Head to Head
| Australia New South Wales Premier League | 2025/02/22 06:00 | Sydney Olympic v Wollongong Wolves | D | 0-0 |
| Australia New South Wales Premier League | 2024/07/07 05:00 | Wollongong Wolves v Sydney Olympic | L | 1-2 |
| Australia New South Wales Premier League | 2024/03/30 06:00 | Sydney Olympic v Wollongong Wolves | L | 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 | L | 1-5 |
Home History
| Australia New South Wales Premier League | 2025/05/24 09:00 | Wollongong Wolves v Apia L Tigers | L | 0-2 |
| Australia New South Wales Premier League | 2025/05/17 09:00 | Wollongong Wolves v Blacktown City | L | 0-1 |
| Australia New South Wales Premier League | 2025/05/10 09:00 | Marconi Stallions v Wollongong Wolves | W | 0-3 |
| Australia New South Wales Premier League | 2025/05/03 07:30 | NWS Spirit FC v Wollongong Wolves | L | 1-0 |
| Australia New South Wales Premier League | 2025/04/27 07:00 | Wollongong Wolves v Mt Druitt Town Rangers | W | 2-1 |
| Australia FFA Cup Qualifying | 2025/04/22 09:00 | SD Raiders v Wollongong Wolves | L | 2-1 |
| Australia New South Wales Premier League | 2025/04/18 03:30 | Sydney FC U21 v Wollongong Wolves | D | 2-2 |
| Australia New South Wales Premier League | 2025/04/13 05:00 | Wollongong Wolves v Sutherland Sharks | W | 4-0 |
Away History
| Australia New South Wales Premier League | 2025/05/28 08:00 | Sydney Olympic v Central Coast Mariners U21 | W | 3-0 |
| Australia New South Wales Premier League | 2025/05/24 09:30 | St George Saints v Sydney Olympic | L | 2-0 |
| Australia New South Wales Premier League | 2025/05/18 05:00 | Apia L Tigers v Sydney Olympic | L | 2-0 |
| Australia New South Wales Premier League | 2025/05/10 07:00 | Sydney Olympic v Sydney United 58 | W | 4-0 |
| Australia Cup Qualifying | 2025/05/07 09:30 | Sydney United 58 v Sydney Olympic | D | 2-2 |
| Australia New South Wales Premier League | 2025/05/04 05:00 | Rockdale Ilinden FC v Sydney Olympic | L | 4-0 |
| Australia New South Wales Premier League | 2025/04/27 07:00 | Sydney Olympic v Manly Utd | L | 2-5 |
| Australia FFA Cup Qualifying | 2025/04/23 09:00 | Arncliffe Aurora FC v Sydney Olympic | W | 0-4 |