| Australia New South Wales U20 League | 2021/04/17 06:00 | Marconi Stallions U20 v Sydney Olympic U20 | L | 2-0 |
| Australia New South Wales U20 League | 2021/04/10 07:00 | Manly United U20 v Sydney Olympic U20 | L | 1-0 |
| Australia New South Wales U20 League | 2021/04/06 08:45 | Sydney Olympic U20 v Wollongong Wolves U20 | W | 4-1 |
| Australia New South Wales U20 League | 2021/04/03 06:00 | Mt Druitt Town Rangers U20 v Sydney Olympic U20 | W | 3-4 |
| Australia New South Wales U20 League | 2021/03/28 05:30 | Sydney FC U20 v Sydney Olympic U20 | L | 1-0 |
| Australia New South Wales U20 League | 2021/03/13 02:45 | Sydney Olympic U20 v Apia L Tigers U20 | W | 2-1 |
| Australia New South Wales U20 League | 2021/03/07 02:00 | Rockdale Ilinden FC U20 v Sydney Olympic U20 | W | 0-3 |
| Australia New South Wales U20 League | 2021/02/27 02:45 | Sydney Olympic U20 v Sydney United U20 | W | 3-0 |
| Australia New South Wales U20 League | 2021/04/20 09:30 | Bull FC Academy U20 v Marconi Stallions U20 | W | 2-1 |
| Australia New South Wales U20 League | 2021/04/17 03:00 | Bull FC Academy U20 v Manly United U20 | L | 0-1 |
| Australia New South Wales U20 League | 2021/04/10 07:00 | Bull FC Academy U20 v Rockdale Ilinden FC U20 | D | 1-1 |
| Australia New South Wales U20 League | 2021/04/05 03:30 | Sydney United U20 v Bull FC Academy U20 | D | 2-2 |
| Australia New South Wales U20 League | 2021/03/27 23:00 | Wollongong Wolves U20 v Bull FC Academy U20 | L | 1-0 |
| Australia New South Wales U20 League | 2021/03/07 02:00 | Blacktown City U20 v Bull FC Academy U20 | W | 2-3 |
| Australia New South Wales U20 League | 2021/02/27 06:00 | Bull FC Academy U20 v Sutherland Sharks U20 | W | 2-0 |
| Australia Friendlies | 2021/02/06 06:00 | Sydney United U20 v Bull FC Academy U20 | W | 0-1 |