Head to Head
| Australia New South Wales Premier League | 2023/04/29 08:30 | Sydney Olympic v Wollongong Wolves | D | 2-2 |
| Australia New South Wales Premier League | 2022/06/13 06:00 | Sydney Olympic v Wollongong Wolves | D | 1-1 |
| Australia New South Wales Premier League | 2022/04/27 09:30 | Wollongong Wolves v Sydney Olympic | D | 3-3 |
| Australia New South Wales Premier League | 2021/06/06 04:30 | Wollongong Wolves v Sydney Olympic | L | 1-5 |
| Australia New South Wales Premier League | 2021/04/14 09:30 | Sydney Olympic v Wollongong Wolves | W | 0-1 |
| Australia New South Wales Premier League | 2020/09/20 04:30 | Wollongong Wolves v Sydney Olympic | W | 1-0 |
| Australia New South Wales Premier League | 2020/03/01 05:00 | Sydney Olympic v Wollongong Wolves | W | 1-2 |
| Australia New South Wales Premier League | 2019/06/23 05:00 | Wollongong Wolves v Sydney Olympic | W | 2-0 |
Home History
| Australia New South Wales Premier League | 2023/08/06 05:00 | Wollongong Wolves v Manly Utd | W | 3-1 |
| Australia New South Wales Premier League | 2023/07/30 05:00 | Sydney United 58 v Wollongong Wolves | L | 2-1 |
| Australia New South Wales Premier League | 2023/07/23 05:00 | Wollongong Wolves v Sydney FC U21 | W | 6-2 |
| Australia New South Wales Premier League | 2023/07/16 05:00 | Wollongong Wolves v NWS Spirit FC | W | 2-1 |
| Australia New South Wales Premier League | 2023/07/08 05:00 | Central Coast Mariners U21 v Wollongong Wolves | D | 2-2 |
| Australia New South Wales Premier League | 2023/06/30 09:30 | Wollongong Wolves v St George City FA | L | 1-2 |
| Australia New South Wales Premier League | 2023/06/25 05:00 | Rockdale Ilinden FC v Wollongong Wolves | W | 0-4 |
| Australia New South Wales Premier League | 2023/06/17 09:00 | Western Sydney Wanderers U21 v Wollongong Wolves | D | 2-2 |
Away History
| Australia New South Wales Premier League | 2023/08/05 06:00 | Sydney Olympic v Apia L Tigers | L | 3-5 |
| Australia New South Wales Premier League | 2023/07/29 05:00 | Sydney Olympic v Central Coast Mariners U21 | W | 5-1 |
| Australia New South Wales Premier League | 2023/07/22 06:00 | Sydney Olympic v Mt Druitt Town Rangers | D | 3-3 |
| Australia New South Wales Premier League | 2023/07/15 05:00 | Bulls FC Academy v Sydney Olympic | W | 1-3 |
| Australia New South Wales Premier League | 2023/07/08 07:30 | NWS Spirit FC v Sydney Olympic | D | 0-0 |
| Australia New South Wales Premier League | 2023/07/01 06:00 | Sydney Olympic v Blacktown City | L | 1-3 |
| Australia New South Wales Premier League | 2023/06/24 06:00 | Sydney Olympic v Western Sydney Wanderers U21 | W | 3-1 |
| Australia New South Wales Premier League | 2023/06/18 05:00 | Sydney Olympic v St George City FA | D | 0-0 |