The 34th World Cup season began in October 1999 and concluded at the World Cup finals in March 2000. The overall winners were Hermann Maier and Renate Götschl, both of Austria. Maier set a new record for total points in one season, with 2000. This would not be eclipsed until Tina Maze garnered 2,414 in the 2013 season.
In Men's Downhill World Cup 1999/2000 the all results count.
In Men's Super G World Cup 1999/2000 all results count. Hermann Maier won his third Super G World Cup in a row. Austrian athletes won six races out of seven.
In Men's Giant Slalom World Cup 1999/2000 all results count. Austrian athletes won eight races out of nine.
In Men's Slalom World Cup 1999/2000 the all results count.
In Men's Combined World Cup 1999/2000 both results count. Kjetil André Aamodt won his fourth Combined World Cup.