Head to Head
| Australia New South Wales Premier League | 2024/05/17 09:30 | Sydney FC U21 v Sydney Olympic | W | 1-3 |
| Australia New South Wales Premier League | 2023/06/04 06:00 | Sydney Olympic v Sydney FC U21 | L | 1-2 |
| Australia New South Wales Premier League | 2023/02/19 04:00 | Sydney FC U21 v Sydney Olympic | W | 2-3 |
| Australia New South Wales Premier League | 2022/07/09 06:00 | Sydney Olympic v Sydney FC U21 | L | 0-3 |
| Australia New South Wales Premier League | 2022/04/24 06:30 | Sydney FC U21 v Sydney Olympic | L | 3-1 |
| Australia New South Wales Premier League | 2021/06/12 07:30 | Sydney Olympic v Sydney FC U21 | W | 1-0 |
| Australia New South Wales Premier League | 2021/03/28 07:30 | Sydney FC U21 v Sydney Olympic | W | 1-2 |
| Australia New South Wales Premier League | 2020/08/09 07:00 | Sydney Olympic v Sydney FC U21 | W | 2-0 |
Home History
| Australia FFA Cup Qualifying | 2024/05/28 09:00 | Sydney Olympic v NWS Spirit FC | D | 1-1 |
| Australia New South Wales Premier League | 2024/05/25 09:00 | Hills United FC v Sydney Olympic | L | 2-1 |
| Australia New South Wales Premier League | 2024/05/17 09:30 | Sydney FC U21 v Sydney Olympic | W | 1-3 |
| Australia New South Wales Premier League | 2024/05/11 09:00 | Western Sydney Wanderers U21 v Sydney Olympic | L | 3-2 |
| Australia New South Wales Premier League | 2024/05/04 08:30 | St George Saints v Sydney Olympic | L | 2-1 |
| Australia New South Wales Premier League | 2024/04/28 05:00 | Sydney Olympic v Blacktown City | D | 3-3 |
| Australia FFA Cup Qualifying | 2024/04/23 09:00 | Sydney Olympic v Wollongong Olympic FC | W | 4-1 |
| Australia New South Wales Premier League | 2024/04/21 05:00 | Sydney Olympic v NWS Spirit FC | W | 2-1 |
Away History
| Australia New South Wales Premier League | 2024/05/31 09:30 | Manly Utd v Sydney FC U21 | L | 1-0 |
| Australia New South Wales Premier League | 2024/05/24 09:30 | Sydney FC U21 v NWS Spirit FC | L | 1-3 |
| Australia New South Wales Premier League | 2024/05/17 09:30 | Sydney FC U21 v Sydney Olympic | L | 1-3 |
| Australia New South Wales Premier League | 2024/05/12 05:00 | Rockdale Ilinden FC v Sydney FC U21 | L | 3-1 |
| Australia New South Wales Premier League | 2024/05/05 07:30 | Sydney FC U21 v Apia L Tigers | L | 1-7 |
| Australia New South Wales Premier League | 2024/05/01 09:15 | Sydney FC U21 v St George City FA | L | 1-3 |
| Australia New South Wales Premier League | 2024/04/26 09:30 | Sydney FC U21 v Sydney United 58 | L | 0-2 |
| Australia New South Wales Premier League | 2024/04/21 05:00 | Wollongong Wolves v Sydney FC U21 | L | 3-2 |