Head to Head
| 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 |
| 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 |
Home History
| Australia New South Wales Premier League | 2024/06/08 09:15 | St George City FA v Wollongong Wolves | W | 0-2 |
| Australia New South Wales Premier League | 2024/06/02 05:00 | Wollongong Wolves v Sydney United 58 | W | 3-2 |
| Australia New South Wales Premier League | 2024/05/26 05:00 | Wollongong Wolves v Marconi Stallions | L | 1-2 |
| Australia FFA Cup Qualifying | 2024/05/21 09:30 | Wollongong Wolves v Rockdale Ilinden FC | L | 0-2 |
| Australia New South Wales Premier League | 2024/05/18 09:15 | Manly Utd v Wollongong Wolves | L | 2-1 |
| Australia New South Wales Premier League | 2024/05/11 07:30 | NWS Spirit FC v Wollongong Wolves | L | 1-0 |
| Australia New South Wales Premier League | 2024/05/05 05:00 | Wollongong Wolves v Central Coast Mariners U21 | W | 5-1 |
| Australia FFA Cup Qualifying | 2024/05/01 10:00 | Hills United FC v Wollongong Wolves | W | 0-3 |
Away History
| Australia New South Wales Premier League | 2024/06/09 05:00 | Sydney United 58 v Sydney Olympic | W | 0-1 |
| Australia New South Wales Premier League | 2024/06/01 09:15 | St George City FA v Sydney Olympic | L | 1-0 |
| Australia FFA Cup Qualifying | 2024/05/28 09:00 | Sydney Olympic v NWS Spirit FC | D | 1-1 |
| Australia New South Wales Premier League | 2024/05/25 09:00 | Hills United FC v Sydney Olympic | L | 2-1 |
| Australia New South Wales Premier League | 2024/05/17 09:30 | Sydney FC U21 v Sydney Olympic | W | 1-3 |
| Australia New South Wales Premier League | 2024/05/11 09:00 | Western Sydney Wanderers U21 v Sydney Olympic | L | 3-2 |
| Australia New South Wales Premier League | 2024/05/04 08:30 | St George Saints v Sydney Olympic | L | 2-1 |
| Australia New South Wales Premier League | 2024/04/28 05:00 | Sydney Olympic v Blacktown City | D | 3-3 |