1999 Saskatchewan Roughriders season

The 1999 Saskatchewan Roughriders finished in 4th place in the West division with a 3–15 record and missed the playoffs. It was their lowest win total for a season since the 2–14 1980 season.

CFL All-Star Selections

 * None

Western All-Star Selections

 * Willie Pless, Linebacker
 * Neal Smith, Defensive End
 * John Terry, Offensive Tackle