Home History
| Australia New South Wales Premier League | 2014/09/14 06:00 | Blacktown City v Sydney Olympic | L | 2-1 |
| Australia New South Wales Premier League | 2014/09/07 05:30 | Bonnyrigg White Eagles v Sydney Olympic | W | 5-6 |
| Australia New South Wales Premier League | 2014/08/31 06:00 | Blacktown Spartans v Sydney Olympic | W | 0-3 |
| Australia New South Wales Premier League | 2014/08/23 08:00 | Sydney Olympic v Rockdale Ilinden FC | W | 2-1 |
| Australia New South Wales Premier League | 2014/08/17 08:00 | Bonnyrigg White Eagles v Sydney Olympic | L | 1-0 |
| Australia New South Wales Premier League | 2014/08/10 05:00 | Sydney Olympic v Rockdale Ilinden FC | W | 2-1 |
| Australia New South Wales Premier League | 2014/08/03 05:00 | Sydney Olympic v Manly Utd | W | 3-1 |
| Australia FFA Cup | 2014/07/29 09:30 | Manly Utd v Sydney Olympic | W | 1-3 |
Away History
| Australia Victoria Premier League | 2014/09/12 10:30 | Melbourne Knights v Bentleigh Greens | L | 2-0 |
| Australia Victoria Premier League | 2014/09/05 10:30 | Bentleigh Greens v Hume City | D | 1-1 |
| Australia Victoria Premier League | 2014/08/30 05:00 | Bentleigh Greens v Ballarat City FC | D | 1-1 |
| Australia Victoria Premier League | 2014/08/22 10:30 | Bentleigh Greens v Oakleigh Cannons | L | 1-4 |
| Australia Victoria Premier League | 2014/08/15 10:30 | Bentleigh Greens v Port Melbourne SC | W | 5-0 |
| Australia FFA Cup | 2014/08/12 09:30 | Blacktown City v Bentleigh Greens | W | 0-1 |
| Australia Victoria Premier League | 2014/08/09 05:00 | Heidelberg Utd v Bentleigh Greens | D | 2-2 |
| Australia Victoria Premier League | 2014/08/06 10:30 | Bentleigh Greens v South Melbourne | W | 2-1 |
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