| Regular Season | Saturday, 17/04/1999 | South Hobart - Clarence United | 4:2 | ||||||
| Regular Season | Saturday, 24/04/1999 | Launceston City - South Hobart | 4:2 | ||||||
| Regular Season | Friday, 30/04/1999 | Glenorchy Knights - South Hobart | 3:1 | ||||||
| Regular Season | Sunday, 16/05/1999 | South Hobart - Hobart Olympic | 2:3 | ||||||
| Regular Season | Saturday, 22/05/1999 | South Hobart - Hobart Zebras | 2:3 | ||||||
| Regular Season | Sunday, 30/05/1999 | South Hobart - University | 0:3 | ||||||
| Regular Season | Sunday, 06/06/1999 | South Hobart - Kingborough Lions | 1:2 | ||||||
| Regular Season | Saturday, 26/06/1999 | New Town Eagles - South Hobart | 1:2 | ||||||
| Regular Season | Saturday, 03/07/1999 | Clarence United - South Hobart | 1:7 | ||||||
| Regular Season | Saturday, 10/07/1999 | South Hobart - Launceston City | 1:2 | ||||||
| Regular Season | Sunday, 18/07/1999 | South Hobart - Glenorchy Knights | 1:4 | ||||||
| Regular Season | Friday, 30/07/1999 | Hobart Olympic - South Hobart | 2:4 | ||||||
| Regular Season | Saturday, 07/08/1999 | Hobart Zebras - South Hobart | 0:2 | ||||||
| Regular Season | Saturday, 14/08/1999 | University - South Hobart | 4:1 | ||||||
| Regular Season | Saturday, 21/08/1999 | Kingborough Lions - South Hobart | 1:0 | ||||||
| Regular Season | Sunday, 29/08/1999 | South Hobart - New Town Eagles | 1:11 |