| 1 | Sat 8 Sep 2018 | 82-0 v Herne BayLeatherhead 2-0 Herne Bay | Emirates FA Cup First Qualifying Round |
| 2 | Wed 12 Sep 2018 | 70-1 v WorthingLeatherhead 0-1 Worthing | Velocity Trophy First Round |
| 3 | Sat 15 Sep 2018 | 81-0 v Potters Bar TownPotters Bar Town 0-1 Leatherhead | Bostik League Premier Division |
| 4 | Sat 22 Sep 2018 | 86-0 v Haverhill RoversHaverhill Rovers 0-6 Leatherhead | Emirates FA Cup Second Qualifying Round |
| 5 | Sat 29 Sep 2018 | 81-1 v WorthingWorthing 1-1 Leatherhead | Bostik League Premier Division |
| 6 | Sat 6 Oct 2018 | 71-1 v Hanwell TownLeatherhead 1-1 Hanwell Town | Emirates FA Cup Third Qualifying Round |
| 7 | Tue 9 Oct 2018 | 7 0-0 v Hanwell TownHanwell Town 0-0 Leatherhead | Emirates FA Cup Third Qualifying Round |
| 8 | Sat 13 Oct 2018 | 70-1 v Wingate & FinchleyWingate & Finchley 1-0 Leatherhead | Bostik League Premier Division |
| 9 | Sat 20 Oct 2018 | 41-1 v Hitchin TownHitchin Town 1-1 Leatherhead | Emirates FA Cup Fourth Qualifying Round |
| 10 | Wed 24 Oct 2018 | 41-2 v Hitchin TownLeatherhead 1-2 Hitchin Town | Emirates FA Cup Fourth Qualifying Round |
| 11 | Sat 27 Oct 2018 | 71-5 v Folkestone InvictaFolkestone Invicta 5-1 Leatherhead | Buildbase FA Trophy First Qualifying Round |
| 12 | Sat 3 Nov 2018 | 72-2 v Bognor Regis TownLeatherhead 2-2 Bognor Regis Town | Bostik League Premier Division |
| 13 | Mon 5 Nov 2018 | 72-2 v Carshalton AthleticCarshalton Athletic 2-2 Leatherhead | Surrey Senior Cup First Round |
| 14 | Sat 10 Nov 2018 | 70-1 v MargateLeatherhead 0-1 Margate | Bostik League Premier Division |
| 15 | Wed 14 Nov 2018 | 82-1 v KingstonianLeatherhead 2-1 Kingstonian | Bostik League Premier Division |
| 16 | Sat 17 Nov 2018 | 84-1 v Enfield TownLeatherhead 4-1 Enfield Town | Bostik League Premier Division |
| 17 | Wed 21 Nov 2018 | 83-0 v Burgess Hill TownLeatherhead 3-0 Burgess Hill Town | Bostik League Premier Division |
| 18 | Sat 24 Nov 2018 | 82-0 v Tonbridge AngelsTonbridge Angels 0-2 Leatherhead | Bostik League Premier Division |
| 19 | Wed 28 Nov 2018 | 81-2 v Corinthian-CasualsLeatherhead 1-2 Corinthian-Casuals | Bostik League Premier Division |
| 20 | Sat 1 Dec 2018 | 70-1 v LewesLewes 1-0 Leatherhead | Bostik League Premier Division |
| 21 | Sat 8 Dec 2018 | 7 0-1 v Brightlingsea RegentLeatherhead 0-1 Brightlingsea Regent | Bostik League Premier Division |
| 22 | Tue 11 Dec 2018 | 42-0 v MersthamMerstham 0-2 Leatherhead | Bostik League Premier Division |
| 23 | Sat 15 Dec 2018 | 42-2 v Harlow TownHarlow Town 2-2 Leatherhead | Bostik League Premier Division |
| 24 | Wed 26 Dec 2018 | 41-3 v Folkestone InvictaTonbridge Angels 1-3 Folkestone Invicta | Bostik League Premier Division |
| 25 | Sat 29 Dec 2018 | 40-3 v Carshalton AthleticCarshalton Athletic 3-0 Tonbridge Angels | Bostik League Premier Division |
| 26 | Sat 5 Jan 2019 | 42-2 v Brightlingsea RegentTonbridge Angels 2-2 Brightlingsea Regent | Bostik League Premier Division |
