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$113+ 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 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — SJU
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to San Juan are usually found in May or June, 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 November 20, 2025.

Round-trip from

$254
(Kiwi.com)

One-way from

$113
(Delta)

Popular in

December

Cheapest in

May

Average price

$389
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. 20% potential increase in price ($83 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
Sun 12/144:38 pmCLE - SJU
1 stop15h 59mMultiple Airlines
Sun 12/214:10 amSJU - CLE
1 stop9h 41mMultiple Airlines
Deal found 11/20$254
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:58 amCLE - SJU
1 stop23h 57mFrontier
Fri 1/163:58 amSJU - CLE
1 stop21h 28mFrontier
Deal found 11/20$255
This Mytrip deal was found by Cheapflights users on 11/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/296:00 amCLE - SJU
1 stop16h 35mFrontier
Wed 12/33:55 amSJU - CLE
1 stop15h 17mFrontier
Deal found 11/20$256
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 12/153:14 pmCLE - SJU
1 stop8h 31mMultiple Airlines
Thu 12/252:44 pmSJU - CLE
Nonstop5h 05mMultiple Airlines
Deal found 11/20$258
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 11/296:00 amCLE - SJU
1 stop16h 35mMultiple Airlines
Wed 12/311:55 amSJU - CLE
2 stops28h 53mMultiple Airlines
Deal found 11/18$261
This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
Sat 12/136:45 amCLE - SJU
2 stops16h 31mMultiple Airlines
Mon 12/226:00 amSJU - CLE
1 stop7h 51mMultiple Airlines
Deal found 11/20$262
This Frontier deal was found by Cheapflights users on 11/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:40 amCLE - SJU
1 stop7h 49mFrontier
Thu 12/2510:08 amSJU - CLE
1 stop7h 46mFrontier
Deal found 11/20$263
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Sat 12/136:45 amCLE - SJU
1 stop28h 47mMultiple Airlines
Sun 12/141:59 amSJU - CLE
2 stops22h 09mMultiple Airlines
Deal found 11/19$265
This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
Wed 12/177:17 pmCLE - SJU
1 stop6h 33mFrontier
Mon 12/229:37 pmSJU - CLE
1 stop11h 06mFrontier
Deal found 11/20$266
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 11/296:00 amCLE - SJU
1 stop16h 35mMultiple Airlines
Tue 12/28:00 amSJU - CLE
2 stops29h 11mMultiple Airlines
Deal found 11/18$267
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/279:18 amCLE - SJU
1 stop10h 54mFrontier
Wed 12/33:55 amSJU - CLE
1 stop15h 17mFrontier
Deal found 11/20$268

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 November 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

Tue 2/3

5:35 am-7:05 pm

2 stops12h 30m

San Juan Luis Munoz Marin Intl

Tue 2/10

5:40 am-3:05 pm

2 stops10h 25m

$265

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sun 12/21

7:59 pm-1:24 am

Nonstop4h 25m

San Juan Luis Munoz Marin Intl

Thu 12/25

2:44 pm-6:49 pm

Nonstop5h 05m

$295

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Mon 1/5

6:20 am-3:01 pm

1 stop7h 41m

San Juan Luis Munoz Marin Intl

Wed 1/7

1:55 am-6:06 pm

2 stops17h 11m

$307

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Thu 1/22

6:15 am-7:05 pm

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Thu 1/29

5:40 am-3:05 pm

2 stops10h 25m

$310

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 1/28

6:00 am-4:36 pm

1 stop9h 36m

San Juan Luis Munoz Marin Intl

Mon 2/2

2:05 am-8:22 am

1 stop7h 17m

$315

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Tue 1/13

8:49 am-10:22 pm

2 stops12h 33m

San Juan Luis Munoz Marin Intl

Thu 1/22

8:10 am-6:48 pm

2 stops11h 38m

$315

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Tue 12/2

7:00 am-2:40 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Tue 12/9

2:05 am-1:10 pm

2 stops12h 05m

$315

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sun 2/15

6:21 pm-6:11 am

1 stop10h 50m

San Juan Luis Munoz Marin Intl

Fri 2/27

2:05 am-8:15 am

1 stop7h 10m

$315

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sun 12/21

7:59 pm-1:24 am

Nonstop4h 25m

San Juan Luis Munoz Marin Intl

Mon 12/29

2:44 pm-6:49 pm

Nonstop5h 05m

$321

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Tue 1/20

2:16 pm-12:36 am

2 stops9h 20m

$113

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 18 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 November 14, 2025.

The best time to book flights from Cleveland to San Juan is 82 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, November is the cheapest month in which you can book a flight from Cleveland to San Juan (average of $123). Flying from Cleveland to San Juan in December is currently the most expensive (average of $190). 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 November 20, 2025.

A simple way to save on the total cost of your ticket is to fly from Cleveland to San Juan in the afternoon. If you’re flexible enough to do this you can expect to save up to 50% on your trip compared to booking a flight in the morning.

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 Monday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

How often are flights from Cleveland to San Juan delayed?

About 27% of weekly flights between Cleveland and San Juan have experienced delays in the past year, with the average delay time being 152 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?

Wednesday tends to have the lowest number of delays on this route, whereas Friday 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 27% of flights being delayed.

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 November 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
4,251 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,002 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,028 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,047 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,104 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 4h 25m. Southwest provides one of the quickest options available for as low as $295. 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 $150 and $168, respectively. Spirit Airlines is 63% 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 United Airlines, with whom users have recently found tickets for as low as $113. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Cleveland to San Juan for a low price.

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

    While on average a flight from Cleveland to San Juan is generally $471, our data shows the cheapest flight currently is $170. When looking at the most popular route, (Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $153 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 $25 per day.

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

    Georgia Aquarium, Fox Theatre, and Centennial Olympic Park are the most popular attractions in Atlanta if you're in need of something to do during your layover. Georgia Aquarium, Fox Theatre, and Centennial Olympic Park can be visited by traveling about 8.6 mi, 9.3 mi, and 8.4 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 $59 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, November is the cheapest month in which you can book a flight from Cleveland to San Juan (average of $123). Flying from Cleveland to San Juan in December is currently the most expensive (average of $190). 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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$118Average$220FlexibilityNo cancel feeOn-time65%
FrontierCheapest$150Average$328FlexibilityNo cancel feeOn-time62%
DeltaCheapest$168Average$349FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$203Average$388FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$213Average$461FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$225Average$397FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$268Average$509FlexibilityNo cancel feeOn-time63%

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