The club left the RDFA at the end of the 1904 season after finishing last on the ladder.[9] It's unknown what happened to the club during the next decade, but it re-entered the RDFA in 1915.[10]
Canterbury's first known grand final appearance came in 1919, where they were defeated by Mitcham. Their first premiership came the following year, when they defeated Mitcham by one point in the 1920 RDFA grand final.[10]
In 1925, Canterbury was admitted into the newly-created VFL Sub-Districts competition.[11]
ESFL and SESFL/SFL
After struggling against the Sub-Districts' strongest clubs, Canterbury left to be part of the formation of the Eastern Suburban Football League (ESFL) in 1932.[12] The club made the inaugural ESFL grand final, but were defeated by South Camberwell by four points.[9]
In 1975, Canterbury announced it was unable to field team for that year's SESFL season.[13] It was proposed that the Cobras would merge with Balwyn, but players were against the idea, and the SESFL ultimately gave Canterbury time to improve their situation by relegating them to Division 2.[13]
Canterbury defeated Highett in the 1991 SESFL Division 2 grand final, before the SESFL became the Southern Football League (SFL) in 1992.[9] Following this, Canterbury began to decline, being relegated back to Division 2 in 1993 and Division 4 in 1995.[9] They lost the 1998 Division 4 grand final but were promoted back to Division 3 in 1999, where they remained until their 2003 premiership victory over Black Rock.[13]
EFL and VAFA
In 2009, Canterbury entered the Eastern Football League (EFL).[14] However, they struggled in their five seasons in the competition, winning just 18 of their 84 games.[13] After finishing the 2013 season without a single win, Canterbury moved to the Victorian Amateur Football Association (VAFA) in 2014.[13]
The Cobras finished third in their debut VAFA season and won their first VAFA premiership in 2015 after a 15-point victory over Parkside, earning promotion to Division 3.[15]
Canterbury entered a women's team in the VAFA Women's (VAFAW) competition in its inaugural season in 2017.[16] The club finished sixth on the ladder in Division 4 with five wins from its 14 games.[17]
In 2024, the club won its second VAFA senior premiership after defeating St John's by 29 points in the Division 3 grand final.[18]
