| Australia New South Wales U20 League | 2021/02/28 02:00 | Rockdale Ilinden FC U20 v Wollongong Wolves U20 | W | 2-3 |
| Australia New South Wales U20 League | 2021/05/02 06:30 | Sydney FC U20 v Wollongong Wolves U20 | L | 1-0 |
| Australia New South Wales U20 League | 2021/04/24 07:00 | Apia L Tigers U20 v Wollongong Wolves U20 | D | 4-4 |
| Australia New South Wales U20 League | 2021/04/11 02:30 | Sydney United U20 v Wollongong Wolves U20 | W | 0-4 |
| Australia New South Wales U20 League | 2021/04/06 08:45 | Sydney Olympic U20 v Wollongong Wolves U20 | L | 4-1 |
| Australia New South Wales U20 League | 2021/04/02 03:00 | Marconi Stallions U20 v Wollongong Wolves U20 | W | 1-2 |
| Australia New South Wales U20 League | 2021/03/27 23:00 | Wollongong Wolves U20 v Bull FC Academy U20 | W | 1-0 |
| Australia New South Wales U20 League | 2021/03/14 01:30 | Wollongong Wolves U20 v Mt Druitt Town Rangers U20 | L | 0-1 |
| Australia New South Wales U20 League | 2021/03/06 23:00 | Wollongong Wolves U20 v Manly United U20 | L | 0-2 |
| Australia New South Wales U20 League | 2021/05/01 07:00 | Mt Druitt Town Rangers U20 v Rockdale Ilinden FC U20 | D | 1-1 |
| Australia New South Wales U20 League | 2021/04/25 03:00 | Rockdale Ilinden FC U20 v Sydney United U20 | L | 1-3 |
| Australia New South Wales U20 League | 2021/04/17 03:30 | Sutherland Sharks U20 v Rockdale Ilinden FC U20 | L | 3-0 |
| 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 | 2021/04/04 03:00 | Rockdale Ilinden FC U20 v Apia L Tigers U20 | L | 2-3 |
| Australia New South Wales U20 League | 2021/03/28 02:00 | Blacktown City U20 v Rockdale Ilinden FC U20 | L | 3-0 |
| Australia New South Wales U20 League | 2021/03/21 02:00 | Rockdale Ilinden FC U20 v Manly United U20 | L | 0-4 |
| Australia New South Wales U20 League | 2021/03/13 05:00 | Marconi Stallions U20 v Rockdale Ilinden FC U20 | L | 1-0 |