| 1 | Sat 11 Aug 2018 | 23-2 v Folkestone InvictaFolkestone Invicta 2-3 Enfield Town | Bostik League Premier Division |
| 2 | Tue 14 Aug 2018 | 22-1 v Bishop's StortfordEnfield Town 2-1 Bishop's Stortford | Bostik League Premier Division |
| 3 | Sat 18 Aug 2018 | 22-2 v AFC HornchurchEnfield Town 2-2 AFC Hornchurch | Bostik League Premier Division |
| 4 | Sat 25 Aug 2018 | 26-1 v Burgess Hill TownBurgess Hill Town 1-6 Enfield Town | Bostik League Premier Division |
| 5 | Mon 27 Aug 2018 | 21-1 v Wingate & FinchleyWingate & Finchley 1-1 Enfield Town | Bostik League Premier Division |
| 6 | Sat 1 Sep 2018 | 21-1 v Dorking WanderersEnfield Town 1-1 Dorking Wanderers | Bostik League Premier Division |
| 7 | Sat 8 Sep 2018 | 20-3 v Bedford TownEnfield Town 0-3 Bedford Town | Emirates FA Cup First Qualifying Round |
| 8 | Sat 15 Sep 2018 | 2 2-2 v LewesLewes 2-2 Enfield Town | Bostik League Premier Division |
| 9 | Sat 20 Oct 2018 | 26-0 v WhitehawkEnfield Town 6-0 Whitehawk | Bostik League Premier Division |
| 10 | Tue 23 Oct 2018 | 22-1 v Tonbridge AngelsTonbridge Angels 1-2 Enfield Town | Bostik League Premier Division |
| 11 | Sat 27 Oct 2018 | 21-0 v Lowestoft TownLowestoft Town 0-1 Enfield Town | Buildbase FA Trophy First Qualifying Round |
| 12 | Sat 3 Nov 2018 | 22-2 v Haringey BoroughEnfield Town 2-2 Haringey Borough | Bostik League Premier Division |
| 13 | Sat 10 Nov 2018 | 21-2 v Basingstoke TownBasingstoke Town 2-1 Enfield Town | Buildbase FA Trophy Second Qualifying Round |
| 14 | Tue 13 Nov 2018 | 2 1-4 v WorthingEnfield Town 1-4 Worthing | Bostik League Premier Division |
| 15 | Sat 17 Nov 2018 | 21-4 v LeatherheadLeatherhead 4-1 Enfield Town | Bostik League Premier Division |
| 16 | Sat 1 Dec 2018 | 150-1 v Carshalton AthleticCarshalton Athletic 1-0 Enfield Town | Bostik League Premier Division |
| 17 | Tue 4 Dec 2018 | 22-1 v Bognor Regis TownBognor Regis Town 1-2 Enfield Town | Bostik League Premier Division |
| 18 | Sat 8 Dec 2018 | 24-1 v Harlow TownEnfield Town 4-1 Harlow Town | Bostik League Premier Division |
| 19 | Wed 26 Dec 2018 | 24-1 v Wingate & FinchleyEnfield Town 4-1 Wingate & Finchley | Bostik League Premier Division |
| 20 | Sat 29 Dec 2018 | 22-1 v Potters Bar TownPotters Bar Town 1-2 Enfield Town | Bostik League Premier Division |
| 21 | Sat 5 Jan 2019 | 2 1-1 v LewesEnfield Town 1-1 Lewes | Bostik League Premier Division |
| 22 | Sat 12 Jan 2019 | 140-1 v MersthamMerstham 1-0 Enfield Town | Bostik League Premier Division |
| 23 | Tue 15 Jan 2019 | 54-1 v Burgess Hill TownEnfield Town 4-1 Burgess Hill Town | Velocity Trophy Quarter Final |
| 24 | Sat 19 Jan 2019 | 140-2 v Corinthian-CasualsEnfield Town 0-2 Corinthian-Casuals | Bostik League Premier Division |
| 25 | Tue 22 Jan 2019 | 20-1 v Dorking WanderersDorking Wanderers 1-0 Enfield Town | Bostik League Premier Division |
| 26 | Sat 26 Jan 2019 | 23-0 v WorthingWorthing 0-3 Enfield Town | Bostik League Premier Division |
| 27 | Sat 2 Feb 2019 | 24-0 v MargateEnfield Town 4-0 Margate | Bostik League Premier Division |
| 28 | Tue 5 Feb 2019 | 2 1-2 v Bishop's StortfordBishop's Stortford 2-1 Enfield Town | Bostik League Premier Division |
| 29 | Sat 9 Feb 2019 | 53-1 v Burgess Hill TownEnfield Town 3-1 Burgess Hill Town | Bostik League Premier Division |
| 30 | Tue 12 Feb 2019 | 53-3 v Bishop's StortfordEnfield Town 3-3 Bishop's Stortford | Velocity Trophy Semi Final |
| 31 | Sat 16 Feb 2019 | 2 0-2 v AFC HornchurchAFC Hornchurch 2-0 Enfield Town | Bostik League Premier Division |
| 32 | Sat 23 Feb 2019 | 22-0 v Folkestone InvictaEnfield Town 2-0 Folkestone Invicta | Bostik League Premier Division |
| 33 | Sat 2 Mar 2019 | 4 0-0 v Tonbridge AngelsEnfield Town 0-0 Tonbridge Angels | Bostik League Premier Division |
| 34 | Sat 9 Mar 2019 | 43-1 v WhitehawkWhitehawk 1-3 Enfield Town | Bostik League Premier Division |
| 35 | Sat 16 Mar 2019 | 23-3 v Bognor Regis TownEnfield Town 3-3 Bognor Regis Town | Bostik League Premier Division |
| 36 | Sat 23 Mar 2019 | 21-3 v Haringey BoroughHaringey Borough 3-1 Enfield Town | Bostik League Premier Division |
| 37 | Sat 30 Mar 2019 | 50-1 v LeatherheadEnfield Town 0-1 Leatherhead | Bostik League Premier Division |
| 38 | Wed 10 Apr 2019 | 5 2-0 v AFC HornchurchAFC Hornchurch 0-2 Enfield Town | Velocity Trophy Final |
| 39 | Sat 20 Apr 2019 | 2 3-1 v Harlow TownHarlow Town 1-3 Enfield Town | Bostik League Premier Division |
| 40 | Mon 22 Apr 2019 | 53-1 v Potters Bar TownEnfield Town 3-1 Potters Bar Town | Bostik League Premier Division |
| 41 | Sat 27 Apr 2019 | 50-1 v Brightlingsea RegentBrightlingsea Regent 1-0 Enfield Town | Bostik League Premier Division |
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