The 1927 VFL Grand Final was an Australian rules football game contested between the Collingwood Football Club and Richmond Football Club, held at the Melbourne Cricket Ground in Melbourne on 1 October 1927. It was the season's Grand Final of the Victorian Football League, staged to determine the premiers for the 1927 VFL season.
Before the 1927 season, Collingwood had last won a premiership in 1919, and had suffered Grand Finals losses in 1920, 1922, 1925 & 1926. Great dissatisfaction brewed amongst the supporters, and at a meeting at the Collingwood Town Hall in March 1927 the committee was put under enormous pressure to end the 7 year premiership ‘drought’. In a remarkable response, the committee sacked the in-form Charlie Tyson as captain and player, and gave the captaincy to Syd Coventry. Coventry went on to win the 1927 Brownlow Medal and the inaugural Copeland Trophy. In the 1927 home-and-away season Collingwood had won 15 of its 18 matches to finish top of the table, with Richmond next, a game behind. Geelong and Carlton made up the Four. In the Semi-Finals, Richmond had narrowly beaten Carlton, while Collingwood comfortably defeated Geelong by 66 points, and went into the match as favourites.
This season was played under the amended Argus system. If Richmond had won this match, Collingwood would have had the right to challenge Richmond to a rematch for the premiership on the following weekend, because Collingwood was the minor premier. The winner of that match would then have won the premiership.