| Australia New South Wales U20 League | 2018/05/13 02:45 | Sydney Olympic U20 v Wollongong Wolves U20 | D | 1-1 |
| 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 | L | 4-0 |
| Australia New South Wales U20 League | 2018/07/28 06:59 | Manly United U20 v Wollongong Wolves U20 | W | 1-2 |
| Australia New South Wales U20 League | 2018/07/21 06:43 | Wollongong Wolves U20 v Apia L Tigers U20 | L | 2-3 |
| Australia New South Wales U20 League | 2018/07/07 06:58 | Bonnyrigg White Eagles U20 v Wollongong Wolves U20 | D | 1-1 |
| Australia New South Wales U20 League | 2018/07/01 03:05 | Wollongong Wolves U20 v Sydney United U20 | D | 0-0 |
| Australia New South Wales U20 League | 2018/06/23 07:00 | Wollongong Wolves U20 v Hakoah Sydney City East U20 | L | 0-3 |
| Australia New South Wales U20 League | 2018/06/17 03:04 | Wollongong Wolves U20 v Sutherland Sharks U20 | W | 3-2 |
| Australia New South Wales U20 League | 2018/06/03 05:02 | Rockdale City Suns U20 v Wollongong Wolves U20 | W | 0-1 |
| Australia New South Wales U20 League | 2018/05/27 03:05 | Blacktown City U20 v Wollongong Wolves U20 | W | 0-3 |
| Australia New South Wales U20 League | 2018/07/29 02:35 | Sydney Olympic U20 v Sutherland Sharks U20 | L | 0-1 |
| Australia New South Wales U20 League | 2018/07/08 05:00 | Rockdale City Suns U20 v Sydney Olympic U20 | W | 1-2 |
| Australia New South Wales U20 League | 2018/07/01 03:06 | Blacktown City U20 v Sydney Olympic U20 | L | 3-1 |
| Australia New South Wales U20 League | 2018/06/23 07:33 | Sydney Olympic U20 v Marconi Stallions U20 | W | 2-1 |
| Australia New South Wales U20 League | 2018/06/16 04:35 | Hakoah Sydney City East U20 v Sydney Olympic U20 | L | 1-0 |
| Australia New South Wales U20 League | 2018/06/09 07:04 | Manly United U20 v Sydney Olympic U20 | L | 4-0 |
| Australia New South Wales U20 League | 2018/06/03 02:45 | Sydney Olympic U20 v Apia L Tigers U20 | D | 0-0 |
| Australia New South Wales U20 League | 2018/05/26 06:52 | Bonnyrigg White Eagles U20 v Sydney Olympic U20 | L | 3-1 |