| 27 | Sat 12 Jan 2019 | 43-2 v KingstonianTonbridge Angels 3-2 Kingstonian | Bostik League Premier Division |
| 28 | Sat 19 Jan 2019 | 44-3 v Bishop's StortfordBishop's Stortford 3-4 Tonbridge Angels | Bostik League Premier Division |
| 29 | Sat 26 Jan 2019 | 4 1-0 v Haringey BoroughTonbridge Angels 1-0 Haringey Borough | Bostik League Premier Division |
| 30 | Tue 29 Jan 2019 | 42-0 v Ebbsfleet UnitedTonbridge Angels 2-0 Ebbsfleet United | Kent Senior Cup Quarter Final |
| 31 | Sat 2 Feb 2019 | 43-2 v Bognor Regis TownBognor Regis Town 2-3 Tonbridge Angels | Bostik League Premier Division |
| 32 | Sat 9 Feb 2019 | 41-1 v MargateTonbridge Angels 1-1 Margate | Bostik League Premier Division |
| 33 | Wed 13 Feb 2019 | 42-1 v Wingate & FinchleyWingate & Finchley 1-2 Tonbridge Angels | Bostik League Premier Division |
| 34 | Sat 16 Feb 2019 | 44-0 v Burgess Hill TownBurgess Hill Town 0-4 Tonbridge Angels | Bostik League Premier Division |
| 35 | Sat 23 Feb 2019 | 40-1 v MersthamTonbridge Angels 0-1 Merstham | Bostik League Premier Division |
| 36 | Wed 27 Feb 2019 | 120-0 v LewesLewes 0-0 Tonbridge Angels | Bostik League Premier Division |
| 37 | Sat 2 Mar 2019 | 40-0 v Enfield TownEnfield Town 0-0 Tonbridge Angels | Bostik League Premier Division |
| 38 | Sat 9 Mar 2019 | 41-0 v AFC HornchurchTonbridge Angels 1-0 AFC Hornchurch | Bostik League Premier Division |
| 39 | Sat 16 Mar 2019 | 42-0 v Corinthian-CasualsTonbridge Angels 2-0 Corinthian-Casuals | Bostik League Premier Division |
| 40 | Tue 19 Mar 2019 | 40-1 v BromleyTonbridge Angels 0-1 Bromley | Kent Senior Cup Semi Final |
| 41 | Sat 23 Mar 2019 | 44-0 v WhitehawkWhitehawk 0-4 Tonbridge Angels | Bostik League Premier Division |
| 42 | Sat 30 Mar 2019 | 43-1 v Harlow TownTonbridge Angels 3-1 Harlow Town | Bostik League Premier Division |
| 43 | Sat 6 Apr 2019 | 40-1 v LeatherheadLeatherhead 1-0 Tonbridge Angels | Bostik League Premier Division |
| 44 | Sat 13 Apr 2019 | 40-2 v Dorking WanderersTonbridge Angels 0-2 Dorking Wanderers | Bostik League Premier Division |
| 45 | Fri 19 Apr 2019 | 41-1 v WorthingWorthing 1-1 Tonbridge Angels | Bostik League Premier Division |
| 46 | Mon 22 Apr 2019 | 41-0 v Carshalton AthleticTonbridge Angels 1-0 Carshalton Athletic | Bostik League Premier Division |
| 47 | Sat 27 Apr 2019 | 151-2 v Potters Bar TownPotters Bar Town 2-1 Tonbridge Angels | Bostik League Premier Division |
| 48 | Thu 2 May 2019 | 42-1 v Haringey BoroughHaringey Borough 1-2 Tonbridge Angels | Bostik League Premier Division Play-off Semi Final |
| 49 | Mon 6 May 2019 | 42-0 v MersthamTonbridge Angels 2-0 Merstham | Bostik League Premier Division Play-off Final |
| 50 | Sat 11 May 2019 | 43-2 v Metropolitan PoliceMetropolitan Police 2-3 Tonbridge Angels | Premier Division Promotion Play-off Super Play-Off Final |
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