| 1 | Sat 10 Aug | 8 6-1 v GreenwaysGreenways 1-6 Canterbury City | Southern Counties East League First Division |
| 2 | Sat 17 Aug | 8 2-2 v Soul Tower HamletsSoul Tower Hamlets 2-2 Canterbury City | Southern Counties East League First Division |
| 3 | Sat 24 Aug | 8 0-2 v Forest Hill ParkCanterbury City 0-2 Forest Hill Park | Southern Counties East League First Division |
| 4 | Mon 26 Aug | 80-0 v Faversham Strike ForceFaversham Strike Force 0-0 Canterbury City | Southern Counties East League First Division |
| 5 | Sat 31 Aug | 83-0 v FC ElmsteadFC Elmstead 0-3 Canterbury City | Southern Counties East League First Division |
| 6 | Sat 7 Sep | 82-1 v Meridian VPCanterbury City 2-1 Meridian VP | Southern Counties East League First Division |
| 7 | Wed 11 Sep | 82-2 v Staplehurst MonarchsStaplehurst Monarchs 2-2 Canterbury City | Southern Counties East League First Division |
| 8 | Sat 14 Sep | 81-1 v CroydonCanterbury City 1-1 Croydon | Southern Counties East League First Division |
| 9 | Sat 21 Sep | 8 0-0 v Lordswood AFCCanterbury City 0-0 Lordswood AFC | Isuzu FA Vase Second Qualifying Round |
| 10 | Sat 28 Sep | 80-0 v Clapton CommunityClapton Community 0-0 Canterbury City | Southern Counties East League First Division |
| 11 | Tue 1 Oct | 83-2 v Sheppey SportsCanterbury City 3-2 Sheppey Sports | Southern Counties East League First Division |
| 12 | Sat 5 Oct | 81-1 v Bridon RopesCanterbury City 1-1 Bridon Ropes | Southern Counties East League First Division |
| 13 | Tue 15 Oct | 8 2-1 v Larkfield & New HytheCanterbury City 2-1 Larkfield & New Hythe | P&Co SCEFL Challenge Cup First Round |
| 14 | Sat 19 Oct | 83-0 v Halls AFCCanterbury City 3-0 Halls AFC | Southern Counties East League First Division |
| 15 | Sat 2 Nov | 81-2 v Soul Tower HamletsCanterbury City 1-2 Soul Tower Hamlets | Southern Counties East League First Division |
| 16 | Tue 12 Nov | 80-2 v Snodland TownSnodland Town 2-0 Canterbury City | P&Co SCEFL Challenge Cup Second Round |
| 17 | Sat 16 Nov | 83-0 v Welling TownCanterbury City 3-0 Welling Town | Southern Counties East League First Division |
| 18 | Sat 23 Nov | 80-1 v SC ThamesmeadSC Thamesmead 1-0 Canterbury City | Southern Counties East League First Division |
| 19 | Sat 30 Nov | 84-2 v GreenwaysCanterbury City 4-2 Greenways | Southern Counties East League First Division |
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