| 1 | Sat 11 Aug 2018 | 82-0 v Chalfont St PeterChalfont St Peter 0-2 Chipstead | Bostik League South Central Division |
| 2 | Sat 18 Aug 2018 | 82-4 v Ashford Town (Middx)Chipstead 2-4 Ashford Town (Middx) | Bostik League South Central Division |
| 3 | Sat 25 Aug 2018 | 60-1 v CorinthianChipstead 0-1 Corinthian | Emirates FA Cup Preliminary Round |
| 4 | Mon 27 Aug 2018 | 61-3 v Tooting & Mitcham UnitedTooting & Mitcham United 3-1 Chipstead | Bostik League South Central Division |
| 5 | Sat 1 Sep 2018 | 83-4 v Bedfont SportsChipstead 3-4 Bedfont Sports | Bostik League South Central Division |
| 6 | Tue 4 Sep 2018 | 81-0 v Dorking WanderersChipstead 1-0 Dorking Wanderers | Velocity Trophy First Round |
| 7 | Sat 6 Oct 2018 | 163-1 v Hertford TownTooting & Mitcham United 3-1 Hertford Town | Bostik League South Central Division |
| 8 | Sat 13 Oct 2018 | 160-3 v CheshuntCheshunt 3-0 Tooting & Mitcham United | Bostik League South Central Division |
| 9 | Sat 20 Oct 2018 | 164-3 v Egham TownEgham Town 3-4 Tooting & Mitcham United | Bostik League South Central Division |
| 10 | Wed 24 Oct 2018 | 164-1 v FC RomaniaFC Romania 1-4 Tooting & Mitcham United | Bostik League South Central Division |
| 11 | Sat 27 Oct 2018 | 82-1 v Hanwell TownHanwell Town 1-2 Tooting & Mitcham United | Bostik League South Central Division |
| 12 | Sat 3 Nov 2018 | 8 2-0 v Waltham AbbeyWaltham Abbey 0-2 Tooting & Mitcham United | Bostik League South Central Division |
| 13 | Sat 10 Nov 2018 | 81-1 v WareTooting & Mitcham United 1-1 Ware | Bostik League South Central Division |
| 14 | Sat 22 Dec 2018 | 83-1 v ChipsteadChipstead 1-3 Tooting & Mitcham United | Bostik League South Central Division |
| 15 | Sat 29 Dec 2018 | 81-1 v South ParkTooting & Mitcham United 1-1 South Park | Bostik League South Central Division |
| 16 | Sat 5 Jan 2019 | 82-0 v Chalfont St PeterChalfont St Peter 0-2 Tooting & Mitcham United | Bostik League South Central Division |
| 17 | Sat 12 Jan 2019 | 81-3 v Hayes & Yeading UnitedTooting & Mitcham United 1-3 Hayes & Yeading United | Bostik League South Central Division |
| 18 | Sat 19 Jan 2019 | 80-0 v Hanwell TownTooting & Mitcham United 0-0 Hanwell Town | Bostik League South Central Division |
| 19 | Sat 26 Jan 2019 | 82-1 v Hertford TownHertford Town 1-2 Tooting & Mitcham United | Bostik League South Central Division |
| 20 | Sat 2 Feb 2019 | 83-0 v Egham TownTooting & Mitcham United 3-0 Egham Town | Bostik League South Central Division |
| 21 | Tue 5 Feb 2019 | 8 1-0 v Bedfont SportsBedfont Sports 0-1 Tooting & Mitcham United | Bostik League South Central Division |
| 22 | Sat 9 Feb 2019 | 81-1 v NorthwoodTooting & Mitcham United 1-1 Northwood | Bostik League South Central Division |
| 23 | Sat 9 Mar 2019 | 81-1 v WestfieldTooting & Mitcham United 1-1 Westfield | Bostik League South Central Division |
| 24 | Sat 16 Mar 2019 | 81-3 v Bracknell TownBracknell Town 3-1 Tooting & Mitcham United | Bostik League South Central Division |
| 25 | Tue 19 Mar 2019 | 83-2 v MoleseyMolesey 2-3 Tooting & Mitcham United | Bostik League South Central Division |
| 26 | Sat 23 Mar 2019 | 81-2 v CheshuntTooting & Mitcham United 1-2 Cheshunt | Bostik League South Central Division |
| 27 | Sat 30 Mar 2019 | 81-0 v UxbridgeUxbridge 0-1 Tooting & Mitcham United | Bostik League South Central Division |
| 28 | Sat 6 Apr 2019 | 82-0 v MoleseyTooting & Mitcham United 2-0 Molesey | Bostik League South Central Division |
| 29 | Sat 13 Apr 2019 | 82-1 v Ashford Town (Middx)Ashford Town (Middx) 1-2 Tooting & Mitcham United | Bostik League South Central Division |
| 30 | Sat 20 Apr 2019 | 81-1 v Chalfont St PeterTooting & Mitcham United 1-1 Chalfont St Peter | Bostik League South Central Division |
| 31 | Sat 27 Apr 2019 | 82-1 v FC RomaniaTooting & Mitcham United 2-1 FC Romania | Bostik League South Central Division |
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