Warriors FC[a] have been the most successful club with 9 titles, followed by Albirex Niigata Singapore (6), Tampines Rovers (5), Lion City Sailors (3),[b] Geylang International (2), DPMM (2) and Étoile (1).

The current champions are Albirex Niigata, the Japanese satellite team, having won their fifth S-League title in the 2023 season.

Following a dispute over gate receipts between the FAS and FAM[1] after winning the league and cup double in 1994, the Lions withdrew from the Malaysian competitions.

This team won the last FAS Premier League title, finishing the season unbeaten.

Two clubs from the Premier League – powerhouse Geylang International (renamed Geylang United; 6 consecutive Premier League titles) and Balestier United (renamed Balestier Central – joined six from the amateur National Football League – Police SA, Singapore Armed Forces (SAFFC), Tampines Rovers, Tiong Bahru United, Wellington (renamed Woodlands Wellington) and Sembawang Rangers (merger of Gibraltar Crescent and Sembawang SC) – for the inaugural edition of the S.League.

Chinese nationals Shi Jiayi and Qiu Li went on to become naturalised Singapore players.

In 2010, Super Reds were denied a place after three seasons following attempts to convert into a team of local players.

All three clubs each lasted one season before being pulled out of the league due to poor performances and disciplinary issues.

Bruneian club DPMM joined the S.League in 2009 before being pulled from the league as a result of a FIFA ban.

Etoile pulled out of the S.League prior to the 2012 season to focus on grassroots football and youth development.

In 2012, Malaysia national youth sides Harimau Muda A and Harimau Muda B joined the S.League following an agreement between the Football Association of Singapore and the Football Association of Malaysia (FAM) to send their representative sides into their respective domestic competitions.

Similarly, Malaysia's squad Harimau Muda did not participate in the Singapore League from then onwards.

The club became the most established foreign side in the S.League, drawing on the support the Japanese expatriate community and some local fans.

In the 2022 season, All eight team will play a four-round format for the first time in its entire league history.

Balestier Khalsa, Geylang International and Tampines Rovers are clubs that have played in all 28 seasons of the Singapore Premier League as of 2024.

Foreign clubs are ineligible to represent the Football Association of Singapore in AFC continental competitions.

The winners of each series completed in a championship playoff in which Geylang United defeated Singapore Armed Forces to claim the first S.League title.

As of 8 July 2024Following his retirement from football Holt became a professional wrestler, signing with the World Association of Wrestling.

He also notable scored a goal from the whistle of the kick off, with a 45-yard screamer from the half-way line to give Hougang a 3–2 victory against Geylang International