The Canadian Soccer League Awards is an annual awards ceremony for several individual performances at the end of the season. The event was established in 1998, when the Canadian National Soccer League merged with the stillborn Ontario Professional Soccer League to form the Canadian Professional Soccer League. The ceremony has been traditionally held at awards banquet at the end of the season with the exception in 2008, 2009, and 2010 where they were given out before the CSL Championship final. In 2010, the league began distributing awards to the Second Division for the first time.

The North York Astros were a Canadian soccer team that was founded in 1990. The team initially played in the National Soccer League. The team played their home games at Esther Shiner Stadium in North York, a district of the city of Toronto, Canada. The team's colours were orange and black. The club was originally named North York Atletico Argentina Soccer Club, and witnessed instant success in its initial stages. After a merger with North York Talons, and a relocation to Scarborough the team was eventually renamed the North York Astros. The Astros were a founding member of the Canadian National Soccer League's successor league the Canadian Professional Soccer League in 1998.