| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 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 |
| 7 | Third XI | 1999-01-09 | Beaumaris | def | Murrumbeena |
| 142 B Hardham 2/9 S Goold 6/53 | | 97 R Whitehouse 27 |
| 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 | 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 |
| 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 |
