2021 Chatham Cup
The 2021 Chatham Cup is New Zealand's 93rd annual knockout football competition. It had a preliminary round and four rounds proper before quarter-finals, semi-finals, and a final.
2020 Chatham Cup
The 2020 Chatham Cup was not contested, owing to the COVID-19 pandemic.Results
Preliminary round
Matches were played over the Anzac weekend of 23–26 April. This round contained three teams from the Auckland Sunday football leagues, University of Auckland FC, HNK Auckland, and AFC Bohemian Celtic, the lowest ranked teams left in the competition. A full list of results are as follows:;Northern Region
;Central Region
;Mainland Region
;Southern Region
All teams listed below received byes to the first round.
Round 1
Round 1 matches were played between 15 and 16 May 2021. This round contained one team from level 10, Otahuhu United, the lowest ranked team left in the competition. A full list of results are as follows:;Northern Region
;Central / Capital Region
;Mainland Region
;Southern Region
All teams listed below received byes to the second round.
Round 2
All matches were played on Queen's Birthday weekend 5–7 June 2021. This round contained one team from level 8, Whangarei, the lowest ranked team left in the competition. A full list of results are as follows:;Northern Region
;Capital / Central Region
;Mainland Region
;Southern Region
Round 3
All matches were played on the weekend of 18–20 June 2021. This round contained three teams from level 5, Papakura City, West Hamilton United, and Ngaruawahia United, the lowest ranked teams left in the competition. A full list of results are as follows:;Northern Region
;Central / Capital Region
;Mainland
;Southern Region
Round 4
All matches were played on the weekend of 10–11 July 2021. This round contained one team from level 5, Ngaruawahia United, the lowest ranked team left in the competition.;Northern Region
;Capital / Central Region
;Mainland / Southern Region
Quarter-finals
The quarter-finals were played on the weekend of 31 July–1 August 2021.This round featured eight teams from the National League regional leagues, including four competing in the Championship phase.
Semi-finals
The semi-finals were meant to be played on the weekend of 21–22 August 2021 however due to a COVID-19 outbreak and the country going into lockdown, the games were postponed.This round featured four teams from the National League regional leagues including three competing in the Championship phase.