| 1 | Sat 11 Aug 2018 | 93-2 v Folkestone InvictaFolkestone Invicta 2-3 Enfield Town | Bostik League Premier Division |
| 2 | Tue 14 Aug 2018 | 92-1 v Bishop's StortfordEnfield Town 2-1 Bishop's Stortford | Bostik League Premier Division |
| 3 | Sat 18 Aug 2018 | 92-2 v AFC HornchurchEnfield Town 2-2 AFC Hornchurch | Bostik League Premier Division |
| 4 | Sat 25 Aug 2018 | 96-1 v Burgess Hill TownBurgess Hill Town 1-6 Enfield Town | Bostik League Premier Division |
| 5 | Mon 27 Aug 2018 | 91-1 v Wingate & FinchleyWingate & Finchley 1-1 Enfield Town | Bostik League Premier Division |
| 6 | Sat 1 Sep 2018 | 91-1 v Dorking WanderersEnfield Town 1-1 Dorking Wanderers | Bostik League Premier Division |
| 7 | Sat 8 Sep 2018 | 90-3 v Bedford TownEnfield Town 0-3 Bedford Town | Emirates FA Cup First Qualifying Round |
| 8 | Sat 15 Sep 2018 | 92-2 v LewesLewes 2-2 Enfield Town | Bostik League Premier Division |
| 9 | Sat 29 Sep 2018 | 146-1 v Corinthian-CasualsCorinthian-Casuals 1-6 Enfield Town | Bostik League Premier Division |
| 10 | Sat 6 Oct 2018 | 120-0 v MersthamEnfield Town 0-0 Merstham | Bostik League Premier Division |
| 11 | Sat 13 Oct 2018 | 171-2 v MargateMargate 2-1 Enfield Town | Bostik League Premier Division |
| 12 | Tue 16 Oct 2018 | 140-0 v Brightlingsea RegentEnfield Town 0-0 Brightlingsea Regent | Bostik League Premier Division |
| 13 | Sat 20 Oct 2018 | 156-0 v WhitehawkEnfield Town 6-0 Whitehawk | Bostik League Premier Division |
| 14 | Tue 23 Oct 2018 | 152-1 v Tonbridge AngelsTonbridge Angels 1-2 Enfield Town | Bostik League Premier Division |
| 15 | Sat 27 Oct 2018 | 151-0 v Lowestoft TownLowestoft Town 0-1 Enfield Town | Buildbase FA Trophy First Qualifying Round |
| 16 | Sat 3 Nov 2018 | 15 2-2 v Haringey BoroughEnfield Town 2-2 Haringey Borough | Bostik League Premier Division |
| 17 | Tue 6 Nov 2018 | 91-4 v Hayes & Yeading UnitedHayes & Yeading United 4-1 Enfield Town | Middlesex County Cup Second Round |
| 18 | Sat 10 Nov 2018 | 121-2 v Basingstoke TownBasingstoke Town 2-1 Enfield Town | Buildbase FA Trophy Second Qualifying Round |
| 19 | Tue 13 Nov 2018 | 141-4 v WorthingEnfield Town 1-4 Worthing | Bostik League Premier Division |
| 20 | Sat 24 Nov 2018 | 120-1 v KingstonianEnfield Town 0-1 Kingstonian | Bostik League Premier Division |
| 21 | Tue 27 Nov 2018 | 92-1 v Maldon & TiptreeMaldon & Tiptree 1-2 Enfield Town | Velocity Trophy Third Round |
| 22 | Sat 1 Dec 2018 | 120-1 v Carshalton AthleticCarshalton Athletic 1-0 Enfield Town | Bostik League Premier Division |
| 23 | Tue 4 Dec 2018 | 142-1 v Bognor Regis TownBognor Regis Town 1-2 Enfield Town | Bostik League Premier Division |
| 24 | Sat 2 Feb 2019 | 93-0 v Bury TownMaldon & Tiptree 3-0 Bury Town | Bostik League North Division |
| 25 | Sat 9 Feb 2019 | 93-1 v AveleyAveley 1-3 Maldon & Tiptree | Bostik League North Division |
| 26 | Sat 16 Feb 2019 | 91-2 v Bowers & PitseaMaldon & Tiptree 1-2 Bowers & Pitsea | Bostik League North Division |
| 27 | Sat 23 Feb 2019 | 92-0 v Soham Town RangersSoham Town Rangers 0-2 Maldon & Tiptree | Bostik League North Division |
| 28 | Sat 2 Mar 2019 | 93-0 v Dereham TownMaldon & Tiptree 3-0 Dereham Town | Bostik League North Division |
| 29 | Tue 5 Mar 2019 | 95-1 v AFC SudburyAFC Sudbury 1-5 Maldon & Tiptree | Bostik League North Division |
| 30 | Sat 9 Mar 2019 | 93-2 v TilburyTilbury 2-3 Maldon & Tiptree | Bostik League North Division |
| 31 | Sat 16 Mar 2019 | 91-4 v Coggeshall TownMaldon & Tiptree 1-4 Coggeshall Town | Bostik League North Division |
| 32 | Sat 30 Mar 2019 | 152-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-2 Maldon & Tiptree | Bostik League North Division |
| 33 | Sat 6 Apr 2019 | 121-0 v Basildon UnitedMaldon & Tiptree 1-0 Basildon United | Bostik League North Division |
| 34 | Sat 13 Apr 2019 | 92-2 v Canvey IslandCanvey Island 2-2 Maldon & Tiptree | Bostik League North Division |
| 35 | Fri 19 Apr 2019 | 93-1 v Great Wakering RoversMaldon & Tiptree 3-1 Great Wakering Rovers | Bostik League North Division |
| 36 | Mon 22 Apr 2019 | 91-1 v Witham TownWitham Town 1-1 Maldon & Tiptree | Bostik League North Division |
| 37 | Sat 27 Apr 2019 | 97-1 v BarkingMaldon & Tiptree 7-1 Barking | Bostik League North Division |
| 38 | Wed 1 May 2019 | 91-0 v Coggeshall TownMaldon & Tiptree 1-0 Coggeshall Town | Bostik League North Division Play-off Semi Final |
| 39 | Sun 5 May 2019 | 92-2 v Heybridge SwiftsMaldon & Tiptree 2-2 Heybridge Swifts | Bostik League North Division Play-off Final |
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