1999 Saskatchewan Roughriders season

The 1999 Saskatchewan Roughriders finished in fourth place in the West Division with a 3–15 record and missed the playoffs. It was their worst record for a season in the current 18-game schedule and their worst since going 2–14 in the 1980 season.

CFL All-Star selections

 * None

Western All-Star selections

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