1999-00 SouthWest Hockey League season

This is the 1999-00 SouthWest Hockey League season.

Playoffs

 * Preliminary Round

Brandon defeated Deloraine 2-games-to-none
 * Semi Finals

Boissevain defeated Brandon 4-games-to-none Souris defeated Pierson 4-games-to-2
 * Final

Boissevain defeated Souris 4-games-to-none