After receiving a bye in the first round, Olympia beat St James's Gate in the semi-final.
According to Peter Byrne this also resulted in a popular giant killing chat – "Remember Olympia once beat Shels".
[citation needed] During the 1919–20 season, played against the background of the Irish War of Independence, Olympia were involved in controversial incident with Jacobs.
After a Leinster Senior Cup game, a group of Jacobs players were found guilty of invading the Olympia dressing room.
[4] In 1921–22, together with Shelbourne, Bohemians, St James's Gate, Jacobs, Frankfort, YMCA and Dublin United, Olympia became founder members of the League of Ireland.