| Round 1 |
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| Round 2 |
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| Round 3 |
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| Round 4 |
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| Round 5 |
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| Round 6 |
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| Round 7 |
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| Round 8 |
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| Round 9 |
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| Round 10 |
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| Round 11 |
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| Round 12 |
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| Round 13 |
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| Round 14 |
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| 1899 Ladder | ||||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Team | P | W | D | L | GF-BF | For | GA-BA | Agn | % | Pts |
| Fitzroy | 14 | 11 | 0 | 3 | 84-114 | 618 | 49-109 | 403 | 153.3 | 44 |
| Geelong | 14 | 10 | 0 | 4 | 95-114 | 684 | 48-98 | 386 | 177.2 | 40 |
| Collingwood | 14 | 10 | 0 | 4 | 78-122 | 590 | 59-82 | 436 | 135.3 | 40 |
| Essendon | 14 | 9 | 0 | 5 | 77-138 | 600 | 56-92 | 428 | 140.2 | 36 |
| Melbourne | 14 | 8 | 0 | 6 | 73-136 | 574 | 57-78 | 420 | 136.7 | 32 |
| South Melbourne | 14 | 5 | 0 | 9 | 70-108 | 528 | 66-106 | 502 | 105.2 | 20 |
| Carlton | 14 | 3 | 0 | 11 | 41-71 | 317 | 78-129 | 597 | 53.1 | 12 |
| St Kilda | 14 | 0 | 0 | 14 | 36-72 | 288 | 141-181 | 1027 | 28.0 | 0 |
| Sectional Round 1 | |||||||||
|---|---|---|---|---|---|---|---|---|---|
| Fitzroy | 1.0 3.4 5.9 5.11 | 41 | Date: Sat 26-Aug-1899 Venue: Brunswick St |
| Carlton | 2.2 4.2 5.3 6.4 | 40 | Fitzroy won by 1 pt |
| Melbourne | 2.2 2.3 3.4 3.7 | 25 | Date: Sat 26-Aug-1899 Venue: Lake Oval |
| Collingwood | 2.3 3.5 4.8 6.9 | 45 | Collingwood won by 20 pts |
| Essendon | 2.9 7.15 13.22 16.24 | 120 | Date: Sat 26-Aug-1899 Venue: East Melbourne |
| St Kilda | 0.0 1.1 2.3 3.4 | 22 | Essendon won by 98 pts |
| Geelong | 1.2 3.2 5.3 5.8 | 38 | Date: Sat 26-Aug-1899 Venue: Corio Oval |
| South Melbourne | 0.0 2.1 4.4 6.5 | 41 | South Melbourne won by 3 pts |
| Sectional Round 2 | |||||||||
|---|---|---|---|---|---|---|---|---|---|
| Collingwood | 1.0 2.4 3.6 5.8 | 38 | Date: Sat 02-Sep-1899 Venue: Victoria Park |
| Carlton | 0.0 0.0 2.1 2.5 | 17 | Collingwood won by 21 pts |
| Essendon | 1.4 2.6 4.12 4.15 | 39 | Date: Sat 02-Sep-1899 Venue: East Melbourne |
| Geelong | 0.4 3.8 5.10 6.11 | 47 | Geelong won by 8 pts |
| Fitzroy | 0.4 2.8 3.9 5.10 | 40 | Date: Sat 02-Sep-1899 Venue: Brunswick St |
| Melbourne | 0.0 0.1 0.1 0.2 | 2 | Fitzroy won by 38 pts |
| St Kilda | 0.2 0.2 1.5 1.6 | 12 | Date: Sat 02-Sep-1899 Venue: Junction Oval |
| South Melbourne | 2.2 8.5 9.6 12.10 | 82 | South Melbourne won by 70 pts |
| Sectional Round 3 | |||||||||
|---|---|---|---|---|---|---|---|---|---|
| Carlton | 1.0 2.0 6.3 6.5 | 41 | Date: Sat 09-Sep-1899 Venue: Princes Park |
| Melbourne | 0.1 0.2 0.2 2.4 | 16 | Carlton won by 25 pts |
| Collingwood | 1.3 3.3 3.6 4.7 | 31 | Date: Sat 09-Sep-1899 Venue: Victoria Park |
| Fitzroy | 2.3 2.4 5.6 6.9 | 45 | Fitzroy won by 14 pts |
| South Melbourne | 0.1 2.8 2.9 3.10 | 28 | Date: Sat 09-Sep-1899 Venue: Lake Oval |
| Essendon | 1.0 1.0 2.0 2.1 | 13 | South Melbourne won by 15 pts |
| Geelong | 4.7 13.13 18.21 23.24 | 162 | Date: Sat 09-Sep-1899 Venue: Corio Oval |
| St Kilda | 0.1 0.1 0.1 0.1 | 1 | Geelong won by 161 pts |
| 1899 Sectional Ladder A | ||||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Fitzroy | 3 | 3 | 0 | 0 | 16-30 | 126 | 10-13 | 73 | 172.6 | 12 |
| Collingwood | 3 | 2 | 0 | 1 | 15-24 | 114 | 11-21 | 87 | 131.03 | 8 |
| Carlton | 3 | 1 | 0 | 2 | 14-14 | 98 | 12-23 | 95 | 103.16 | 4 |
| Melbourne | 3 | 0 | 0 | 3 | 5-13 | 43 | 17-24 | 126 | 34.13 | 0 |
| 1899 Sectional Ladder B | ||||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| South Melbourne | 3 | 3 | 0 | 0 | 21-25 | 151 | 8-15 | 63 | 239.68 | 12 |
| Geelong | 3 | 2 | 0 | 1 | 34-43 | 247 | 10-21 | 81 | 304.94 | 8 |
| Essendon | 3 | 1 | 0 | 2 | 22-40 | 172 | 12-25 | 97 | 177.32 | 4 |
| St Kilda | 3 | 0 | 0 | 3 | 4-11 | 35 | 51-58 | 364 | 9.62 | 0 |
| Finals |
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| Grand Final | |||||||||
|---|---|---|---|---|---|---|---|---|---|
| Fitzroy | 0.1 2.4 2.6 3.9 | 27 | Date: Sat 16-Sep-1899 Att: 4,823 Venue: Junction Oval |
| South Melbourne | 2.3 2.3 3.7 3.8 | 26 | Fitzroy won by 1 pt |