| 1 | Sat 1 Aug | 10-2 v Ludlow TownChipping Sodbury Town 0-2 Ludlow Town | Hellenic League Division One |
| 2 | Sat 8 Aug | 10-1 v Stonehouse TownStonehouse Town 1-0 Chipping Sodbury Town | Hellenic League Division One |
| 3 | Sat 15 Aug | 10-1 v Welton RoversWelton Rovers 1-0 Chipping Sodbury Town | FA Vase First Qualifying Round |
| 4 | Tue 18 Aug | 11-2 v Shortwood UnitedShortwood United 2-1 Chipping Sodbury Town | Hellenic League Division One |
| 5 | Sat 22 Aug | 14-2 v Redditch BoroughChipping Sodbury Town 4-2 Redditch Borough | Hellenic League Division One |
| 6 | Sat 5 Sep | 13-3 v Bewdley TownChipping Sodbury Town 3-3 Bewdley Town | Hellenic League Division One |
| 7 | Sat 12 Sep | 1 2-3 v Bromyard TownChipping Sodbury Town 2-3 Bromyard Town | Hellenic League Division One |
| 8 | Tue 22 Sep | 22-4 v SharpnessChipping Sodbury Town 2-4 Sharpness | Hellenic League Division One |
| 9 | Sat 26 Sep | 11-2 v Brimscombe & ThruppBrimscombe & Thrupp 2-1 Chipping Sodbury Town | Hellenic League Division One |
| 10 | Tue 29 Sep | 13-0 v Swindon Supermarine ReservesChipping Sodbury Town 3-0 Swindon Supermarine Reserves | Hellenic League Division One |
| 11 | Sat 3 Oct | 14-0 v Bourton RoversBourton Rovers 0-4 Chipping Sodbury Town | UHL Challenge Cup Second Qualifying Round |
| 12 | Sat 10 Oct | 11-2 v Redditch BoroughRedditch Borough 2-1 Chipping Sodbury Town | Hellenic League Division One |
| 13 | Tue 13 Oct | 12-1 v Shortwood UnitedShortwood United 1-2 Chipping Sodbury Town | Wiseman Lighting Floodlit Cup Second Round |
| 14 | Sat 17 Oct | 11-1 v Lydney TownLydney Town 1-1 Chipping Sodbury Town | Hellenic League Division One |
| 15 | Sat 24 Oct | 11-5 v Wantage TownChipping Sodbury Town 1-5 Wantage Town | Hellenic League Division One |
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