Head to Head
| Australia New South Wales Premier League | 2024/07/07 05:00 | Wollongong Wolves v Sydney Olympic | W | 1-2 |
| Australia New South Wales Premier League | 2024/03/30 06:00 | Sydney Olympic v Wollongong Wolves | W | 4-3 |
| Australia New South Wales Premier League | 2023/08/13 07:45 | Wollongong Wolves v Sydney Olympic | D | 2-2 |
| 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 | W | 1-5 |
| Australia New South Wales Premier League | 2021/04/14 09:30 | Sydney Olympic v Wollongong Wolves | L | 0-1 |
Home History
| Australia Friendlies | 2025/01/11 08:00 | Canterbury Bankstown FC v Sydney Olympic | D | 1-1 |
| Australia New South Wales Premier League | 2024/08/25 05:00 | Sydney Olympic v Sydney FC U21 | L | 1-2 |
| Australia New South Wales Premier League | 2024/08/17 07:00 | Sydney Olympic v Western Sydney Wanderers U21 | W | 4-1 |
| Australia New South Wales Premier League | 2024/08/10 07:00 | Sydney Olympic v St George Saints | L | 0-3 |
| Australia New South Wales Premier League | 2024/08/04 05:00 | Blacktown City v Sydney Olympic | L | 1-0 |
| Australia New South Wales Premier League | 2024/07/27 07:30 | NWS Spirit FC v Sydney Olympic | W | 1-2 |
| Australia New South Wales Premier League | 2024/07/21 07:00 | Sydney Olympic v Rockdale Ilinden FC | W | 2-1 |
| Australia New South Wales Premier League | 2024/07/17 10:00 | Sydney Olympic v Apia L Tigers | D | 1-1 |
Away History
| Australia New South Wales Premier League | 2024/08/25 05:00 | Wollongong Wolves v Manly Utd | L | 1-2 |
| Australia New South Wales Premier League | 2024/08/18 05:00 | Wollongong Wolves v NWS Spirit FC | D | 0-0 |
| Australia New South Wales Premier League | 2024/08/11 05:00 | Central Coast Mariners U21 v Wollongong Wolves | L | 3-2 |
| Australia New South Wales Premier League | 2024/08/04 05:00 | Wollongong Wolves v Rockdale Ilinden FC | L | 1-2 |
| Australia New South Wales Premier League | 2024/07/26 09:30 | Sydney FC U21 v Wollongong Wolves | W | 1-5 |
| Australia New South Wales Premier League | 2024/07/21 05:00 | Wollongong Wolves v St George Saints | W | 1-0 |
| Australia New South Wales Premier League | 2024/07/13 07:30 | Apia L Tigers v Wollongong Wolves | D | 1-1 |
| Australia New South Wales Premier League | 2024/07/07 05:00 | Wollongong Wolves v Sydney Olympic | L | 1-2 |