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$100+ Cheap flights from Clearwater, FL 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJU
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheapflights Tip: The best prices from Clearwater to San Juan are usually found in February or September, booked 52 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap flight deals from Clearwater to San Juan

Keep the following information in mind while searching for Clearwater to San Juan flight deals. Data was last updated August 18, 2025.

Round-trip from

$151
(Cheapflightsfares)

One-way from

$100
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$255
From Clearwater to San Juan
Search Deals
One-way flight from Clearwater to San Juan
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Highest demand for flights based on searches. 8% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 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 Clearwater to San Juan

Cheapest flights from Clearwater to San Juan
Explore the most affordable flight options available from Clearwater to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2012:14 pmTPA - SJU
Nonstop3h 08mFrontier
Sat 9/278:00 amSJU - TPA
Nonstop3h 04mFrontier
Deal found 8/18$151
This Cheapflightsfares deal was found by Cheapflights users on 8/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/612:14 pmTPA - SJU
Nonstop3h 08mFrontier
Sat 9/138:00 amSJU - TPA
Nonstop3h 04mFrontier
Deal found 8/16$152
This Cheapflightsfares deal was found by Cheapflights users on 8/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/111:38 amTPA - SJU
Nonstop3h 04mFrontier
Thu 11/67:30 amSJU - TPA
Nonstop3h 08mFrontier
Deal found 8/16$183
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/208:26 pmTPA - SJU
Nonstop3h 03mFrontier
Mon 10/274:16 pmSJU - TPA
Nonstop3h 10mFrontier
Deal found 8/17$188
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/610:25 pmTPA - SJU
1 stop12h 39mMultiple Airlines
Sat 9/208:00 amSJU - TPA
Nonstop3h 04mMultiple Airlines
Deal found 8/17$191
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/98:26 pmTPA - SJU
Nonstop3h 03mFrontier
Sun 10/125:54 pmSJU - TPA
Nonstop3h 09mFrontier
Deal found 8/17$193
This Cheapflightsfares deal was found by Cheapflights users on 8/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/232:37 pmTPA - SJU
Nonstop3h 13mFrontier
Sat 9/68:00 amSJU - TPA
Nonstop3h 04mFrontier
Deal found 8/16$197
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/47:20 amTPA - SJU
1 stop6h 51mFrontier
Sat 10/117:58 pmSJU - TPA
Nonstop3h 07mFrontier
Deal found 8/17$198
This Trip.com deal was found by Cheapflights users on 8/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:55 pmTPA - SJU
Nonstop3h 01mJetBlue
Tue 10/77:25 amSJU - TPA
Nonstop2h 57mJetBlue
Deal found 8/16$200
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:00 pmTPA - SJU
Nonstop2h 50mJetBlue
Fri 11/76:00 amSJU - TPA
Nonstop3h 07mJetBlue
Deal found 8/18$202
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/212:14 pmTPA - SJU
Nonstop3h 08mFrontier
Mon 10/68:00 amSJU - TPA
Nonstop3h 04mFrontier
Deal found 8/17$203

Cheapflights Fare Finder

 
Customize your flight search to find flights from Clearwater 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 18, 2025.
Use the filters below to find and compare flights from Clearwater to San Juan that are best for you.

