| 1 | Sat 11 Aug 2018 | 13-2 v Folkestone InvictaFolkestone Invicta 2-3 Enfield Town | Bostik League Premier Division |
| 2 | Tue 14 Aug 2018 | 12-1 v Bishop's StortfordEnfield Town 2-1 Bishop's Stortford | Bostik League Premier Division |
| 3 | Sat 18 Aug 2018 | 12-2 v AFC HornchurchEnfield Town 2-2 AFC Hornchurch | Bostik League Premier Division |
| 4 | Tue 21 Aug 2018 | 11-0 v Canvey IslandCanvey Island 0-1 Enfield Town | Velocity Trophy Preliminary Round |
| 5 | Sat 25 Aug 2018 | 16-1 v Burgess Hill TownBurgess Hill Town 1-6 Enfield Town | Bostik League Premier Division |
| 6 | Mon 27 Aug 2018 | 11-1 v Wingate & FinchleyWingate & Finchley 1-1 Enfield Town | Bostik League Premier Division |
| 7 | Sat 1 Sep 2018 | 11-1 v Dorking WanderersEnfield Town 1-1 Dorking Wanderers | Bostik League Premier Division |
| 8 | Sat 8 Sep 2018 | 10-3 v Bedford TownEnfield Town 0-3 Bedford Town | Emirates FA Cup First Qualifying Round |
| 9 | Sat 15 Sep 2018 | 12-2 v LewesLewes 2-2 Enfield Town | Bostik League Premier Division |
| 10 | Sat 22 Sep 2018 | 12-1 v WareEnfield Town 2-1 Ware | Velocity Trophy Second Round |
| 11 | Sat 29 Sep 2018 | 16-1 v Corinthian-CasualsCorinthian-Casuals 1-6 Enfield Town | Bostik League Premier Division |
| 12 | Sat 13 Oct 2018 | 11-2 v MargateMargate 2-1 Enfield Town | Bostik League Premier Division |
| 13 | Tue 16 Oct 2018 | 10-0 v Brightlingsea RegentEnfield Town 0-0 Brightlingsea Regent | Bostik League Premier Division |
| 14 | Sat 20 Oct 2018 | 16-0 v WhitehawkEnfield Town 6-0 Whitehawk | Bostik League Premier Division |
| 15 | Tue 23 Oct 2018 | 12-1 v Tonbridge AngelsTonbridge Angels 1-2 Enfield Town | Bostik League Premier Division |
| 16 | Sat 27 Oct 2018 | 11-0 v Lowestoft TownLowestoft Town 0-1 Enfield Town | Buildbase FA Trophy First Qualifying Round |
| 17 | Sat 3 Nov 2018 | 12-2 v Haringey BoroughEnfield Town 2-2 Haringey Borough | Bostik League Premier Division |
| 18 | Tue 6 Nov 2018 | 11-4 v Hayes & Yeading UnitedHayes & Yeading United 4-1 Enfield Town | Middlesex County Cup Second Round |
| 19 | Sat 10 Nov 2018 | 11-2 v Basingstoke TownBasingstoke Town 2-1 Enfield Town | Buildbase FA Trophy Second Qualifying Round |
| 20 | Tue 13 Nov 2018 | 11-4 v WorthingEnfield Town 1-4 Worthing | Bostik League Premier Division |
| 21 | Sat 17 Nov 2018 | 11-4 v LeatherheadLeatherhead 4-1 Enfield Town | Bostik League Premier Division |
| 22 | Sat 24 Nov 2018 | 10-1 v KingstonianEnfield Town 0-1 Kingstonian | Bostik League Premier Division |
| 23 | Tue 27 Nov 2018 | 12-1 v Maldon & TiptreeMaldon & Tiptree 1-2 Enfield Town | Velocity Trophy Third Round |
| 24 | Sat 1 Dec 2018 | 10-1 v Carshalton AthleticCarshalton Athletic 1-0 Enfield Town | Bostik League Premier Division |
| 25 | Tue 4 Dec 2018 | 12-1 v Bognor Regis TownBognor Regis Town 1-2 Enfield Town | Bostik League Premier Division |
| 26 | Sat 8 Dec 2018 | 14-1 v Harlow TownEnfield Town 4-1 Harlow Town | Bostik League Premier Division |
| 27 | Wed 26 Dec 2018 | 14-1 v Wingate & FinchleyEnfield Town 4-1 Wingate & Finchley | Bostik League Premier Division |
| 28 | Sat 29 Dec 2018 | 12-1 v Potters Bar TownPotters Bar Town 1-2 Enfield Town | Bostik League Premier Division |
| 29 | Sat 5 Jan 2019 | 11-1 v LewesEnfield Town 1-1 Lewes | Bostik League Premier Division |
| 30 | Sat 12 Jan 2019 | 10-1 v MersthamMerstham 1-0 Enfield Town | Bostik League Premier Division |
| 31 | Tue 15 Jan 2019 | 14-1 v Burgess Hill TownEnfield Town 4-1 Burgess Hill Town | Velocity Trophy Quarter Final |
| 32 | Sat 19 Jan 2019 | 10-2 v Corinthian-CasualsEnfield Town 0-2 Corinthian-Casuals | Bostik League Premier Division |
| 33 | Tue 22 Jan 2019 | 10-1 v Dorking WanderersDorking Wanderers 1-0 Enfield Town | Bostik League Premier Division |
| 34 | Sat 26 Jan 2019 | 13-0 v WorthingWorthing 0-3 Enfield Town | Bostik League Premier Division |
| 35 | Sat 9 Feb 2019 | 13-1 v Burgess Hill TownEnfield Town 3-1 Burgess Hill Town | Bostik League Premier Division |
| 36 | Tue 12 Feb 2019 | 13-3 v Bishop's StortfordEnfield Town 3-3 Bishop's Stortford | Velocity Trophy Semi Final |
| 37 | Sat 6 Apr 2019 | 11-2 v KingstonianKingstonian 2-1 Enfield Town | Bostik League Premier Division |
| 38 | Wed 10 Apr 2019 | 12-0 v AFC HornchurchAFC Hornchurch 0-2 Enfield Town | Velocity Trophy Final |
| 39 | Sat 13 Apr 2019 | 10-3 v Carshalton AthleticEnfield Town 0-3 Carshalton Athletic | Bostik League Premier Division |
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