| 1 | Sat 11 Aug 2018 | 20-3 v RomfordRomford 3-0 Great Wakering Rovers | Bostik League North Division |
| 2 | Sat 18 Aug 2018 | 22-0 v Felixstowe & Walton UnitedGreat Wakering Rovers 2-0 Felixstowe & Walton United | Bostik League North Division |
| 3 | Sat 25 Aug 2018 | 24-1 v LeytonGreat Wakering Rovers 4-1 Leyton | Emirates FA Cup Preliminary Round |
| 4 | Mon 27 Aug 2018 | 2 0-1 v Basildon UnitedBasildon United 1-0 Great Wakering Rovers | Bostik League North Division |
| 5 | Sat 1 Sep 2018 | 21-1 v Brentwood TownGreat Wakering Rovers 1-1 Brentwood Town | Bostik League North Division |
| 6 | Sat 8 Sep 2018 | 23-1 v Wisbech TownGreat Wakering Rovers 3-1 Wisbech Town | Emirates FA Cup First Qualifying Round |
| 7 | Sat 15 Sep 2018 | 22-3 v Bury TownBury Town 3-2 Great Wakering Rovers | Bostik League North Division |
| 8 | Tue 18 Sep 2018 | 22-2 v Coggeshall TownCoggeshall Town 2-2 Great Wakering Rovers | Velocity Trophy First Round |
| 9 | Sat 22 Sep 2018 | 20-2 v WealdstoneWealdstone 2-0 Great Wakering Rovers | Emirates FA Cup Second Qualifying Round |
| 10 | Tue 25 Sep 2018 | 21-0 v Canvey IslandCanvey Island 0-1 Great Wakering Rovers | Bostik League North Division |
| 11 | Sun 30 Sep 2018 | 23-2 v RomfordRomford 2-3 Great Wakering Rovers | Buildbase FA Trophy Extra Preliminary Round |
| 12 | Tue 2 Oct 2018 | 2 2-1 v Dereham TownGreat Wakering Rovers 2-1 Dereham Town | Bostik League North Division |
| 13 | Sat 6 Oct 2018 | 23-4 v Grays AthleticGrays Athletic 4-3 Great Wakering Rovers | Bostik League North Division |
| 14 | Sat 13 Oct 2018 | 20-1 v East Grinstead TownGreat Wakering Rovers 0-1 East Grinstead Town | Buildbase FA Trophy Preliminary Round |
| 15 | Sat 20 Oct 2018 | 22-1 v Witham TownGreat Wakering Rovers 2-1 Witham Town | Bostik League North Division |
| 16 | Sat 27 Oct 2018 | 20-3 v BarkingGreat Wakering Rovers 0-3 Barking | Bostik League North Division |
| 17 | Sat 3 Nov 2018 | 21-1 v AFC SudburyGreat Wakering Rovers 1-1 AFC Sudbury | Bostik League North Division |
| 18 | Sat 17 Nov 2018 | 23-2 v Heybridge SwiftsGreat Wakering Rovers 3-2 Heybridge Swifts | Bostik League North Division |
| 19 | Sat 24 Nov 2018 | 21-3 v Soham Town RangersSoham Town Rangers 3-1 Great Wakering Rovers | Bostik League North Division |
| 20 | Sat 1 Dec 2018 | 22-3 v TilburyGreat Wakering Rovers 2-3 Tilbury | Bostik League North Division |
| 21 | Tue 4 Dec 2018 | 2 0-3 v AFC HornchurchAFC Hornchurch 3-0 Great Wakering Rovers | Essex County Cup Fourth Round |
| 22 | Sat 8 Dec 2018 | 21-1 v Mildenhall TownGreat Wakering Rovers 1-1 Mildenhall Town | Bostik League North Division |
| 23 | Sat 15 Dec 2018 | 20-3 v Coggeshall TownCoggeshall Town 3-0 Great Wakering Rovers | Bostik League North Division |
| 24 | Sat 12 Jan 2019 | 2 2-3 v Brentwood TownBrentwood Town 3-2 Great Wakering Rovers | Bostik League North Division |
| 25 | Sat 19 Jan 2019 | 22-1 v RomfordGreat Wakering Rovers 2-1 Romford | Bostik League North Division |
| 26 | Sat 26 Jan 2019 | 2 0-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-0 Great Wakering Rovers | Bostik League North Division |
| 27 | Tue 5 Feb 2019 | 22-1 v Canvey IslandGreat Wakering Rovers 2-1 Canvey Island | Bostik League North Division |
| 28 | Sat 9 Feb 2019 | 22-2 v Grays AthleticGreat Wakering Rovers 2-2 Grays Athletic | Bostik League North Division |
| 29 | Sat 16 Feb 2019 | 21-2 v Witham TownWitham Town 2-1 Great Wakering Rovers | Bostik League North Division |
| 30 | Sat 23 Feb 2019 | 2 1-2 v AFC SudburyAFC Sudbury 2-1 Great Wakering Rovers | Bostik League North Division |
| 31 | Sat 2 Mar 2019 | 22-3 v AveleyGreat Wakering Rovers 2-3 Aveley | Bostik League North Division |
| 32 | Tue 5 Mar 2019 | 20-2 v BarkingBarking 2-0 Great Wakering Rovers | Bostik League North Division |
| 33 | Sat 9 Mar 2019 | 20-0 v Heybridge SwiftsHeybridge Swifts 0-0 Great Wakering Rovers | Bostik League North Division |
| 34 | Sat 16 Mar 2019 | 21-1 v Soham Town RangersGreat Wakering Rovers 1-1 Soham Town Rangers | Bostik League North Division |
| 35 | Sat 23 Mar 2019 | 23-0 v TilburyTilbury 0-3 Great Wakering Rovers | Bostik League North Division |
| 36 | Sat 30 Mar 2019 | 22-2 v Coggeshall TownGreat Wakering Rovers 2-2 Coggeshall Town | Bostik League North Division |
| 37 | Sat 6 Apr 2019 | 23-0 v Mildenhall TownMildenhall Town 0-3 Great Wakering Rovers | Bostik League North Division |
| 38 | Sat 13 Apr 2019 | 31-2 v Bury TownGreat Wakering Rovers 1-2 Bury Town | Bostik League North Division |
| 39 | Fri 19 Apr 2019 | 21-3 v Maldon & TiptreeMaldon & Tiptree 3-1 Great Wakering Rovers | Bostik League North Division |
| 40 | Mon 22 Apr 2019 | 31-0 v Bowers & PitseaGreat Wakering Rovers 1-0 Bowers & Pitsea | Bostik League North Division |
| 41 | Sat 27 Apr 2019 | 21-6 v Dereham TownDereham Town 6-1 Great Wakering Rovers | Bostik League North Division |
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