Head to Head
| Australia New South Wales Premier League | 2020/09/20 04:30 | Wollongong Wolves v Sydney Olympic | L | 1-0 |
| Australia New South Wales Premier League | 2020/03/01 05:00 | Sydney Olympic v Wollongong Wolves | L | 1-2 |
| Australia New South Wales Premier League | 2019/06/23 05:00 | Wollongong Wolves v Sydney Olympic | L | 2-0 |
| Australia New South Wales Premier League | 2019/04/07 06:00 | Sydney Olympic v Wollongong Wolves | L | 0-2 |
| Australia New South Wales Premier League | 2018/08/05 05:00 | Wollongong Wolves v Sydney Olympic | W | 0-4 |
| Australia New South Wales Premier League | 2018/05/13 05:00 | Sydney Olympic v Wollongong Wolves | W | 5-1 |
| Australia New South Wales Premier League | 2017/06/04 05:00 | Wollongong Wolves v Sydney Olympic | L | 2-1 |
| Australia New South Wales Premier League | 2017/03/19 04:00 | Sydney Olympic v Wollongong Wolves | W | 3-1 |
Home History
| Australia New South Wales Premier League | 2021/03/13 05:00 | Sydney Olympic v Apia L Tigers | W | 1-0 |
| Australia New South Wales Premier League | 2021/03/07 04:00 | Rockdale Ilinden FC v Sydney Olympic | L | 1-0 |
| Australia New South Wales Premier League | 2021/02/27 05:00 | Sydney Olympic v Sydney United 58 | L | 0-1 |
| Australia Friendlies | 2021/02/13 08:00 | Manly Utd v Sydney Olympic | D | 0-0 |
| Australia Friendlies | 2021/02/06 08:00 | Blacktown City v Sydney Olympic | L | 2-0 |
| Australia New South Wales Premier League | 2020/10/17 08:00 | Rockdale Ilinden FC v Sydney Olympic | L | 3-0 |
| Australia New South Wales Premier League | 2020/10/10 08:00 | Mt Druitt Town Rangers v Sydney Olympic | D | 1-1 |
| Australia New South Wales Premier League | 2020/10/03 09:00 | Sydney Olympic v Western Sydney Wanderers U21 | W | 1-0 |
Away History
| Australia New South Wales Premier League | 2021/03/14 03:30 | Wollongong Wolves v Mt Druitt Town Rangers | W | 3-0 |
| Australia New South Wales Premier League | 2021/03/07 02:00 | Wollongong Wolves v Manly Utd | D | 1-1 |
| Australia New South Wales Premier League | 2021/02/28 04:00 | Rockdale Ilinden FC v Wollongong Wolves | L | 4-0 |
| Australia Friendlies | 2021/01/30 08:00 | Rockdale Ilinden FC v Wollongong Wolves | L | 1-0 |
| Australia New South Wales Premier League | 2020/10/18 04:00 | Wollongong Wolves v Sydney United 58 | L | 1-3 |
| Australia New South Wales Premier League | 2020/10/11 04:00 | Wollongong Wolves v Manly Utd | W | 5-2 |
| Australia New South Wales Premier League | 2020/10/04 04:45 | Sydney FC U21 v Wollongong Wolves | W | 3-4 |
| Australia New South Wales Premier League | 2020/09/27 04:30 | Wollongong Wolves v Western Sydney Wanderers U21 | W | 1-0 |