| 1 | Sat 5 Sep | 50-2 v MoultonMoulton 2-0 Highgate United | United Counties League Premier Division South |
| 2 | Fri 11 Sep | 191-6 v Hinckley AFCHinckley AFC 6-1 Highgate United | FA Vase Second Qualifying Round |
| 3 | Sat 19 Sep | 100-1 v FC PeterboroughFC Peterborough 1-0 Highgate United | United Counties League Premier Division South |
| 4 | Sat 26 Sep | 90-1 v HistonHighgate United 0-1 Histon | United Counties League Premier Division South |
| 5 | Sat 3 Oct | 20-2 v Northampton Sileby RangersNorthampton Sileby Rangers 2-0 Highgate United | United Counties League Premier Division South |
| 6 | Tue 6 Oct | 20-3 v Lutterworth TownLutterworth Town 3-0 Highgate United | United Counties League Premier Division South |
| 7 | Fri 9 Oct | 21-1 v Daventry TownDaventry Town 1-1 Highgate United | United Counties League Premier Division South |
| 8 | Sat 17 Oct | 20-7 v Coventry SphinxHighgate United 0-7 Coventry Sphinx | United Counties League Premier Division South |
| 9 | Sat 24 Oct | 141-1 v Eynesbury RoversEynesbury Rovers 1-1 Highgate United | United Counties League Premier Division South |
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