Head to Head
| 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 |
| Australia New South Wales Premier League | 2019/04/07 06:00 | Sydney Olympic v Wollongong Wolves | W | 0-2 |
| Australia New South Wales Premier League | 2018/08/05 05:00 | Wollongong Wolves v Sydney Olympic | L | 0-4 |
| Australia New South Wales Premier League | 2018/05/13 05:00 | Sydney Olympic v Wollongong Wolves | L | 5-1 |
| Australia New South Wales Premier League | 2017/06/04 05:00 | Wollongong Wolves v Sydney Olympic | W | 2-1 |
Home History
| Australia New South Wales Premier League | 2021/05/29 09:00 | Mt Druitt Town Rangers v Wollongong Wolves | L | 3-0 |
| Australia New South Wales Premier League | 2021/05/22 09:00 | Manly Utd v Wollongong Wolves | W | 1-2 |
| Australia New South Wales Premier League | 2021/05/16 04:30 | Wollongong Wolves v Rockdale Ilinden FC | D | 1-1 |
| Australia New South Wales Premier League | 2021/05/09 04:30 | Wollongong Wolves v Sutherland Sharks | W | 3-2 |
| Australia New South Wales Premier League | 2021/05/02 08:30 | Sydney FC U21 v Wollongong Wolves | W | 3-5 |
| Australia New South Wales Premier League | 2021/04/23 09:30 | Apia L Tigers v Wollongong Wolves | L | 2-1 |
| Australia New South Wales Premier League | 2021/04/18 04:30 | Wollongong Wolves v Blacktown City | L | 0-5 |
| Australia New South Wales Premier League | 2021/04/14 09:30 | Sydney Olympic v Wollongong Wolves | W | 0-1 |
Away History
| Australia New South Wales Premier League | 2021/05/30 07:30 | Apia L Tigers v Sydney Olympic | D | 1-1 |
| Australia FFA Cup Qualifying | 2021/05/26 09:00 | Liverpool Olympic Football Club v Sydney Olympic | W | 0-9 |
| Australia New South Wales Premier League | 2021/05/23 05:00 | Sydney Olympic v Rockdale Ilinden FC | D | 2-2 |
| Australia New South Wales Premier League | 2021/05/16 05:00 | Sydney United 58 v Sydney Olympic | L | 3-1 |
| Australia New South Wales Premier League | 2021/05/09 06:00 | Sydney Olympic v Blacktown City | L | 1-2 |
| Australia FFA Cup Qualifying | 2021/05/05 09:45 | Menai Hawks FC v Sydney Olympic | W | 1-3 |
| Australia New South Wales Premier League | 2021/05/01 05:30 | Sutherland Sharks v Sydney Olympic | W | 2-3 |
| Australia New South Wales Premier League | 2021/04/25 06:00 | Sydney Olympic v Bulls FC Academy | W | 2-1 |