Head to Head
| 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 |
| 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 |
Home History
| Australia New South Wales Premier League | 2022/04/22 09:30 | Wollongong Wolves v Mt Druitt Town Rangers | W | 3-0 |
| Australia New South Wales Premier League | 2022/04/17 06:00 | Rockdale Ilinden FC v Wollongong Wolves | L | 2-1 |
| Australia New South Wales Premier League | 2022/04/09 09:00 | Manly Utd v Wollongong Wolves | L | 2-0 |
| Australia New South Wales Premier League | 2022/04/01 08:15 | Apia L Tigers v Wollongong Wolves | L | 2-0 |
| Australia New South Wales Premier League | 2022/03/18 08:30 | Wollongong Wolves v Sydney FC U21 | D | 2-2 |
| Australia New South Wales Premier League | 2022/03/12 01:00 | Bulls FC Academy v Wollongong Wolves | W | 0-4 |
| Australia New South Wales Premier League | 2022/03/06 04:00 | Sydney United 58 v Wollongong Wolves | L | 1-0 |
| Australia FFA Cup | 2021/12/01 08:30 | Wollongong Wolves v Central Coast Mariners | L | 1-2 |
Away History
| Australia New South Wales Premier League | 2022/04/24 06:30 | Sydney FC U21 v Sydney Olympic | L | 3-1 |
| Australia FFA Cup Qualifying | 2022/04/21 09:00 | St George City FA v Sydney Olympic | D | 1-1 |
| Australia New South Wales Premier League | 2022/04/18 05:00 | Sydney United 58 v Sydney Olympic | W | 0-3 |
| Australia New South Wales Premier League | 2022/04/09 05:30 | Sutherland Sharks v Sydney Olympic | W | 0-2 |
| Australia New South Wales Premier League | 2022/04/02 08:00 | Marconi Stallions v Sydney Olympic | W | 1-2 |
| Australia New South Wales Premier League | 2022/03/20 05:00 | Sydney Olympic v Bulls FC Academy | W | 2-0 |
| Australia New South Wales Premier League | 2022/03/13 05:00 | Sydney Olympic v Rockdale Ilinden FC | D | 1-1 |
| Australia New South Wales Premier League | 2022/03/05 07:45 | Sydney Olympic v Manly Utd | L | 0-1 |