| 1 | Mon 27 Aug 2018 | 140-1 v Basildon UnitedBasildon United 1-0 Great Wakering Rovers | Bostik League North Division |
| 2 | Sat 1 Sep 2018 | 31-1 v Brentwood TownGreat Wakering Rovers 1-1 Brentwood Town | Bostik League North Division |
| 3 | Tue 18 Sep 2018 | 32-2 v Coggeshall TownCoggeshall Town 2-2 Great Wakering Rovers | Velocity Trophy First Round |
| 4 | Sat 22 Sep 2018 | 140-2 v WealdstoneWealdstone 2-0 Great Wakering Rovers | Emirates FA Cup Second Qualifying Round |
| 5 | Sun 30 Sep 2018 | 33-2 v RomfordRomford 2-3 Great Wakering Rovers | Buildbase FA Trophy Extra Preliminary Round |
| 6 | Sat 13 Oct 2018 | 30-1 v East Grinstead TownGreat Wakering Rovers 0-1 East Grinstead Town | Buildbase FA Trophy Preliminary Round |
| 7 | Sat 20 Oct 2018 | 32-1 v Witham TownGreat Wakering Rovers 2-1 Witham Town | Bostik League North Division |
| 8 | Sat 27 Oct 2018 | 30-3 v BarkingGreat Wakering Rovers 0-3 Barking | Bostik League North Division |
| 9 | Sat 17 Nov 2018 | 163-2 v Heybridge SwiftsGreat Wakering Rovers 3-2 Heybridge Swifts | Bostik League North Division |
| 10 | Sat 1 Dec 2018 | 32-3 v TilburyGreat Wakering Rovers 2-3 Tilbury | Bostik League North Division |
| 11 | Mon 17 Dec 2018 | 22-2 v AveleyAveley 2-2 Great Wakering Rovers | Bostik League North Division |
| 12 | Sat 22 Dec 2018 | 24-1 v Basildon UnitedGreat Wakering Rovers 4-1 Basildon United | Bostik League North Division |
| 13 | Sat 29 Dec 2018 | 2 1-4 v Bowers & PitseaBowers & Pitsea 4-1 Great Wakering Rovers | Bostik League North Division |
| 14 | Sat 5 Jan 2019 | 22-4 v Maldon & TiptreeGreat Wakering Rovers 2-4 Maldon & Tiptree | Bostik League North Division |
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