| 1 | Sat 1 Aug | 13-2 v Phoenix SportsPhoenix Sports 2-3 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 2 | Sat 8 Aug | 12-2 v Tooting & Mitcham UnitedPetts Wood & Holmesdale 2-2 Tooting & Mitcham United | Emirates FA Cup Extra Preliminary Round |
| 3 | Tue 11 Aug | 13-2 v Tooting & Mitcham UnitedTooting & Mitcham United 2-3 Petts Wood & Holmesdale | Emirates FA Cup Extra Preliminary Round Replay |
| 4 | Sat 15 Aug | 10-1 v HassocksHassocks 1-0 Petts Wood & Holmesdale | FA Vase First Qualifying Round |
| 5 | Wed 19 Aug | 11-0 v Erith & BelvederePetts Wood & Holmesdale 1-0 Erith & Belvedere | Southern Counties East League Premier Division |
| 6 | Sat 22 Aug | 15-1 v Raynes Park ValeRaynes Park Vale 1-5 Petts Wood & Holmesdale | Emirates FA Cup Preliminary Round |
| 7 | Mon 31 Aug | 13-4 v AFC Greenwich BoroughPetts Wood & Holmesdale 3-4 AFC Greenwich Borough | Southern Counties East League Premier Division |
| 8 | Sat 5 Sep | 11-5 v Windsor & EtonPetts Wood & Holmesdale 1-5 Windsor & Eton | Emirates FA Cup First Qualifying Round |
| 9 | Tue 8 Sep | 13-1 v Sporting Bengal UnitedPetts Wood & Holmesdale 3-1 Sporting Bengal United | London Senior Cup |
| 10 | Tue 15 Sep | 12-5 v CorinthianCorinthian 5-2 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 11 | Sat 19 Sep | 11-1 v Larkfield & New HythePetts Wood & Holmesdale 1-1 Larkfield & New Hythe | Southern Counties East League Premier Division |
| 12 | Tue 22 Sep | 13-6 v FisherFisher 6-3 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 13 | Sat 26 Sep | 12-3 v Chislehurst GlebeChislehurst Glebe 3-2 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 14 | Sat 3 Oct | 11-1 v Hollands & BlairPetts Wood & Holmesdale 1-1 Hollands & Blair | Southern Counties East League Premier Division |
| 15 | Sat 10 Oct | 15-1 v Beckenham TownBeckenham Town 1-5 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 16 | Sat 24 Oct | 13-1 v Snodland TownPetts Wood & Holmesdale 3-1 Snodland Town | Southern Counties East League Premier Division |
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