| 1 | Tue 15 Oct 2019 | 5 1-2 v Frimley GreenTooting & Mitcham United 1-2 Frimley Green | Surrey Senior Cup Preliminary Round |
| 2 | Tue 5 Nov 2019 | 41-3 v Chertsey TownTooting & Mitcham United 1-3 Chertsey Town | Velocity Trophy Group 10 |
| 3 | Tue 19 Nov 2019 | 141-2 v Staines TownTooting & Mitcham United 1-2 Staines Town | BetVictor Isthmian South Central Division |
| 4 | Tue 26 Nov 2019 | 201-2 v WhyteleafeTooting & Mitcham United 1-2 Whyteleafe | Velocity Trophy Group 10 |
| 5 | Tue 3 Dec 2019 | 20 1-0 v BarkingTooting & Mitcham United 1-0 Barking | London County Cup Second Round |
| 6 | Sat 7 Dec 2019 | 205-0 v Chertsey TownChertsey Town 0-5 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 7 | Sat 14 Dec 2019 | 202-1 v WareTooting & Mitcham United 2-1 Ware | BetVictor Isthmian South Central Division |
| 8 | Sat 28 Dec 2019 | 201-4 v ChipsteadTooting & Mitcham United 1-4 Chipstead | BetVictor Isthmian South Central Division |
| 9 | Tue 7 Jan 2020 | 204-1 v Chalfont St PeterChalfont St Peter 1-4 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 10 | Sat 18 Jan 2020 | 206-0 v FC RomaniaTooting & Mitcham United 6-0 FC Romania | BetVictor Isthmian South Central Division |
| 11 | Wed 22 Jan 2020 | 201-2 v Erith TownErith Town 2-1 Tooting & Mitcham United | London County Cup Quarter Final |
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