| 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 |
| 9 | Fifth XI | 1998-11-28 | Chadstone Harlequins | def | Murrumbeena |
| 8/131 M Favre 3/18 | | 129 J Henshaw 44 |
| 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 | Fourth XI | 1999-01-23 | Murrumbeena | lost to | Mordialloc |
| 163 J Guest 26 D McDermott 99 | | 280 K Anthony 4/84 H Aarons 2/51 J Vardy 3/48
and 3/307 |
| 10 | Fourth XI | 1999-02-06 | Springvale | drew | Murrumbeena |
| 9/278 H Aarons 4/44 K Anthony 4/98 | | |
| 11 | Fourth XI | 1999-02-20 | Murrumbeena | lost to | East Malvern |
| 165 A Youl 32 H Aarons 44 J Guest 28 J Gange 27 | | 8/231 H Aarons 3/41 J Gange 3/45 J Vardy 2/53
and 2/59 |
