| Australia New South Wales U20 League | 2024/02/17 03:45 | Sydney Olympic U20 v Hills United FC U20 | W | 2-4 |
| Australia New South Wales U20 League | 2024/05/18 07:00 | Hills United FC U20 v Blacktown City U20 | W | 2-0 |
| Australia New South Wales U20 League | 2024/05/11 07:12 | Hills United FC U20 v Apia L Tigers U20 | W | 5-1 |
| Australia New South Wales U20 League | 2024/05/04 07:00 | Marconi Stallions U20 v Hills United FC U20 | L | 5-1 |
| Australia New South Wales U20 League | 2024/04/27 07:00 | Hills United FC U20 v St George City FA U20 | L | 0-2 |
| Australia New South Wales U20 League | 2024/04/20 07:00 | St George Saints U20 v Hills United FC U20 | D | 2-2 |
| Australia New South Wales U20 League | 2024/04/13 09:43 | NWS Spirit FC U20 v Hills United FC U20 | L | 3-0 |
| Australia New South Wales U20 League | 2024/04/06 07:44 | Sutherland Sharks U20 v Hills United FC U20 | D | 1-1 |
| Australia New South Wales U20 League | 2024/03/30 06:00 | Hills United FC U20 v Manly United U20 | L | 0-6 |
| Australia New South Wales U20 League | 2024/05/17 07:30 | Sydney FC U20 v Sydney Olympic U20 | L | 4-1 |
| Australia New South Wales U20 League | 2024/05/05 05:00 | St George Saints U20 v Sydney Olympic U20 | L | 4-3 |
| Australia New South Wales U20 League | 2024/04/21 03:00 | Sydney Olympic U20 v NWS Spirit FC U20 | W | 5-3 |
| Australia New South Wales U20 League | 2024/04/14 02:30 | Rockdale Ilinden FC U20 v Sydney Olympic U20 | L | 3-2 |
| Australia New South Wales U20 League | 2024/03/30 08:00 | Sydney Olympic U20 v Wollongong Wolves U20 | W | 5-2 |
| Australia New South Wales U20 League | 2024/03/22 06:30 | Manly United U20 v Sydney Olympic U20 | L | 2-0 |
| Australia New South Wales U20 League | 2024/03/16 09:00 | Apia L Tigers U20 v Sydney Olympic U20 | L | 1-0 |
| Australia New South Wales U20 League | 2024/03/09 07:40 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 3-0 |