Association Football, or Soccer, is the number one participation winter sport at Sydney Boys High. The School competes in the AAGPS with seven Open teams and nineteen junior teams, with each age group from the 13's to the 15's producing five graded teams and 16s four. The school also competes in state knock-out competitions. A high level of support for and coaching of the boys is made possible by the commitment and enthusiasm of a large number of parents and Old Boys. Students train on Wednesday or Thursday afternoons and one session a week after school, with games played on Saturday mornings. The programme is supported by a Committee which helps in fund raising for equipment and coaching.

The Late Mr Johnny Warren addresses players at the 2002 Clinic

Every year specialised coaches are brought in to run skills clinics for the junior school. Soccer at High has as part of this initiative forged links with Manchester United and Parramatta Eagles. A weekly magazine is published in the Schools newspaper called the Onion Bag with all fixtures and scores for the weekends.

In addition to the AAGPS competition the school also operates an internal competition called The Dolan Cup, named after the Schools first Master-in-Charge, and most successful Coach Mr Tom Dolan. History of the Dolan Cup

2004 Dolan Cup winners the 14Cs

High has won the GPS title on three occasions in 1991, 1993 and 1995 and have been runners up in 2000, 2001, 2002, 2003.

They have also won 2^nd grade in 1990, 1992, 1994, 2001.