The 2016 Chatham Cup was New Zealand's 89th annual knockout football competition. The 2016 competition had a preliminary round, a qualification round, and four rounds proper before quarter-finals, semi-finals, and a final. The final, played on 11 September 2016, was won for the first time, by Auckland's Birkenhead United, who beat Waitakere City 3–2 in extra time. The Jack Batty Memorial Trophy for man of the final was won by Birkenheard's Tom Davis.