| Ausztrál New South Wales League - U20 | 2020/10/03 07:00 | Sydney Olympic - U20 v Western Sydney Wanderers U20 | W | 0-3 |
| Ausztrál New South Wales League - U20 | 2023/02/26 02:00 | Western Sydney Wanderers U20 v Sydney United - U20 | W | 4-0 |
| Ausztrál New South Wales League - U20 | 2023/02/18 06:00 | St George City FA - U20 v Western Sydney Wanderers U20 | W | 2-6 |
| Ausztrál New South Wales League - U20 | 2023/02/10 06:30 | Western Sydney Wanderers U20 v Blacktown City - U20 | W | 3-0 |
| Ausztrál NSW League 1 - U20 | 2022/08/13 00:00 | Northern Tigers U20 v Western Sydney Wanderers U20 | D | 2-2 |
| Ausztrál NSW League 1 - U20 | 2022/08/06 07:00 | Blacktown Spartans - U20 v Western Sydney Wanderers U20 | W | 0-2 |
| Ausztrál NSW League 1 - U20 | 2022/07/23 07:00 | Western Sydney Wanderers U20 v SD Raiders - U20 | W | 11-0 |
| Ausztrál NSW League 1 - U20 | 2022/05/28 07:00 | NWS Spirit FC - U20 v Western Sydney Wanderers U20 | L | 3-2 |
| Ausztrál NSW League 1 - U20 | 2022/05/24 08:30 | Western Sydney Wanderers U20 v St George Saints - U20 | W | 6-1 |
| Ausztrál New South Wales League - U20 | 2023/03/04 06:00 | St George City FA - U20 v Sydney Olympic - U20 | W | 0-1 |
| Ausztrál New South Wales League - U20 | 2023/02/26 01:45 | Sydney Olympic - U20 v Rockdale Ilinden FC - U20 | L | 2-5 |
| Ausztrál New South Wales League - U20 | 2023/02/19 01:45 | Sydney FC U20 v Sydney Olympic - U20 | L | 4-1 |
| Ausztrál New South Wales League - U20 | 2023/02/11 06:00 | Manly United - U20 v Sydney Olympic - U20 | D | 1-1 |
| Ausztrál New South Wales League - U20 | 2023/02/05 01:45 | Sydney Olympic - U20 v Sutherland Sharks - U20 | D | 1-1 |
| Ausztrál New South Wales League - U20 | 2022/07/31 02:45 | Sydney Olympic - U20 v Blacktown City - U20 | L | 1-3 |
| Ausztrál New South Wales League - U20 | 2022/07/27 09:00 | Sydney FC U20 v Sydney Olympic - U20 | L | 5-0 |
| Ausztrál New South Wales League - U20 | 2022/07/24 05:30 | Mt Druitt Town Rangers - U20 v Sydney Olympic - U20 | D | 0-0 |