| Season | May 28 – September 26 (regular season) October 1 – October 2 (playoffs) |
|---|---|
| Champions | Toronto Olympians |
| Regular Season title | Toronto Olympians |
| Matches played | 56 |
| Goals scored | 225 (4.02 per match) |
| Top goalscorer | Eddy Berdusco (Toronto Olympians) |
| Best goalkeeper | George Azcurra |
| Biggest home win | Toronto Olympians 11–1 North York Astros (September 19, 1999) |
| Biggest away win | York Region Shooters 1–7 Toronto Olympians (June 6, 1999) |
| Highest scoring | Toronto Olympians 11–1 North York Astros (September 19, 1999) |
← 1998 2000 → | |
The 1999 Canadian Professional Soccer League season was the second season under the Canadian Professional Soccer League name. The season began on May 28, 1999, and concluded on October 2, 1999, with Toronto Olympians defeating Toronto Croatia 2-0 to claim their first CPSL Championship.[1] The Olympians made history by becoming the first club in the league's history to achieve a treble. For the second straight season, they went undefeated for the entire season. The league also introduced their first All-Star match where the CPSL All-Stars faced the CSA Development team.[2]
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