| 1 | Sat 17 Aug 2019 | 21-0 v Hertford TownHertford Town 0-1 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 2 | Tue 20 Aug 2019 | 23-1 v Ashford Town (Middx)Tooting & Mitcham United 3-1 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 3 | Sat 24 Aug 2019 | 21-0 v Faversham TownTooting & Mitcham United 1-0 Faversham Town | Emirates FA Cup Preliminary Round |
| 4 | Mon 26 Aug 2019 | 22-1 v ChipsteadChipstead 1-2 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 5 | Sat 31 Aug 2019 | 22-1 v NorthwoodTooting & Mitcham United 2-1 Northwood | BetVictor Isthmian South Central Division |
| 6 | Sat 7 Sep 2019 | 23-1 v AFC VarndeniansTooting & Mitcham United 3-1 AFC Varndenians | Emirates FA Cup First Qualifying Round |
| 7 | Tue 10 Sep 2019 | 22-1 v South ParkSouth Park 1-2 Tooting & Mitcham United | Velocity Trophy Group 10 |
| 8 | Sat 14 Sep 2019 | 21-1 v Harlow TownHarlow Town 1-1 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 9 | Tue 17 Sep 2019 | 24-0 v Bedfont SportsTooting & Mitcham United 4-0 Bedfont Sports | BetVictor Isthmian South Central Division |
| 10 | Sat 21 Sep 2019 | 21-0 v Dorking WanderersTooting & Mitcham United 1-0 Dorking Wanderers | Emirates FA Cup Second Qualifying Round |
| 11 | Sat 28 Sep 2019 | 23-0 v Waltham AbbeyWaltham Abbey 0-3 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 12 | Sat 5 Oct 2019 | 20-2 v Poole TownTooting & Mitcham United 0-2 Poole Town | Emirates FA Cup Third Qualifying Round |
| 13 | Tue 15 Oct 2019 | 21-2 v Frimley GreenTooting & Mitcham United 1-2 Frimley Green | Surrey Senior Cup Preliminary Round |
| 14 | Tue 22 Oct 2019 | 21-1 v ChipsteadChipstead 1-1 Tooting & Mitcham United | Velocity Trophy Group 10 |
| 15 | Sat 26 Oct 2019 | 21-0 v SittingbourneSittingbourne 0-1 Tooting & Mitcham United | Buildbase FA Trophy First Qualifying Round |
| 16 | Tue 5 Nov 2019 | 21-3 v Chertsey TownTooting & Mitcham United 1-3 Chertsey Town | Velocity Trophy Group 10 |
| 17 | Sat 23 Nov 2019 | 21-2 v Carshalton AthleticCarshalton Athletic 2-1 Tooting & Mitcham United | Buildbase FA Trophy Third Qualifying Round |
| 18 | Sat 28 Dec 2019 | 2 1-4 v ChipsteadTooting & Mitcham United 1-4 Chipstead | BetVictor Isthmian South Central Division |
| 19 | Tue 7 Jan 2020 | 24-1 v Chalfont St PeterChalfont St Peter 1-4 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 20 | Sat 11 Jan 2020 | 21-2 v UxbridgeTooting & Mitcham United 1-2 Uxbridge | BetVictor Isthmian South Central Division |
| 21 | Sat 18 Jan 2020 | 26-0 v FC RomaniaTooting & Mitcham United 6-0 FC Romania | BetVictor Isthmian South Central Division |
| 22 | Wed 22 Jan 2020 | 21-2 v Erith TownErith Town 2-1 Tooting & Mitcham United | London County Cup Quarter Final |
| 23 | Sat 25 Jan 2020 | 2 1-1 v Staines TownStaines Town 1-1 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 24 | Sat 8 Feb 2020 | 21-2 v Chertsey TownTooting & Mitcham United 1-2 Chertsey Town | BetVictor Isthmian South Central Division |
| 25 | Sat 15 Feb 2020 | 21-2 v WareWare 2-1 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 26 | Sat 7 Mar 2020 | 25-2 v Hanwell TownHanwell Town 2-5 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
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