 pm

2 stops12h 59m

San Juan Luis Munoz Marin Intl

Fri 6/5

1:00 am-12:58 pm

2 stops11h 58m

$564

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/23

Showing 1-10 of 21 resultsSorted by cheapest first
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2
3

Best time to book a flight from Cleveland to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan from Cleveland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Cleveland to San Juan

What is the cheapest month to book a flight from Cleveland to San Juan?

Currently, August is the cheapest month in which you can book a flight from Cleveland to San Juan (average of $101). Flying from Cleveland to San Juan in April is currently the most expensive (average of $959). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Cleveland to San Juan?

How often are flights from Cleveland to San Juan delayed?

About 23% of weekly flights between Cleveland and San Juan have experienced delays in the past year, with the average delay time being 140 minutes.

What is the most punctual flight time for Cleveland to San Juan flights?

Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Cleveland to San Juan flights?

Over the last year, Frontier have had the lowest number of delays on this route, with just 22% of flights being delayed.

How far ahead should I book a flight from Cleveland to San Juan?

The best time to book flights from Cleveland to San Juan is 75 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing San Juan

Get insights into the airlines that provide service to San Juan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Juan. Reviews last updated May 24, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Cleveland to San Juan have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Cleveland to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Cleveland to San Juan?

    Most people fly from Cleveland Hopkins Intl (CLE) if they book a flight from Cleveland to San Juan. On average, Hopkins Intl has 0 outbound flights to San Juan per day from 6 airlines. Cleveland Hopkins Intl is conveniently located just 10.1 mi from Cleveland’s city center.

  • How long is the flight from Cleveland to San Juan?

    A quick flight from Cleveland to San Juan can take about 8h 02m. Delta provides one of the quickest options available for as low as $336. The distance from Cleveland to San Juan is about 1841 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Cleveland to San Juan round-trip?

    Flying on Delta is currently your cheapest option to San Juan, with prices starting at $102. Additional round-trip tickets that might be worth considering are offered by JetBlue and Frontier, with the lowest prices starting at $160 and $174, respectively. Delta is 69% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Cleveland to San Juan one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $94. However, be on the lookout for offers from Southwest and Delta, as they are both options that can get you from Cleveland to San Juan for a low price.

  • Where are the most common layover locations when flying from Cleveland to San Juan?

  • What are some popular things to do or see while on a layover in Orlando?

    Orlando travelers tend to visit Universal Orlando Resort, Universal's Islands of Adventure, and Central Florida Fairgrounds more than anywhere else. Universal Orlando Resort, Universal's Islands of Adventure and Central Florida Fairgrounds are located about 10.2 mi, 10.2 mi, and 11.7 mi, respectively from Orlando if you are interested in checking them out. Travelers in need of a car in Orlando can rent one for about $28 per day.

  • What are some popular points of interest to see during a layover in Atlanta?

    Georgia Aquarium, Centennial Olympic Park, and Fox Theatre are the most popular attractions in Atlanta if you're in need of something to do during your layover. Georgia Aquarium, Centennial Olympic Park, and Fox Theatre can be visited by traveling about 8.6 mi, 8.4 mi, and 9.3 mi respectively from Atlanta Hartsfield-Jackson. Those landing in Atlanta looking to spend some time exploring during their layover can rent a car for about $68 per day.

  • Where are the least popular layover locations for Cleveland to San Juan flights?

  • Can I find deals for flights from Cleveland to San Juan that include hotel bookings?

    Yes. In addition to deals on Cleveland to San Juan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cleveland to San Juan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cleveland to San Juan.

  • Can I find deals for business class flights from Cleveland to San Juan?

    Yes. Cheapflights offers flight deals from Cleveland to San Juan by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Cleveland to San Juan?

    Currently, August is the cheapest month in which you can book a flight from Cleveland to San Juan (average of $101). Flying from Cleveland to San Juan in April is currently the most expensive (average of $959). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 6 airlines flying from Cleveland to San Juan

Discover the top 6 airlines that operate flights from Cleveland to San Juan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$102Average$286FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$160Average$404FlexibilityNo cancel feeOn-time62%
FrontierCheapest$174Average$324FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$225Average$379FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$225Average$414FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$246Average$452FlexibilityNo cancel feeOn-time63%

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