| 1 | Tue 7 Aug 2018 | 1-1 v BarnetBarnet 1-1 Braintree Town | National League |
| 2 | Sat 11 Aug 2018 | 0-1 v ChesterfieldChesterfield 1-0 Braintree Town | National League |
| 3 | Tue 14 Aug 2018 | 1-1 v Hartlepool UnitedBraintree Town 1-1 Hartlepool United | National League |
| 4 | Sat 18 Aug 2018 | 3-4 v Havant & WaterloovilleBraintree Town 3-4 Havant & Waterlooville | National League |
| 5 | Sat 25 Aug 2018 | 0-1 v BarrowBarrow 1-0 Braintree Town | National League |
| 6 | Sat 15 Sep 2018 | 1-0 v GatesheadGateshead 0-1 Braintree Town | National League |
| 7 | Sat 22 Sep 2018 | 0-1 v Maidstone UnitedBraintree Town 0-1 Maidstone United | National League |
| 8 | Sat 29 Sep 2018 | 0-3 v AFC FyldeAFC Fylde 3-0 Braintree Town | National League |
| 9 | Sat 6 Oct 2018 | 1-2 v EastleighBraintree Town 1-2 Eastleigh | National League |
| 10 | Sat 13 Oct 2018 | 2-2 v Salford CitySalford City 2-2 Braintree Town | National League |
| 11 | Sat 27 Oct 2018 | 2-1 v Dover AthleticBraintree Town 2-1 Dover Athletic | National League |
| 12 | Tue 30 Oct 2018 | 4-2 v BromleyBromley 2-4 Braintree Town | National League |
| 13 | Sat 3 Nov 2018 | 0-1 v Aldershot TownAldershot Town 1-0 Braintree Town | National League |
| 14 | Sat 17 Nov 2018 | 0-3 v Solihull MoorsBraintree Town 0-3 Solihull Moors | National League |
| 15 | Sat 1 Dec 2018 | 0-2 v BarrowBraintree Town 0-2 Barrow | National League |
| 16 | Sat 8 Dec 2018 | 1-2 v Havant & WaterloovilleHavant & Waterlooville 2-1 Braintree Town | National League |
| 17 | Sat 29 Dec 2018 | 1-0 v Maidenhead UnitedMaidenhead United 0-1 Braintree Town | National League |
| 18 | Tue 1 Jan 2019 | 0-4 v Ebbsfleet UnitedBraintree Town 0-4 Ebbsfleet United | National League |
| 19 | Sat 23 Feb 2019 | 20-2 v Brightlingsea RegentBrightlingsea Regent 2-0 Kingstonian | Bostik League Premier Division |
| 20 | Sat 2 Mar 2019 | 21-2 v Wingate & FinchleyKingstonian 1-2 Wingate & Finchley | Bostik League Premier Division |
| 21 | Sat 9 Mar 2019 | 21-3 v Harlow TownHarlow Town 3-1 Kingstonian | Bostik League Premier Division |
| 22 | Sat 16 Mar 2019 | 142-3 v Burgess Hill TownKingstonian 2-3 Burgess Hill Town | Bostik League Premier Division |
| 23 | Sat 30 Mar 2019 | 20-1 v MargateMargate 1-0 Kingstonian | Bostik League Premier Division |
| 24 | Sat 6 Apr 2019 | 22-1 v Enfield TownKingstonian 2-1 Enfield Town | Bostik League Premier Division |
| 25 | Sat 13 Apr 2019 | 20-2 v Haringey BoroughHaringey Borough 2-0 Kingstonian | Bostik League Premier Division |
| 26 | Sat 20 Apr 2019 | 22-3 v AFC HornchurchKingstonian 2-3 AFC Hornchurch | Bostik League Premier Division |
| 27 | Mon 22 Apr 2019 | 20-2 v MersthamMerstham 2-0 Kingstonian | Bostik League Premier Division |
| 28 | Sat 27 Apr 2019 | 20-4 v LeatherheadKingstonian 0-4 Leatherhead | Bostik League Premier Division |
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