| Australia New South Wales U20 League | 2017/06/04 03:03 | Wollongong Wolves U20 v Sydney Olympic U20 | D | 2-2 |
| Australia New South Wales U20 League | 2017/03/19 01:45 | Sydney Olympic U20 v Wollongong Wolves U20 | W | 4-0 |
| Australia New South Wales U20 League | 2018/05/05 06:34 | Sutherland Sharks U20 v Sydney Olympic U20 | W | 1-2 |
| Australia New South Wales U20 League | 2018/04/25 06:02 | Apia L Tigers U20 v Sydney Olympic U20 | L | 2-1 |
| Australia New South Wales U20 League | 2018/04/22 02:40 | Sydney Olympic U20 v Rockdale City Suns U20 | D | 1-1 |
| Australia New South Wales U20 League | 2018/04/15 02:48 | Sydney Olympic U20 v Blacktown City U20 | L | 1-5 |
| Australia New South Wales U20 League | 2018/04/07 07:07 | Marconi Stallions U20 v Sydney Olympic U20 | L | 1-0 |
| Australia New South Wales U20 League | 2018/03/30 02:48 | Sydney Olympic U20 v Hakoah Sydney City East U20 | W | 3-0 |
| Australia New South Wales U20 League | 2018/03/25 01:40 | Sydney Olympic U20 v Manly United U20 | L | 0-3 |
| Australia New South Wales U20 League | 2018/03/11 01:54 | Sydney Olympic U20 v Bonnyrigg White Eagles U20 | L | 0-1 |
| Australia New South Wales U20 League | 2018/05/06 03:06 | Wollongong Wolves U20 v Manly United U20 | L | 0-1 |
| Australia New South Wales U20 League | 2018/04/29 03:37 | Apia L Tigers U20 v Wollongong Wolves U20 | W | 0-3 |
| Australia New South Wales U20 League | 2018/04/22 03:00 | Wollongong Wolves U20 v Bonnyrigg White Eagles U20 | D | 0-0 |
| Australia New South Wales U20 League | 2018/04/14 07:35 | Sydney United U20 v Wollongong Wolves U20 | W | 1-2 |
| Australia New South Wales U20 League | 2018/04/08 02:53 | Hakoah Sydney City East U20 v Wollongong Wolves U20 | L | 3-2 |
| Australia New South Wales U20 League | 2018/03/31 05:32 | Sutherland Sharks U20 v Wollongong Wolves U20 | L | 1-0 |
| Australia New South Wales U20 League | 2018/03/18 02:05 | Wollongong Wolves U20 v Rockdale City Suns U20 | W | 3-1 |
| Australia New South Wales U20 League | 2018/03/11 02:05 | Wollongong Wolves U20 v Blacktown City U20 | W | 2-1 |