Leinster Double In 1917–18, with team that included
Jack McCarthy and
Fran Watters, Olympia won both the Leinster Junior Cup and
Leinster Senior Cup. In doing so they caused one of the biggest upsets in the history of
Leinster football. After winning the
Leinster Junior Cup they qualified for the Leinster Senior Cup. After receiving a bye in the first round, Olympia beat
St James's Gate in the semi-final. In the final they faced
Shelbourne. After Leinster Nomads, Shelbourne and
Bohemians, Olympia became only the fourth team to win the Leinster Senior Cup. Up until now, Shelbourne and Bohemians had monopolised the competition between them, so it was something of surprise result when Olympia, with a goal scored by
Fran Watters, defeated Shelbourne 1–0 in the final. According to Peter Byrne this also resulted in a popular giant killing chat – "Remember Olympia once beat Shels". In 1917–18 Olympia also reached the
IFA Junior Cup final but lost to Raglan.
Jacobs incident 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. Two Jacobs players received lengthy suspensions from the
Leinster Football Association as did an Olympia player when it emerged that Jacobs had been taunted for "playing (
British Army) soldiers" in their team.
League of Ireland 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. Like Olympia, the other seven founding members had spent the 1920–21 season playing in the
Leinster Senior League. Olympia, however, spent just two seasons,
1921–22 and
1922–23 in the league. They finished in 4th and 11th place respectively. Olympia also competed in both the
1921–22 and
1922–23 FAI Cups. On both occasions they were knocked out in the first round. ==Honours==