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| Fixtures & Results | Unscheduled Matches | Table | Grid | Latest | Video | Competition |
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| games = 24 (started=23 sub played? Y=0, N=1) | goals scored = 4 | goals per game played = 0.174 |
| Black Dragon Division - North | Ollerton Town | 3 | 2 | Bentley Colliery | Sat 05 Nov | ||
| Black Dragon Division - North | Ollerton Town | 2 | 2 | Glapwell | Sat 12 Nov | ||
| Black Dragon Division - North | Ollerton Town | 1 | 0 | Harworth C I | Tue 15 Nov | ||
| Black Dragon Division - North | Dronfield Town | 2 | 1 | Ollerton Town | Sat 19 Nov | ||
| Black Dragon Division - North | Ollerton Town | 4 | 3 | Phoenix | Sat 26 Nov | sub N |
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| Black Dragon Division - North | Ollerton Town | 6 | 0 | Thorne Colliery | Sat 10 Dec | ||
| Black Dragon Division - North | Phoenix | 0 | 6 | Ollerton Town | 1 | Sat 17 Dec | |
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Baris League Challenge Cup
Round 2 |
Ollerton Town | 2 | 4 | Kinsley Boys | Sat 07 Jan | ||
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Phoenix Trophies Floodlit Cup - North
Round 1 |
Ollerton Town | 6 | 1 | Clipstone Welfare | 1 | Wed 18 Jan | |
| Black Dragon Division - North | Thoresby CW | 1 | 0 | Ollerton Town | Sat 21 Jan | ||
| Black Dragon Division - North | Bentley Colliery | 0 | 1 | Ollerton Town | Sat 18 Feb | ||
| Black Dragon Division - North | Ollerton Town | 2 | 0 | Easington United | Sat 25 Feb | ||
| Black Dragon Division - North | Ollerton Town | 1 | 0 | Kinsley Boys | Sat 03 Mar | ||
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Phoenix Trophies Floodlit Cup - North
Semi Final |
Yorkshire Main | 1 | 3 | Ollerton Town | Wed 07 Mar | ||
| Black Dragon Division - North | Harworth C I | 1 | 2 | Ollerton Town | Sat 17 Mar | ||
| Black Dragon Division - North | Ollerton Town | 0 | 0 | FC 05 Bilsthorpe | Wed 21 Mar | ||
| Black Dragon Division - North | Thorne Colliery | 2 | 1 | Ollerton Town | Sat 24 Mar | ||
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Phoenix Trophies Floodlit Cup - North
Final |
Glapwell | 0 | 1 | Ollerton Town | Tue 27 Mar | ||
| Black Dragon Division - North | DFS Welbeck Welfare | 2 | 3 | Ollerton Town | Sat 31 Mar | ||
| Black Dragon Division - North | Ollerton Town | 4 | 3 | Parkhouse | Sat 07 Apr | ||
| Black Dragon Division - North | FC 05 Bilsthorpe | 2 | 6 | Ollerton Town | 2 | Sat 14 Apr | |
| Black Dragon Division - North | Ollerton Town | 0 | 0 | Thoresby CW | Sat 28 Apr | ||
| Black Dragon Division - North | Parkhouse | 2 | 2 | Ollerton Town | Sat 05 May | ||
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Phoenix Trophies Floodlit Cup Final
Final |
Basford United | 6 | 2 | Ollerton Town | Mon 07 May |
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