| 1 | Tue 23 Sep | 160-3 v North Greenford UnitedNorth Greenford United 3-0 Ashford Town (Middx) | Middlesex Challenge Cup First Round |
| 2 | Tue 30 Sep | 21-1 v British AirwaysAshford Town (Middx) 1-1 British Airways | Combined Counties League Premier Division North |
| 3 | Tue 7 Oct | 81-3 v KnaphillAshford Town (Middx) 1-3 Knaphill | Surrey Senior Cup First Round |
| 4 | Sat 11 Oct | 17 1-2 v Ardley UnitedAshford Town (Middx) 1-2 Ardley United | Combined Counties League Premier Division North |
| 5 | Sat 18 Oct | 105-4 v HilltopAshford Town (Middx) 5-4 Hilltop | Combined Counties League Premier Division North |
| 6 | Wed 22 Oct | 103-0 v Milton UnitedMilton United 0-3 Ashford Town (Middx) | Combined Counties League Premier Division North |
| 7 | Sat 8 Nov | 121-0 v Broadfields UnitedBroadfields United 0-1 Ashford Town (Middx) | Combined Counties League Premier Division North |
| 8 | Tue 11 Nov | 22-0 v Edgware & KingsburyEdgware & Kingsbury 0-2 Ashford Town (Middx) | Combined Counties League Premier Division North |
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