The Kaiser Cup started in 2008 as an Over 55 tournament in recognition for Bernie Kaiser, who, at the time, was CUSA's oldest active player. Bernie last played in the tournament in 2012. The competition, prior to 2014, was open for Over 55 players in the Over 45 divisions to register a team to vie for the trophy. The 2012 and 2013 editions of the tournament used a round robin format and the team with the most points won the Kaiser Cup. Due to the Calgary floods, the 2013 tournament was cancelled mid-season and no champion was determined.
The Kaiser Cup was only offered to registered Over 55 league play teams after CUSA started offering a division in 2014. Once league play had finished, the top teams in the standings competed for the coveted Kaiser Cup. Southside Rangers O55 became the first Over 55 team to win the Kaiser Cup, followed by Selects O55 in 2015.
| Kaiser Cup - Registered Teams | |||||||
| Division | 2012 | 2013 | 2014 | 2015 | 2016 | Titles | Finalists |
| Over 45B | 4 | 3 | 0 | 0 | 0 | 1 | 1 |
| Over 45C | 0 | 2 | 0 | 0 | 0 | 0 | 0 |
| Over 45D | 1 | 1 | 0 | 0 | 0 | 0 | 0 |
| Over 55 | 0 | 0 | 6 | 7 | 6 | 3 | 3 |
| Total | 5 | 6 | 6 | 7 | 6 | ||
