[1] The CPL's inaugural match took place between Forge FC and York9 at Tim Hortons Field on April 27, 2019, which ended in a 1–1 draw.
Forge FC won 2–0 over two legs to win the inaugural Canadian Premier League title.
FC Edmonton announced their move to the CPL having previously ceased professional operations following their 2017 season in the North American Soccer League.
The two games were played on October 26, 2019 and November 2, 2019, with the winner of the Fall season choosing which leg to host.
The winner receives a 2019 Volkswagen Jetta GLI, handed out at the Canadian Premier League Awards ceremony.
[11] On November 1, 2019, the Canadian Premier League revealed the five individual awards to be given based on performance over the whole season including Finals.
Draftees were invited to team preseason camps, with an opportunity to earn a developmental contract and retain their U Sports men's soccer eligibility.
Canadian Premier League teams may sign a maximum of seven international players, out of which only five can be in the starting line-up for each match.