Head to Head
| Australia New South Wales Premier League | 2016/05/08 05:00 | Sydney Olympic v Wollongong Wolves | D | 0-0 |
| Australia New South Wales Premier League | 2015/08/23 04:30 | Sydney Olympic v Wollongong Wolves | L | 2-0 |
| Australia New South Wales Premier League | 2015/05/31 07:00 | Wollongong Wolves v Sydney Olympic | D | 1-1 |
| Australia New South Wales Premier League | 2015/03/15 04:00 | Sydney Olympic v Wollongong Wolves | L | 3-0 |
| Australia New South Wales Premier League | 2014/06/15 05:00 | Sydney Olympic v Wollongong Wolves | D | 1-1 |
| Australia New South Wales Premier League | 2014/03/30 06:00 | Wollongong Wolves v Sydney Olympic | D | 1-1 |
Home History
| Australia New South Wales Premier League | 2016/07/23 08:30 | Sutherland Sharks v Wollongong Wolves | L | 3-1 |
| Australia New South Wales Premier League | 2016/07/17 07:00 | Wollongong Wolves v Blacktown City | L | 2-3 |
| Australia New South Wales Premier League | 2016/07/13 10:00 | Wollongong Wolves v Sydney United 58 | L | 0-1 |
| Australia New South Wales Premier League | 2016/07/03 05:00 | Manly Utd v Wollongong Wolves | L | 3-1 |
| Australia New South Wales Premier League | 2016/06/26 07:00 | Wollongong Wolves v Apia L Tigers | L | 1-3 |
| Australia New South Wales Premier League | 2016/06/18 09:00 | Blacktown Spartans v Wollongong Wolves | D | 0-0 |
| Australia New South Wales Premier League | 2016/06/12 07:00 | Wollongong Wolves v Rockdale Ilinden FC | L | 0-3 |
| Australia New South Wales Premier League | 2016/05/28 09:00 | Hakoah Sydney City East v Wollongong Wolves | D | 1-1 |
Away History
| Australia New South Wales Premier League | 2016/07/24 06:00 | Sydney Olympic v Hakoah Sydney City East | W | 4-3 |
| Australia New South Wales Premier League | 2016/07/16 09:00 | Bonnyrigg White Eagles v Sydney Olympic | W | 0-2 |
| Australia New South Wales Premier League | 2016/07/03 05:00 | Sydney Olympic v Parramatta Eagles | W | 3-0 |
| Australia New South Wales Premier League | 2016/06/26 05:00 | Sydney Olympic v Sydney United 58 | L | 0-2 |
| Australia New South Wales Premier League | 2016/06/19 05:00 | Sydney Olympic v Sutherland Sharks | L | 1-2 |
| Australia New South Wales Premier League | 2016/06/12 09:00 | Sydney Olympic v Blacktown City | D | 0-0 |
| Australia New South Wales Premier League | 2016/06/03 09:45 | Manly Utd v Sydney Olympic | D | 1-1 |
| Australia New South Wales Premier League | 2016/05/29 05:00 | Sydney Olympic v Apia L Tigers | W | 3-1 |