| Sunday, 26/03/2000 | Richmond - Western Suburbs | 1:2 | ||||||
| Monday, 03/04/2000 | Western Suburbs - South Dandenong | 1:3 | ||||||
| Saturday, 08/04/2000 | Lalor United - Western Suburbs | 1:0 | ||||||
| Saturday, 15/04/2000 | Western Suburbs - Sunshine Georgies | 1:0 | ||||||
| Monday, 24/04/2000 | Western Suburbs - Yarraville Glory | 2:3 | ||||||
| Saturday, 06/05/2000 | Frankston Pines - Western Suburbs | 2:2 | ||||||
| Sunday, 14/05/2000 | Western Suburbs - Westgate | 2:1 | ||||||
| Saturday, 20/05/2000 | Essendon Royals - Western Suburbs | 0:1 | ||||||
| Sunday, 28/05/2000 | Western Suburbs - Doncaster Rovers | 5:2 | ||||||
| Saturday, 03/06/2000 | Westvale - Western Suburbs | 2:3 | ||||||
| Saturday, 10/06/2000 | Western Suburbs - Springvale White Eagles | 1:2 | ||||||
| Sunday, 18/06/2000 | Western Suburbs - Richmond | 2:1 | ||||||
| Saturday, 24/06/2000 | South Dandenong - Western Suburbs | 8:2 | ||||||
| Sunday, 02/07/2000 | Western Suburbs - Lalor United | 0:0 | ||||||
| Saturday, 08/07/2000 | Sunshine Georgies - Western Suburbs | 1:0 | ||||||
| Saturday, 15/07/2000 | Yarraville Glory - Western Suburbs | 2:2 | ||||||
| Sunday, 23/07/2000 | Western Suburbs - Frankston Pines | 1:1 | ||||||
| Sunday, 30/07/2000 | Springvale White Eagles - Western Suburbs | 0:1 | ||||||
| Sunday, 06/08/2000 | Westgate - Western Suburbs | 0:0 | ||||||
| Sunday, 13/08/2000 | Western Suburbs - Essendon Royals | 2:3 | ||||||
| Sunday, 20/08/2000 | Doncaster Rovers - Western Suburbs | 5:0 | ||||||
| Sunday, 27/08/2000 | Western Suburbs - Westvale | 2:1 |