| 1 | Sat 1 Aug | 100-1 v Thornbury TownThornbury Town 1-0 Highworth Town | Hellenic League Premier Division |
| 2 | Tue 4 Aug | 101-4 v Malmesbury VictoriaMalmesbury Victoria 4-1 Highworth Town | Hellenic League Premier Division |
| 3 | Sat 8 Aug | 101-4 v Milton Keynes IrishHighworth Town 1-4 Milton Keynes Irish | Emirates FA Cup Extra Preliminary Round |
| 4 | Sat 5 Sep | 106-0 v WestfieldsWestfields 0-6 Highworth Town | Hellenic League Premier Division |
| 5 | Sat 12 Sep | 10 0-0 v Calne TownCalne Town 0-0 Highworth Town | FA Vase Second Qualifying Round |
| 6 | Sat 3 Oct | 141-0 v HallenHallen 0-1 Highworth Town | Hellenic League Premier Division |
| 7 | Sat 10 Oct | 103-0 v Hamworthy UnitedHighworth Town 3-0 Hamworthy United | FA Vase First Round |
| 8 | Tue 13 Oct | 102-1 v Cirencester TownHighworth Town 2-1 Cirencester Town | Hellenic League Premier Division |
| 9 | Sat 17 Oct | 41-1 v Hereford PegasusHereford Pegasus 1-1 Highworth Town | Hellenic League Premier Division |
| 10 | Tue 20 Oct | 103-0 v Royal Wootton BassettHighworth Town 3-0 Royal Wootton Bassett | Hellenic League Premier Division |
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