1999 VFL season

Premiership season

Ladder

Finals

Grand Final

Awards

• The Jim 'Frosty' Miller Medal was won by Nick Sautner, who kicked 82 goals.
• The J. J. Liston Trophy was won by John Georgiou, who polled 21 votes.
• The Fothergill-Round Medal was won by Mark Passador.
• North Ballarat won the reserves premiership for the second consecutive year. North Ballarat 9.6 defeated Springvale 7.15 in the Grand Final, held as a curtain-raiser to the Seniors Grand Final on 19 September.

  Notable events

• The Jim 'Frosty' Miller Medal was struck as a new award for the leading goalkicker in the home-and-away season. The award was named after Dandenong full-forward Jim 'Frosty' Miller, who kicked 885 goals in a career spanning 1967–1977.
• Cash-strapped Coburg entered a partnership with the Fitzroy Football Club during the season. Fitzroy, which had played in the VFA between 1884 and 1896, then in the VFL/AFL from 1897 until 1996, no longer operated a football team following the creation of the Brisbane Lions in late 1996, but it still had an administrative presence. Under what was effectively a sponsorship arrangement, Coburg became known as the Coburg-Fitzroy Lions, taking its new name at the beginning of August. The club retained navy blue and red as its main colours, but adopted Fitzroy's red, royal blue and gold colours as an alternative strip.