| 1 | Sat 1 Aug | 10-1 v Roman Glass St GeorgeRoman Glass St George 1-0 Droitwich Spa | Hellenic League Premier Division |
| 2 | Tue 4 Aug | 10-1 v Cinderford TownDroitwich Spa 0-1 Cinderford Town | Hellenic League Premier Division |
| 3 | Fri 7 Aug | 12-0 v Dudley TownDudley Town 0-2 Droitwich Spa | Emirates FA Cup Extra Preliminary Round |
| 4 | Sat 15 Aug | 10-0 v Coventry CopsewoodCoventry Copsewood 0-0 Droitwich Spa | FA Vase First Qualifying Round |
| 5 | Sat 22 Aug | 13-3 v Hanley TownHanley Town 3-3 Droitwich Spa | Emirates FA Cup Preliminary Round |
| 6 | Tue 25 Aug | 10-2 v Hanley TownDroitwich Spa 0-2 Hanley Town | Emirates FA Cup Preliminary Round Replay |
| 7 | Sat 29 Aug | 11-1 v Highworth TownDroitwich Spa 1-1 Highworth Town | Hellenic League Premier Division |
| 8 | Mon 31 Aug | 17-2 v Stourport SwiftsDroitwich Spa 7-2 Stourport Swifts | Hellenic League Premier Division |
| 9 | Sat 5 Sep | 10-3 v Corsham TownCorsham Town 3-0 Droitwich Spa | Hellenic League Premier Division |
| 10 | Sat 12 Sep | 10-1 v Royal Wootton BassettRoyal Wootton Bassett 1-0 Droitwich Spa | Hellenic League Premier Division |
| 11 | Sat 19 Sep | 12-0 v Mangotsfield UnitedDroitwich Spa 2-0 Mangotsfield United | Hellenic League Premier Division |
| 12 | Wed 23 Sep | 11-1 v LonglevensLonglevens 1-1 Droitwich Spa | Hellenic League Premier Division |
| 13 | Sat 26 Sep | 11-3 v Cirencester TownDroitwich Spa 1-3 Cirencester Town | Hellenic League Premier Division |
| 14 | Tue 29 Sep | 11-1 v Thornbury TownThornbury Town 1-1 Droitwich Spa | Hellenic League Premier Division |
| 15 | Sat 3 Oct | 14-1 v Malmesbury VictoriaDroitwich Spa 4-1 Malmesbury Victoria | Hellenic League Premier Division |
| 16 | Tue 6 Oct | 10-3 v Sporting Club InkberrowSporting Club Inkberrow 3-0 Droitwich Spa | Worcestershire Senior Cup Preliminary Round |
| 17 | Sat 10 Oct | 16-1 v CribbsDroitwich Spa 6-1 Cribbs | Hellenic League Premier Division |
| 18 | Sat 17 Oct | 12-1 v Bradford TownBradford Town 1-2 Droitwich Spa | Hellenic League Premier Division |
| 19 | Sat 24 Oct | 13-4 v Fairford TownDroitwich Spa 3-4 Fairford Town | Hellenic League Premier Division |
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