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 | 2024/05/05 05:00 | Wollongong Wolves v Central Coast Mariners U21 | W | 5-1 |
| Australia New South Wales Premier League | 2024/04/28 05:00 | Rockdale Ilinden FC v Wollongong Wolves | L | 3-1 |
| Australia New South Wales Premier League | 2024/04/21 05:00 | Wollongong Wolves v Sydney FC U21 | W | 3-2 |
| Australia New South Wales Premier League | 2024/04/13 09:00 | St George Saints v Wollongong Wolves | D | 2-2 |
| Australia New South Wales Premier League | 2024/04/07 05:00 | Wollongong Wolves v Apia L Tigers | 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 | 2024/03/24 04:00 | Wollongong Wolves v Western Sydney Wanderers U21 | L | 0-2 |
| Australia New South Wales Premier League | 2024/03/15 08:30 | Wollongong Wolves v Hills United FC | W | 4-0 |
Away History
| 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 |
| Australia FFA Cup Qualifying | 2024/04/23 09:00 | Sydney Olympic v Wollongong Olympic FC | W | 4-1 |
| Australia New South Wales Premier League | 2024/04/21 05:00 | Sydney Olympic v NWS Spirit FC | W | 2-1 |
| Australia New South Wales Premier League | 2024/04/14 06:00 | Rockdale Ilinden FC v Sydney Olympic | L | 3-2 |
| Australia New South Wales Premier League | 2024/04/07 05:00 | Central Coast Mariners U21 v Sydney Olympic | W | 0-2 |
| 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 | 2024/03/22 08:30 | Manly Utd v Sydney Olympic | W | 0-2 |
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