| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 8 | First XI | 1969-01-11 | Murrumbeena | lost to | Glenhuntly |
| 82 JA Gilbert 25 | | 7/165 D Wilkinson 3/56 A Cooke 3/30 |
| 9 | First XI | 1969-01-18 | East Malvern | drew | Murrumbeena |
| 5/49 R Parker 3/22 | | 109 JA Gilbert 32 |
| 10 | First XI | 1969-01-27 | Murrumbeena |  | Flemington & Kensington |
| 8/193 JA Gilbert 52 J McDermott 36 | | 6/174 R Parker 2/59 D Wilkinson 2/60 |
| 12 | First XI | 1969-02-08 | Murrumbeena | | Highett |
| 202 D Healy 31 J McDermott 49 A Cooke 69 | | 70 D Wilkinson 5/29 R Parker 5/36
and 7/151 A Cooke 2/58 P Hidson 4/34 |
| SF | First XI | 1969-03-08 | Flemington & Kensington | def | Murrumbeena |
| 426 R Parker 3/90 P White 3/83 | | 108 R Coghill 63
and 5/116 R Blaze 53 |
