| 1 | Sat 17 Nov 2018 | 93-2 v Heybridge SwiftsGreat Wakering Rovers 3-2 Heybridge Swifts | Bostik League North Division |
| 2 | Sat 24 Nov 2018 | 91-3 v Soham Town RangersSoham Town Rangers 3-1 Great Wakering Rovers | Bostik League North Division |
| 3 | Sat 1 Dec 2018 | 142-3 v TilburyGreat Wakering Rovers 2-3 Tilbury | Bostik League North Division |
| 4 | Tue 4 Dec 2018 | 9 0-3 v AFC HornchurchAFC Hornchurch 3-0 Great Wakering Rovers | Essex County Cup Fourth Round |
| 5 | Sat 8 Dec 2018 | 91-1 v Mildenhall TownGreat Wakering Rovers 1-1 Mildenhall Town | Bostik League North Division |
| 6 | Sat 15 Dec 2018 | 90-3 v Coggeshall TownCoggeshall Town 3-0 Great Wakering Rovers | Bostik League North Division |
| 7 | Mon 17 Dec 2018 | 9 2-2 v AveleyAveley 2-2 Great Wakering Rovers | Bostik League North Division |
| 8 | Sat 22 Dec 2018 | 104-1 v Basildon UnitedGreat Wakering Rovers 4-1 Basildon United | Bostik League North Division |
| 9 | Sat 29 Dec 2018 | 91-4 v Bowers & PitseaBowers & Pitsea 4-1 Great Wakering Rovers | Bostik League North Division |
| 10 | Sat 5 Jan 2019 | 102-4 v Maldon & TiptreeGreat Wakering Rovers 2-4 Maldon & Tiptree | Bostik League North Division |
| 11 | Sat 12 Jan 2019 | 102-3 v Brentwood TownBrentwood Town 3-2 Great Wakering Rovers | Bostik League North Division |
| 12 | Sat 19 Jan 2019 | 102-1 v RomfordGreat Wakering Rovers 2-1 Romford | Bostik League North Division |
| 13 | Sat 26 Jan 2019 | 100-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-0 Great Wakering Rovers | Bostik League North Division |
| 14 | Tue 5 Feb 2019 | 92-1 v Canvey IslandGreat Wakering Rovers 2-1 Canvey Island | Bostik League North Division |
| 15 | Sat 9 Feb 2019 | 92-2 v Grays AthleticGreat Wakering Rovers 2-2 Grays Athletic | Bostik League North Division |
| 16 | Sat 23 Feb 2019 | 91-2 v AFC SudburyAFC Sudbury 2-1 Great Wakering Rovers | Bostik League North Division |
| 17 | Sat 2 Mar 2019 | 92-3 v AveleyGreat Wakering Rovers 2-3 Aveley | Bostik League North Division |
| 18 | Tue 5 Mar 2019 | 160-2 v BarkingBarking 2-0 Great Wakering Rovers | Bostik League North Division |
| 19 | Sat 9 Mar 2019 | 90-0 v Heybridge SwiftsHeybridge Swifts 0-0 Great Wakering Rovers | Bostik League North Division |
| 20 | Sat 16 Mar 2019 | 101-1 v Soham Town RangersGreat Wakering Rovers 1-1 Soham Town Rangers | Bostik League North Division |
| 21 | Sat 23 Mar 2019 | 123-0 v TilburyTilbury 0-3 Great Wakering Rovers | Bostik League North Division |
| 22 | Sat 30 Mar 2019 | 92-2 v Coggeshall TownGreat Wakering Rovers 2-2 Coggeshall Town | Bostik League North Division |
| 23 | Sat 6 Apr 2019 | 9 3-0 v Mildenhall TownMildenhall Town 0-3 Great Wakering Rovers | Bostik League North Division |
| 24 | Sat 13 Apr 2019 | 91-2 v Bury TownGreat Wakering Rovers 1-2 Bury Town | Bostik League North Division |
| 25 | Fri 19 Apr 2019 | 91-3 v Maldon & TiptreeMaldon & Tiptree 3-1 Great Wakering Rovers | Bostik League North Division |
| 26 | Mon 22 Apr 2019 | 141-0 v Bowers & PitseaGreat Wakering Rovers 1-0 Bowers & Pitsea | Bostik League North Division |
| 27 | Sat 27 Apr 2019 | 101-6 v Dereham TownDereham Town 6-1 Great Wakering Rovers | Bostik League North Division |
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