| 1 | 17/8/2019 | 81-0 v Hertford TownHertford Town 0-1 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 2 | 20/8/2019 | 103-1 v Ashford Town (Middx)Tooting & Mitcham United 3-1 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 3 | 24/8/2019 | 101-0 v Faversham TownTooting & Mitcham United 1-0 Faversham Town | Emirates FA Cup Preliminary Round |
| 4 | 26/8/2019 | 102-1 v ChipsteadChipstead 1-2 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 5 | 31/8/2019 | 102-1 v NorthwoodTooting & Mitcham United 2-1 Northwood | BetVictor Isthmian South Central Division |
| 6 | 7/9/2019 | 103-1 v AFC VarndeniansTooting & Mitcham United 3-1 AFC Varndenians | Emirates FA Cup First Qualifying Round |
| 7 | 14/9/2019 | 10 1-1 v Harlow TownHarlow Town 1-1 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 8 | 17/9/2019 | 104-0 v Bedfont SportsTooting & Mitcham United 4-0 Bedfont Sports | BetVictor Isthmian South Central Division |
| 9 | 21/9/2019 | 101-0 v Dorking WanderersTooting & Mitcham United 1-0 Dorking Wanderers | Emirates FA Cup Second Qualifying Round |
| 10 | 28/9/2019 | 103-0 v Waltham AbbeyWaltham Abbey 0-3 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 11 | 5/10/2019 | 10 0-2 v Poole TownTooting & Mitcham United 0-2 Poole Town | Emirates FA Cup Third Qualifying Round |
| 12 | 12/10/2019 | 10 3-1 v WhyteleafeWhyteleafe 1-3 Tooting & Mitcham United | Buildbase FA Trophy Preliminary Round |
| 13 | 19/10/2019 | 101-1 v FC RomaniaFC Romania 1-1 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 14 | 26/10/2019 | 101-0 v SittingbourneSittingbourne 0-1 Tooting & Mitcham United | Buildbase FA Trophy First Qualifying Round |
| 15 | 23/11/2019 | 61-2 v Carshalton AthleticCarshalton Athletic 2-1 Tooting & Mitcham United | Buildbase FA Trophy Third Qualifying Round |
| 16 | 30/11/2019 | 6 0-0 v MarlowTooting & Mitcham United 0-0 Marlow | BetVictor Isthmian South Central Division |
| 17 | 3/12/2019 | 101-0 v BarkingTooting & Mitcham United 1-0 Barking | London County Cup Second Round |
| 18 | 7/12/2019 | 65-0 v Chertsey TownChertsey Town 0-5 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 19 | 14/12/2019 | 6 2-1 v WareTooting & Mitcham United 2-1 Ware | BetVictor Isthmian South Central Division |
