1899 Fixture
From Blueseum - History of the Carlton Football Club
| Round | Opponent | Venue | Date | Home / Away | Result |
| 1 | Sth Melbourne | Lakeside Oval | Saturday 13 May | Away | Lost by 55 points |
| 2 | Geelong | Princes Park | Saturday 20 May | Home | Lost by 25 points |
| 3 | Melbourne | Princes Park | Wednesday 24 May | Home | Lost by 26 points |
| 4 | Essendon | East Melbourne Cricket Ground | Saturday 27 May | Away | Lost by 39 points |
| 5 | Collingwood | Victoria Park | Saturday 3 June | Home | Lost by 31 points |
| 6 | St Kilda | Junction Oval | Saturday 10 June | Away | Won by 2 points |
| 7 | Fitzroy | Brunswick Street Oval | Saturday 17 June | Away | Lost by 32 points |
| 8 | Sth Melbourne | Princes Park | Saturday 24 June | Home | Won by 19 points |
| 9 | Geelong | Corio Oval | Saturday 8 July | Away | Lost by 30 points |
| 10 | Melbourne | MCG | Saturday 15 July | Away | Lost by 32 points |
| 11 | Essendon | Princes Park | Saturday 22 July | Home | Lost by 31 points |
| 12 | Collingwood | Victoria Park | Saturday 29 July | Away | Lost by 16 points |
| 13 | St Kilda | Princes Park | Saturday 5 August | Home | Won by 39 points |
| 14 | Fitzroy | Princes Park | Saturday 12 August | Home | Lost by 23 points |
| 15 - Sectional Round 1 | Fitzroy | Brunswick Street Oval | Saturday 26 August | Away | Lost by 1 point |
| 16 - Sectional Round 2 | Collingwood | Victoria Park | Saturday 2 September | Away | Lost by 21 points |
| 17 - Sectional Round 3 | Melbourne | Princes Park | Saturday 9 September | Home | Won by 25 points |