Fly from

Clearwater

Fly to

San Juan

Route

Depart

Return

Price

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Thu 10/2

12:14 pm-3:22 pm

Nonstop3h 08m

San Juan Luis Munoz Marin Intl

Mon 10/6

8:30 am-11:34 am

Nonstop3h 04m

$203

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Wed 11/5

6:00 pm-9:50 pm

Nonstop2h 50m

San Juan Luis Munoz Marin Intl

Wed 11/12

6:00 am-8:07 am

Nonstop3h 07m

$204

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Thu 10/2

6:55 pm-9:56 pm

Nonstop3h 01m

San Juan Luis Munoz Marin Intl

Tue 10/7

7:25 am-10:22 am

Nonstop2h 57m

$204

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Sat 9/6

12:14 pm-3:22 pm

Nonstop3h 08m

San Juan Luis Munoz Marin Intl

Sat 9/20

8:00 am-11:04 am

Nonstop3h 04m

$208

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Fri 10/24

8:26 pm-11:29 pm

Nonstop3h 03m

San Juan Luis Munoz Marin Intl

Mon 10/27

4:16 pm-7:26 pm

Nonstop3h 10m

$208

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Thu 10/2

5:45 am-1:43 pm

1 stop7h 58m

San Juan Luis Munoz Marin Intl

Thu 10/23

4:16 pm-7:26 pm

Nonstop3h 10m

$217

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Sun 10/19

10:03 pm-1:08 am

Nonstop3h 05m

San Juan Luis Munoz Marin Intl

Sun 11/2

2:11 am-2:06 pm

1 stop12h 55m

$218

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Mon 10/6

12:34 pm-3:42 pm

Nonstop3h 08m

San Juan Luis Munoz Marin Intl

Sun 10/12

1:59 am-2:19 pm

1 stop12h 20m

$218

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Sat 10/25

6:59 pm-10:00 pm

Nonstop3h 01m

San Juan Luis Munoz Marin Intl

Sat 11/8

6:00 am-8:07 am

Nonstop3h 07m

$220

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Thu 9/25

6:55 pm-9:56 pm

Nonstop3h 01m

San Juan Luis Munoz Marin Intl

Mon 9/29

7:25 am-10:22 am

Nonstop2h 57m

$220

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 20 results
1
2

Best time to book a flight from Clearwater to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan from Clearwater 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 Clearwater to San Juan

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

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

Booking 52 days in advance of your planned departure date is, on average, the best time to get cheap flights from Clearwater to San Juan. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, September is the cheapest month in which you can book a flight from Clearwater to San Juan (average of $254). Flying from Clearwater 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 CL9 to SJU?

Find hourly flight availability from Clearwater 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 18, 2025.

When flying from Clearwater to San Juan, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

Use this chart to determine the cheapest time to fly round-trip from Clearwater to San Juan. Price data was last updated on August 17, 2025.

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

Weekly flight availability from Clearwater to San Juan

Explore weekly flight availability from Clearwater to San Juan. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 18, 2025.

The most flights from CL9 to PR1 are scheduled on a Sunday (25 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (10 on average).

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 18, 2025.
See what other customers who have flown with Southwest, American Airlines, and JetBlue from Clearwater 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

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

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

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

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

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

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.
JetBlue
7.2
Good
2,915 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

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.
Spirit Airlines
6.3
Okay
8,038 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

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
3,212 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

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 Clearwater to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    A quick flight from Clearwater to San Juan can take about 2h 50m. Frontier provides one of the quickest options available for as low as $204. Clearwater and San Juan are separated by a distance of 1236 mi. Generally, flights for this route are nonstop.

  • What are the most reliable airlines from Clearwater to San Juan?

    No one likes to see their flight delayed. When booking a flight from Clearwater to San Juan consider choosing JetBlue (74%), Azul (74%) or Southwest (60%) as they are the most reliable in getting you off to your destination on time.

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

    Looking for the cheapest flight from Clearwater to San Juan? While on average our users pay $213, our data indicates the cheapest price to be $85. The most popular route (Tampa - San Juan Luis Munoz Marin Intl), is priced around $191.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Clearwater 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 Clearwater to San Juan?

    Currently, September is the cheapest month in which you can book a flight from Clearwater to San Juan (average of $254). Flying from Clearwater 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 Clearwater 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 Clearwater to San Juan

Discover the top 7 airlines that operate flights from Clearwater 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 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$242FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$104Average$222FlexibilityNo cancel feeOn-time65%
Avelo AirlinesCheapest$111Average$204FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$114Average$384FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$126Average$404FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$225Average$416FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$240Average$366FlexibilityNo cancel feeOn-time63%

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