| Australia New South Wales U20 League | 2020/09/26 07:00 | Sydney Olympic U20 v North Shore Mariners U20 | W | 1-0 |
| Australia New South Wales U20 League | 2020/09/20 02:30 | Wollongong Wolves U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2020/09/13 03:00 | Sydney Olympic U20 v Apia L Tigers U20 | W | 4-0 |
| Australia New South Wales U20 League | 2020/09/05 04:00 | Marconi Stallions U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2020/08/30 06:55 | Sydney Olympic U20 v Rockdale City Suns U20 | L | 0-2 |
| Australia New South Wales U20 League | 2020/08/21 07:45 | Manly United U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2020/08/14 07:30 | Blacktown City U20 v Sydney Olympic U20 | D | 3-3 |
| Australia New South Wales U20 League | 2020/08/02 03:00 | Sydney United U20 v Sydney Olympic U20 | W | 2-3 |
| Australia New South Wales U20 League | 2020/09/27 02:30 | Wollongong Wolves U20 v Western Sydney Wanderers U20 | W | 0-2 |
| Australia New South Wales U20 League | 2020/09/19 07:00 | Western Sydney Wanderers U20 v North Shore Mariners U20 | W | 6-1 |
| Australia New South Wales U20 League | 2020/09/13 03:00 | Sydney United U20 v Western Sydney Wanderers U20 | W | 0-5 |
| Australia New South Wales U20 League | 2020/08/29 10:55 | Mt Druitt Town Rangers U20 v Western Sydney Wanderers U20 | W | 0-1 |
| Australia New South Wales U20 League | 2020/08/22 04:00 | Marconi Stallions U20 v Western Sydney Wanderers U20 | L | 3-1 |
| Australia New South Wales U20 League | 2020/08/15 05:00 | Apia L Tigers U20 v Western Sydney Wanderers U20 | W | 1-2 |
| Australia New South Wales U20 League | 2020/08/08 07:00 | Manly United U20 v Western Sydney Wanderers U20 | L | 4-0 |
| Australia NSW Premier League 2 U20 | 2018/09/15 03:30 | Hills United FC U20 v Western Sydney Wanderers U20 | W | 1-4 |