| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 1 | Third XI | 1968-10-05 | Ormond | def | Murrumbeena |
| 207 N Macwhirter 3/26 R Johnston 3/46 L Morison 2/39 C Rudge 2/48 | | 70 P Tinworth 26
and 98 R Johnston 30 |
| 9 | Second XI | 1969-01-18 | Murrumbeena | drew | East Malvern |
| 169 P Tuddin 32 D Macwhirter 69 P White 35 | | 3/72 D Johnston 2/19 |
| 12 | Second XI | 1969-02-08 | Highett |  | Murrumbeena |
| 150 P Way 3/38 D Johnston 3/50 G Carroll 2/34
and 0/47 | | 284 P Way 86 B Fitts 59 J Dennis 29* D Johnston 35 B Brown 26 |
| SF | Second XI | 1969-03-08 | Brunswick City | def | Murrumbeena |
| 223 D Johnston 4/105 J Dennis 2/35 | | 222 M Palmer 47 B Brown 43
and 4/170 B Fitts 43 P Tuddin 42 |
