The 1958 NSW Federation of Soccer Clubs season was the second season of football in New South Wales under the administration of the federation since its breakaway from the NSW Soccer Football Association in January of 1957. The season once again kicked off with the preseason tournament in Lidcombe under lights, now jointly sponsored by Ampol and officially called the Ampol-Kennard Cup. The home and away league season began on the 5th of April with twelve teams, increasing its number by one this season. From the previous year, Eastern Suburbs withdrew and Lane Cove became North Side United. Corrimal United and Villawood were new entrants into the top tier. Once again a finals series was used decide the First Division champions of New South Wales in the format of a four team page playoff system. The season also held the second edition of the newly created Federation Cup.
Corrimal United were regular season premiers after twenty-two rounds of competition. Canterbury-Marrickville would avenge the previous season's grand final defeat by winning 2–1 over newly formed rivals Auburn at the ES Marks Athletics Field in front of a crowd of 8,840 to become the federation's second championship-winning team.
Hakoah were unable to back up their victory of the inaugural Ampol-Kennard Cup losing 3–4 to Canterbury-Marrickville in the final. Canterbury-Marrickville made it a treble winning season with a 3–2 win over Prague in the final of the Federation Cup.
Eastern Suburbs withdrew, leaving ten teams in the division.
Villawood was promoted from Second Division and Corrimal United joined the federation after winning the Association First Division, creating twelve teams in the division.
The season began with this pre-season cup. Australian fuel company Ampol joined on as sponsors for this night competition, donating £500 as prize money for the series. The tournament was a straight knock-out competition run over six nights culminating with a final and third-place playoff matches. The aggregate of spectators for the tournament totalled 34,371.[1]
^ abcde"Official N.S.W. Federation of Soccer Clubs Year Book 1959". Federation Soccer Yearbook. Sydney: N.S.W. Federation of Soccer Clubs via Robworth Publishing Consultants. 1959.