Head to Head
| 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 |
| Australia New South Wales Premier League | 2017/03/19 04:00 | Sydney Olympic v Wollongong Wolves | L | 3-1 |
| Australia New South Wales Premier League | 2016/07/31 07:00 | Wollongong Wolves v Sydney Olympic | L | 1-2 |
| Australia New South Wales Premier League | 2016/05/08 05:00 | Sydney Olympic v Wollongong Wolves | D | 0-0 |
| Australia New South Wales Premier League | 2015/08/23 04:30 | Sydney Olympic v Wollongong Wolves | L | 2-0 |
Home History
| Australia New South Wales Premier League | 2019/06/16 05:00 | Wollongong Wolves v Sydney FC U21 | W | 4-0 |
| Australia New South Wales Premier League | 2019/06/09 05:00 | Wollongong Wolves v Sydney United 58 | L | 1-2 |
| Australia FFA Cup | 2019/06/05 09:33 | Wollongong Wolves v Mt Druitt Town Rangers | L | 0-1 |
| Australia New South Wales Premier League | 2019/06/01 08:00 | Wollongong Wolves v Apia L Tigers | W | 4-0 |
| Australia New South Wales Premier League | 2019/05/26 05:00 | Manly Utd v Wollongong Wolves | W | 0-4 |
| Australia FFA Cup | 2019/05/22 09:44 | Pittwater RSL FC v Wollongong Wolves | W | 1-2 |
| Australia New South Wales Premier League | 2019/05/18 09:00 | Marconi Stallions v Wollongong Wolves | W | 1-3 |
| Australia New South Wales Premier League | 2019/05/11 08:00 | Wollongong Wolves v Rockdale Ilinden FC | L | 0-1 |
Away History
| Australia New South Wales Premier League | 2019/06/16 08:15 | Sydney Olympic v Hakoah Sydney City East | W | 1-0 |
| Australia New South Wales Premier League | 2019/06/09 05:00 | Blacktown City v Sydney Olympic | D | 1-1 |
| Australia FFA Cup | 2019/06/05 09:40 | Sydney Olympic v Marconi Stallions | L | 1-3 |
| Australia New South Wales Premier League | 2019/06/02 06:00 | Sydney Olympic v Mt Druitt Town Rangers | D | 2-2 |
| Australia New South Wales Premier League | 2019/05/25 08:30 | Sutherland Sharks v Sydney Olympic | L | 3-0 |
| Australia FFA Cup | 2019/05/21 09:35 | Nepean FC v Sydney Olympic | W | 1-2 |
| Australia New South Wales Premier League | 2019/05/17 10:00 | Sydney Olympic v Sydney FC U21 | L | 2-3 |
| Australia New South Wales Premier League | 2019/05/12 07:00 | Sydney United 58 v Sydney Olympic | D | 1-1 |