They began their campaign with a 4–0 home win over Seatoun with a brace from Kaelin Nguyen and goals from Joel Coustrain and Oliver Davies.

[8][9] In round 4, Olympic hosted and defeated Stop Out Sports Club 8–0 with hat-tricks coming from Mata and Gianni Bouzoukis along with goals from Isa Prins and Edward Wilkinson.

[10] In the quarter-finals, Olympic defeated Manurewa 4–0 at their home ground, Wakefield Park with a brace from Hamish Watson and goals from Ben Mata and Kaelin Nguyen.

They began with a 5–0 home victory over Metro at Kiwitea Street with two goals for City from Cam Howieson, and one each from Gerard Garriga, Ryan de Vries and Angus Kilkolly.

[7] They then defeated Hamilton Wanderers at home in round 3 in a 2–1 victory with goals for City from Liam Gillion and Angus Kilkolly.

[8][9] In round 4, they beat Cambridge 4–1 away at John Kerkhof Park with a goal each from Gerard Garriga, Christian Gray, Angus Kilkolly and Regont Murati.

[11][12] In the semi-final match, held at Kiwitea Street, Auckland City defeated Birkenhead United 4–2 after extra time to qualify for their second Chatham Cup final with another hat-trick from Angus Kilkolly and a goal from Ryan de Vries.