| 1 | Tue 22 Oct | 101-2 v Harefield UnitedHarefield United 2-1 Hilltop | Middlesex Challenge Cup First Round |
| 2 | Sat 26 Oct | 102-1 v Wallingford & CrowmarshWallingford & Crowmarsh 1-2 Hilltop | Combined Counties League Premier Division North |
| 3 | Sat 9 Nov | 110-5 v Windsor & EtonWindsor & Eton 5-0 Hilltop | Isuzu FA Vase Second Round |
| 4 | Sat 16 Nov | 100-3 v WembleyHilltop 0-3 Wembley | Combined Counties League Premier Division North |
| 5 | Sat 23 Nov | 101-4 v Bedfont SportsHilltop 1-4 Bedfont Sports | Combined Counties League Premier Division North |
| 6 | Tue 3 Dec | 90-11 v Egham TownEgham Town 11-0 Hilltop | Combined Counties League Premier Division North |
| 7 | Sat 7 Dec | 92-0 v Wokingham TownHilltop 2-0 Wokingham Town | Combined Counties League Premier Division North |
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