AirHint found the following cheapest return flights from Cleveland (CLE) to San Juan (SJU) in September 2025 (see full year).

Return flights

26 Sep - 29 Sep	United
17 Sep - 24 Sep	Southwest Airlines
09 Sep - 25 Sep	United
29 Sep - 10 Oct	Frontier Airlines
14 Sep - 19 Sep	Spirit Airlines
01 Sep - 06 Sep	Frontier Airlines
10 Sep - 29 Sep	Frontier Airlines
03 Sep - 07 Sep	Frontier Airlines
03 Sep - 12 Sep	Spirit Airlines
03 Sep - 19 Sep	Spirit Airlines
12 Sep - 15 Sep	Spirit Airlines

Also check the deals for one-way flights from Cleveland to San Juan in September.

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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Cheapest return flights from Cleveland to San Juan in September from $175

Return flights