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$103+ 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — SJU
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to San Juan are usually found in September or May, booked 82 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap 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 August 20, 2025.

Round-trip from

$184
(Kiwi.com)

One-way from

$103
(Delta)

Popular in

December

Cheapest in

September

Average price

$305
From Cleveland Hopkins Intl to San Juan
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One-way flight from Cleveland Hopkins Intl to San Juan
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Highest demand for flights based on searches. 19% potential increase in price ($77 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/18. 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 10/256:27 pmCLE - SJU
1 stop17h 34mFrontier
Thu 11/66:54 pmSJU - CLE
1 stop19h 43mFrontier
Deal found 8/18$184
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 10/256:27 pmCLE - SJU
1 stop17h 34mFrontier
Sun 11/26:54 pmSJU - CLE
1 stop26h 35mFrontier
Deal found 8/18$189
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/2511:13 amCLE - SJU
1 stop22h 39mFrontier
Mon 9/2910:57 amSJU - CLE
1 stop10h 53mFrontier
Deal found 8/19$194
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 10/256:27 pmCLE - SJU
1 stop17h 34mFrontier
Thu 10/302:11 amSJU - CLE
1 stop15h 27mFrontier
Deal found 8/18$197
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Sun 9/286:00 amCLE - SJU
1 stop9h 22mFrontier
Fri 10/310:57 amSJU - CLE
1 stop10h 53mFrontier
Deal found 8/19$203
This Delta deal was found by Cheapflights users on 8/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:05 amCLE - SJU
1 stop9h 28mDelta
Thu 11/67:00 amSJU - CLE
1 stop11h 10mDelta
Deal found 8/17$205
This American Airlines deal was found by Cheapflights users on 8/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/16:00 amCLE - SJU
1 stop16h 49mAmerican Airlines
Fri 9/264:43 pmSJU - CLE
1 stop6h 25mAmerican Airlines
Deal found 8/19$210
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/2511:13 amCLE - SJU
1 stop22h 39mFrontier
Thu 10/28:00 amSJU - CLE
1 stop12h 24mFrontier
Deal found 8/19$217
This Frontier deal was found by Cheapflights users on 8/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/28:00 amCLE - SJU
1 stop11h 08mFrontier
Sat 9/68:00 amSJU - CLE
1 stop10h 03mFrontier
Deal found 8/19$227
This Delta deal was found by Cheapflights users on 8/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/157:13 amCLE - SJU
1 stop9h 12mDelta
Fri 10/247:15 amSJU - CLE
1 stop11h 27mDelta
Deal found 8/18$232

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 August 20, 2025.
Use the filters below to find and compare flights from Cleveland to San Juan that are best for you.

Fly from

Cleveland

Fly to

San Juan

Route

Depart

Return

Price

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Thu 10/23

12:48 pm-11:59 pm

1 stop11h 11m

San Juan Luis Munoz Marin Intl

Tue 10/28

5:30 am-3:19 pm

2 stops9h 49m

$205

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sun 10/26

8:05 am-4:33 pm

1 stop8h 28m

San Juan Luis Munoz Marin Intl

Fri 10/31

2:31 pm-12:36 am

1 stop10h 05m

$205

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Fri 10/31

6:00 am-10:10 pm

1 stop16h 10m

San Juan Luis Munoz Marin Intl

Mon 11/3

3:05 pm-12:07 am

1 stop10h 02m

$205

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Mon 9/22

7:00 am-4:20 pm

1 stop9h 20m

San Juan Luis Munoz Marin Intl

Thu 10/2

5:41 pm-12:39 am

1 stop6h 58m

$205

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Mon 11/3

2:09 pm-10:59 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Wed 11/12

7:00 am-5:09 pm

1 stop11h 09m

$205

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 10/1

8:03 pm-12:47 pm

2 stops16h 44m

San Juan Luis Munoz Marin Intl

Wed 10/8

3:00 pm-12:07 am

1 stop9h 07m

$205

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Thu 10/30

7:05 am-4:33 pm

1 stop9h 28m

San Juan Luis Munoz Marin Intl

Thu 11/6

7:00 am-5:10 pm

1 stop11h 10m

$205

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 9/27

7:00 am-4:17 pm

1 stop9h 17m

San Juan Luis Munoz Marin Intl

Thu 10/2

5:41 pm-12:39 am

1 stop6h 58m

$205

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 10/29

7:13 am-4:25 pm

1 stop9h 12m

San Juan Luis Munoz Marin Intl

Thu 11/6

7:00 am-5:10 pm

1 stop11h 10m

$205

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Fri 10/31

8:05 am-4:33 pm

1 stop8h 28m

San Juan Luis Munoz Marin Intl

Thu 11/6

7:00 am-5:10 pm

1 stop11h 10m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 20 results
1
2

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

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

Use this chart to determine the optimal time to book a round-trip flight from Cleveland to San Juan. Price data was last updated on August 8, 2025.

The best time to book flights from Cleveland to San Juan is 81 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.

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

Currently, September is the cheapest month in which you can book a flight from Cleveland to San Juan (average of $254). Flying from Cleveland to San Juan in June is currently the most expensive (average of $339). 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.

What is the cheapest time of day to fly from CLE to SJU?

Find hourly flight availability from Cleveland to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 20, 2025.

A simple way to save on the total cost of your ticket is to fly from Cleveland to San Juan in the evening. If you’re flexible enough to do this you can expect to save up to 27% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Cleveland to San Juan?

Use this chart to determine the cheapest time to fly round-trip from Cleveland to San Juan. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Cleveland to San Juan flight should consider departing on Tuesday evenings when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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

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 August 20, 2025.
See what other customers who have flown with Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,928 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,207 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 7 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 28m. American Airlines provides one of the quickest options available for as low as $205. 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 Spirit Airlines is currently your cheapest option to San Juan, with prices starting at $118. Additional round-trip tickets that might be worth considering are offered by Frontier and Delta, with the lowest prices starting at $145 and $171, respectively. Spirit Airlines is 62% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest flights from Cleveland to San Juan?

    While on average a flight from Cleveland to San Juan is generally $228, our data shows the cheapest flight currently is $127. When looking at the most popular route, (Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $199 for that flight.

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

    The most popular layover on flights from Cleveland to San Juan is Orlando. Atlanta is the second most popular location for layovers on flights 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 Walt Disney World Resort, Universal Orlando Resort, and International Drive more than anywhere else. Walt Disney World Resort, Universal Orlando Resort and International Drive are located about 16.2 mi, 10.2 mi, and 9.9 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 $34 per day.

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

    Georgia Aquarium, Fox Theatre, and Tabernacle are the most popular attractions in Atlanta if you're in need of something to do during your layover. Georgia Aquarium, Fox Theatre, and Tabernacle can be visited by traveling about 8.6 mi, 9.3 mi, and 8.3 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 $55 per day.

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

    Cleveland to San Juan flights have a layover in Miami the least frequently. Miami is followed by Charlotte in terms of the least popular layover location on flights from Cleveland to San Juan.

  • 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, September is the cheapest month in which you can book a flight from Cleveland to San Juan (average of $254). Flying from Cleveland to San Juan in June is currently the most expensive (average of $339). 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.

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Alternative routes for Cleveland to San Juan

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Cleveland to San Juan

Discover the top 7 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$118Average$249FlexibilityNo cancel feeOn-time65%
FrontierCheapest$145Average$353FlexibilityNo cancel feeOn-time62%
DeltaCheapest$171Average$353FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$178Average$367FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$227Average$476FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$245Average$416FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$315Average$503FlexibilityNo cancel feeOn-time63%

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