| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 2 | Third XI | 1999-10-16 | Murrumbeena | lost to | Ormond |
| 69 | | 213 B Hardham 2/31 B Gillespie 3/34 P Gyi 2/52
and 9/83 S Goold 3/12 J McArthur 2/26 P Gyi 2/22 M Goold 2/16 |
| 5 | Fourth XI | 1999-11-27 | Murrumbeena |  | Maccabi Ajax |
| 7/287 S Goold 65 S McDonell 88 B Hardham 32 D Murchie 29 M McRae 32* | | 8/255 S Goold 2/37 J Gange 2/55 J Vardy 2/66 |
| 7 | Third XI | 2000-01-08 | Parkdale United | def | Murrumbeena |
| 9/129 M Sperling 2/18 S Goold 2/45 | | 115 D McDermott 27 M Sperling 27 |
| 8 | Third XI | 2000-01-16 | Murrumbeena | lost to | Cheltenham |
| 90 S Goold 27
and 80 | | 9/97 B Connor 6/37 S Goold 2/18
and 2/75 |
| 9 | Third XI | 2000-01-29 | East Malvern | def | Murrumbeena |
| 6/204 M Sperling 2/32 S Goold 2/29 | | 83
and 6/38 |
| 11 | Second XI | 2000-03-04 | Murrumbeena | lost to | Old Essendon Grammarians |
| 74 | | 4/230 |
