| 1 | Sat 2 Aug | 15-0 v Buckhurst HillMaldon & Tiptree 5-0 Buckhurst Hill | Emirates FA Cup Extra Preliminary Round |
| 2 | Sat 9 Aug | 15-1 v RedbridgeMaldon & Tiptree 5-1 Redbridge | Isthmian League - North Division |
| 3 | Tue 12 Aug | 14-2 v Brantham AthleticBrantham Athletic 2-4 Maldon & Tiptree | Isthmian League - North Division |
| 4 | Sat 16 Aug | 12-1 v HadleyHadley 1-2 Maldon & Tiptree | Emirates FA Cup Preliminary Round |
| 5 | Sat 23 Aug | 12-1 v TakeleyTakeley 1-2 Maldon & Tiptree | Isthmian League - North Division |
| 6 | Mon 25 Aug | 12-0 v TilburyMaldon & Tiptree 2-0 Tilbury | Isthmian League - North Division |
| 7 | Sat 30 Aug | 12-0 v Canvey IslandMaldon & Tiptree 2-0 Canvey Island | Emirates FA Cup First Qualifying Round |
| 8 | Sat 13 Sep | 12-0 v Stanway RoversMaldon & Tiptree 2-0 Stanway Rovers | Emirates FA Cup Second Qualifying Round |
| 9 | Tue 16 Sep | 12-0 v Cambridge CityCambridge City 0-2 Maldon & Tiptree | Isthmian League - North Division |
| 10 | Sat 20 Sep | 10-0 v WroxhamMaldon & Tiptree 0-0 Wroxham | Isthmian League - North Division |
| 11 | Sat 27 Sep | 14-2 v Waltham AbbeyWaltham Abbey 2-4 Maldon & Tiptree | Emirates FA Cup Third Qualifying Round |
| 12 | Tue 30 Sep | 13-2 v Concord RangersMaldon & Tiptree 3-2 Concord Rangers | Isthmian League - North Division |
| 13 | Sat 4 Oct | 13-0 v Brantham AthleticMaldon & Tiptree 3-0 Brantham Athletic | Isthmian League - North Division |
| 14 | Tue 7 Oct | 11-0 v Mildenhall TownMildenhall Town 0-1 Maldon & Tiptree | Isthmian League - North Division |
| 15 | Sat 11 Oct | 11-0 v Flackwell HeathMaldon & Tiptree 1-0 Flackwell Heath | Emirates FA Cup Fourth Qualifying Round |
| 16 | Tue 14 Oct | 12-0 v Cambridge CityMaldon & Tiptree 2-0 Cambridge City | Isthmian League - North Division |
| 17 | Sat 18 Oct | 11-2 v Felixstowe & Walton UnitedFelixstowe & Walton United 2-1 Maldon & Tiptree | Isthmian League - North Division |
| 18 | Sat 25 Oct | 11-0 v Downham TownMaldon & Tiptree 1-0 Downham Town | Isthmian League - North Division |
| 19 | Sat 8 Nov | 16-0 v Waltham AbbeyMaldon & Tiptree 6-0 Waltham Abbey | Isthmian League - North Division |
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