| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 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 |
