essendon (2-1) vs carlton (0-3) east melbourne
essendon smash carlton by 39 poits. essendon (3-1) travel to geelong. carlton (0-4) host collingwood.
| Essendon | 1.2 3.3 5.10 6.12 | 48 | Sat 27-May-1899 3:00 PM Venue: East Melbourne |
| Carlton | 0.1 1.1 1.1 1.3 | 9 | Essendon won by 39 pts |
south (1-2) vs collingwood (1-2) lake oval
collingwood beat south by 7 points. collingwood (2-2) play carlton. south (1-3) play st kilda.
| South Melbourne | 1.2 1.2 3.2 3.4 | 22 | Sat 27-May-1899 3:00 PM Venue: Lake Oval |
| Collingwood | 1.3 2.9 2.11 3.11 | 29 | Collingwood won by 7 pts |
fitzroy (3-0) vs st kilda (0-3) brunswick st
fitzroy overcame a slow start to beat st kilda by 23 points. fitzroy (4-0) play melbourne. st kilda (0-4) host south.
| Fitzroy | 2.5 3.7 6.12 7.14 | 56 | Sat 27-May-1899 3:00 PM Venue: Brunswick St |
| St Kilda | 3.0 4.2 4.2 5.3 | 33 | Fitzroy won by 23 pts |
melbourne (3-0) vs geelong (2-1) mcg
melbournes dream start continues with a 5 point win over geelong. melbourne (4-0) host fitzroy. geelong (2-2) host essendon.
| Melbourne | 3.2 4.2 4.6 4.8 | 32 | Sat 27-May-1899 3:00 PM Venue: M.C.G. |
| Geelong | 0.1 1.1 2.2 4.3 | 27 | Melbourne won by 5 pts |
ladder
| Rd 4 Ladder | |||
| ME | 4 | 16 | 257.3 |
| FI | 4 | 16 | 201.1 |
| ES | 4 | 12 | 162.4 |
| GE | 4 | 8 | 122.5 |
| CW | 4 | 8 | 114.9 |
| SM | 4 | 4 | 136.5 |
| SK | 4 | 0 | 28.9 |
| CA | 4 | 0 | 28.2 |
round 5 matches
st kilda v south JO
melbourne v fitzroy MCG
geelong v essendon CO
carlton v collingwood PP