| Australia New South Wales U20 League | 2023/07/08 09:52 | NWS Spirit FC U20 v Sydney Olympic U20 | D | 2-2 |
| Australia New South Wales U20 League | 2023/03/25 05:30 | Sydney Olympic U20 v NWS Spirit FC U20 | D | 1-1 |
| 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 |
| Australia New South Wales U20 League | 2024/03/05 08:00 | Sydney Olympic U20 v Marconi Stallions U20 | W | 1-0 |
| Australia New South Wales U20 League | 2024/03/02 08:00 | Sydney Olympic U20 v Sydney United U20 | W | 3-0 |
| Australia New South Wales U20 League | 2024/02/27 08:00 | Sydney Olympic U20 v St George City FA U20 | L | 2-5 |
| Australia New South Wales U20 League | 2024/04/13 09:43 | NWS Spirit FC U20 v Hills United FC U20 | W | 3-0 |
| Australia New South Wales U20 League | 2024/04/06 08:30 | NWS Spirit FC U20 v St George Saints U20 | W | 3-2 |
| Australia New South Wales U20 League | 2024/03/31 02:00 | Rockdale Ilinden FC U20 v NWS Spirit FC U20 | L | 5-3 |
| Australia New South Wales U20 League | 2024/03/23 08:30 | NWS Spirit FC U20 v Central Coast Mariners U20 | L | 1-5 |
| Australia New South Wales U20 League | 2024/03/16 08:30 | NWS Spirit FC U20 v St George City FA U20 | W | 5-2 |
| Australia New South Wales U20 League | 2024/03/06 09:00 | NWS Spirit FC U20 v Sydney United U20 | L | 1-2 |
| Australia New South Wales U20 League | 2024/03/02 06:00 | Marconi Stallions U20 v NWS Spirit FC U20 | W | 0-1 |
| Australia New South Wales U20 League | 2024/02/24 07:42 | Sutherland Sharks U20 v NWS Spirit FC U20 | W | 1-2 |