| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 1 | Fifth XI | 1998-10-03 | Emerald Hill | def | Murrumbeena |
| 5/62 | | 60 |
| 2 | Second XI | 1998-10-17 | Murrumbeena | lost to | Hampton |
| 105 P Hay 40 | | 7/244 I Jumar 3/60 |
| 3 | Second XI | 1998-10-31 | Highett | def | Murrumbeena |
| 179 P Blum 3/38 P Hay 2/25 R Breddy 3/41 | | 123 A Price 35 |
| 7 | Fifth XI | 1998-11-14 | Murrumbeena | lost to | Maccabi Ajax |
| 128 E Martin 50* D Hardham 35 | | 5/133 M Favre 4/22 |
| 5 | Second XI | 1998-12-05 | Old Essendon Grammarians | def | Murrumbeena |
| 6/169 I Walker 3/66 | | 8/105 |
| 6 | Third XI | 1998-12-12 | Ormond | def | Murrumbeena |
| 242 P Way 3/41 K Anthony 3/32 J McArthur 2/64 | | 212 P Way 39 J Gray 37 D McDermott 26
and 5/33 |
| 9 | Second XI | 1999-01-23 | Murrumbeena | lost to | Avondale Heights |
| 157 P Hay 59* | | 309 R Cornell 2/57 E Martin 3/57 G Hay 2/48 |
| 10 | Second XI | 1999-02-06 | Altona North | drew | Murrumbeena |
| 8/200 G Hay 5/88 | | 1/13 |
| 11 | Second XI | 1999-02-20 | Murrumbeena | lost to | Youlden - Parkville |
| 125 P Hay 29 I Walker 28* | | 236 P Hay 2/25 J Rivett 2/22 M Favre 3/57
and 3/28 |
