| 1899 VFL premiership season | |
|---|---|
 Fitzroy 1899 VFL premiership team | |
| Date | 13 May—16 September 1899 |
| Teams | 8 |
| Premiers | Fitzroy 2nd premiership |
| Minor premiers | Fitzroy 1st minor premiership |
| Leading goalkicker medallist | Eddy James (Geelong) 31 goals |
| Matches played | 69 |
The 1899 VFL season was the third season of the Victorian Football League (VFL), the highest-level senior Australian rules football competition in Victoria. The season featured eight clubs and ran from 13 May to 16 September, comprising a 14-round home-and-away season followed by a finals series featuring all eight clubs.
Fitzroy won the premiership, defeating South Melbourne by one point in the 1899 VFL grand final; it was Fitzroy's second (consecutive and overall) VFL premiership. Fitzroy also won the minor premiership by finishing atop the home-and-away ladder with an 11–3 win–loss record. Geelong's Eddy James won his second leading goalkicker medal as the league's leading goalkicker.