| 1 | Sat 14 Sep 2019 | 123-0 v Basildon UnitedMaldon & Tiptree 3-0 Basildon United | BetVictor Isthmian North Division |
| 2 | Tue 17 Sep 2019 | 125-0 v Canvey IslandMaldon & Tiptree 5-0 Canvey Island | BetVictor Isthmian North Division |
| 3 | Sat 21 Sep 2019 | 124-2 v Wingate & FinchleyMaldon & Tiptree 4-2 Wingate & Finchley | Emirates FA Cup Second Qualifying Round |
| 4 | Tue 24 Sep 2019 | 83-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-3 Maldon & Tiptree | Velocity Trophy Group 1 |
| 5 | Sat 28 Sep 2019 | 115-0 v Felixstowe & Walton UnitedMaldon & Tiptree 5-0 Felixstowe & Walton United | Buildbase FA Trophy Extra Preliminary Round |
| 6 | Tue 8 Oct 2019 | 87-1 v Wivenhoe TownMaldon & Tiptree 7-1 Wivenhoe Town | Essex County Cup Third Round |
| 7 | Sat 12 Oct 2019 | 165-2 v Cray Valley PMMaldon & Tiptree 5-2 Cray Valley PM | Buildbase FA Trophy Preliminary Round |
| 8 | Sat 19 Oct 2019 | 143-1 v Royston TownRoyston Town 1-3 Maldon & Tiptree | Emirates FA Cup Fourth Qualifying Round |
| 9 | Tue 22 Oct 2019 | 82-2 v AFC SudburyMaldon & Tiptree 2-2 AFC Sudbury | Velocity Trophy Group 1 |
| 10 | Sat 26 Oct 2019 | 163-0 v Cray WanderersMaldon & Tiptree 3-0 Cray Wanderers | Buildbase FA Trophy First Qualifying Round |
| 11 | Tue 29 Oct 2019 | 122-0 v Felixstowe & Walton UnitedFelixstowe & Walton United 0-2 Maldon & Tiptree | BetVictor Isthmian North Division |
| 12 | Sat 2 Nov 2019 | 123-1 v Grays AthleticMaldon & Tiptree 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 13 | Wed 13 Nov 2019 | 16 4-3 v Folkestone InvictaMaldon & Tiptree 4-3 Folkestone Invicta | Buildbase FA Trophy Second Qualifying Round |
| 14 | Tue 19 Nov 2019 | 86-1 v Bury TownMaldon & Tiptree 6-1 Bury Town | Velocity Trophy Group 1 |
Football Web Pages