| 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 | Third XI | 1998-11-21 | Cheltenham | def | Murrumbeena |
| 297 E Martin 2/67 A Bottomley 3/40 J McArthur 3/63 | | 64 J Gray 26 |
| 9 | Fifth XI | 1998-11-28 | Chadstone Harlequins | def | Murrumbeena |
| 8/131 M Favre 3/18 | | 129 J Henshaw 44 |
| 5 | Third XI | 1998-12-05 | Murrumbeena | lost to | Brighton East |
| 106 D Hardham 32 | | 7/152 D Hardham 3/36 J McArthur 2/47 |
| 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 |
| 7 | Third XI | 1999-01-09 | Beaumaris | def | Murrumbeena |
| 142 B Hardham 2/9 S Goold 6/53 | | 97 R Whitehouse 27 |
| 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 | Third XI | 1999-01-16 | Murrumbeena | lost to | Middle Park |
| 4/93 J Seal 34* J Fielder 35* | | 5/168 P Way 4/43 |
| 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 | 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 |
