The 1899 VFL Season was the Geelong Football Club's third season in the Victorian Football League and its third with Jack Conway as captain. Geelong finished the home and away with 10 wins and 4 losses, finishing in second position. In the final series, Geelong finished with 2 wins and 1 loss, finishing in second position on the Section B Ladder. Geelong failed to qualify for the Grand Final. The leading goalkicker was Eddy James with 31 goals, who also won the league's leading goalkicker medal for the second time.