| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 1 | Fifth XI | 1998-10-03 | Emerald Hill | def | Murrumbeena |
| 5/62 | | 60 |
| 2 | Fourth XI | 1998-10-17 | Murrumbeena | lost to | Maccabi Ajax |
| 121 K Anthony 29 M McRae 37* | | 187 K Anthony 6/46 |
| 3 | Fourth XI | 1998-10-31 | Ormond | def | Murrumbeena |
| 5/83 J Gange 4/34 | | 80 J Gange 52
and 2/84 K Anthony 43* R Whitehouse 34* |
| 7 | Fifth XI | 1998-11-14 | Murrumbeena | lost to | Maccabi Ajax |
| 128 E Martin 50* D Hardham 35 | | 5/133 M Favre 4/22 |
| 4 | Fourth XI | 1998-11-21 | Murrumbeena | lost to | Parkdale United |
| 56 | | 3/193 J Gange 3/117 |
| 5 | Fourth XI | 1998-12-05 | Cheltenham | def | Murrumbeena |
| 2/171 J Guest 2/22 | | 113 J Webster 30 M McRae 25* |
| 6 | Fourth XI | 1998-12-12 | Murrumbeena | lost to | Brighton East |
| 62
and 137 J Guest 42 | | 252 M Favre 2/60 J Guest 2/35 J Vardy 4/72 |
| 7 | Fourth XI | 1999-01-09 | Murrumbeena | lost to | Middle Park |
| 103 J Gange 28 | | 9/231 D Murchie 2/65 J Gange 2/29 B Boyer 2/18 |
| 8 | Fourth XI | 1999-01-16 | Beaumaris | def | Murrumbeena |
| 92 C Young 2/16 M Favre 4/27 J Gange 3/17 | | 84 J Gange 28 |
| 9 | Third XI | 1999-01-24 | Moorabbin Park |  | Murrumbeena |
| 98 P Way 3/17 L Hancock 4/49 A Loughron 2/4
and 9/124 L Hancock 3/37 A Loughron 4/33 | | 198 J Gray 35 P Way 91 |
| 10 | Third XI | 1999-02-06 | Murrumbeena | drew | Springvale |
| 167 P Way 32 D McDermott 70* | | 1/13 |
| 11 | Third XI | 1999-02-20 | East Malvern | def | Murrumbeena |
| 138 P Way 2/34 L Hancock 4/51
and 1/14 | | 47
and 104 K Anthony 25 |
