| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 1 | First XI | 2008-10-11 | Murrumbeena | lost to | Mentone |
| 101 J Martin 31 | | 7/208 D Scott 4/49 A Paton 2/35 |
| 2 | First XI | 2008-10-18 | Dingley |  | Murrumbeena |
| 160 L Hardham 3/35 W Rudge 2/36 T Jedwab 2/22 | | 8/288 L Hardham 104 T Mann 28 J Martin 26 D te Boekhorst 43
and 7/121 N Bird 40* T Jedwab 38 |
| 3 | First XI | 2008-11-01 | Chelsea | def | Murrumbeena |
| 284 W Rudge 5/79 M Williams 2/52 A Paton 2/41 | | 130 J Martin 55
and 60 |
| 5 | Second XI | 2008-11-29 | Highett | | Murrumbeena |
| 171 Z Goold 2/28 R Morrison 3/22 G Poulter 2/33 D Hardham 2/22 | | 234 D Rea 61 R Morrison 70 J Walker 30
and 0/7 |
