| 1 | 17/8/2019 | 11-0 v Hertford TownHertford Town 0-1 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 2 | 20/8/2019 | 13-1 v Ashford Town (Middx)Tooting & Mitcham United 3-1 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 3 | 24/8/2019 | 11-0 v Faversham TownTooting & Mitcham United 1-0 Faversham Town | Emirates FA Cup Preliminary Round |
| 4 | 26/8/2019 | 12-1 v ChipsteadChipstead 1-2 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 5 | 31/8/2019 | 12-1 v NorthwoodTooting & Mitcham United 2-1 Northwood | BetVictor Isthmian South Central Division |
| 6 | 7/9/2019 | 13-1 v AFC VarndeniansTooting & Mitcham United 3-1 AFC Varndenians | Emirates FA Cup First Qualifying Round |
| 7 | 10/9/2019 | 12-1 v South ParkSouth Park 1-2 Tooting & Mitcham United | Velocity Trophy Group 10 |
| 8 | 14/9/2019 | 11-1 v Harlow TownHarlow Town 1-1 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 9 | 17/9/2019 | 14-0 v Bedfont SportsTooting & Mitcham United 4-0 Bedfont Sports | BetVictor Isthmian South Central Division |
| 10 | 21/9/2019 | 11-0 v Dorking WanderersTooting & Mitcham United 1-0 Dorking Wanderers | Emirates FA Cup Second Qualifying Round |
| 11 | 24/9/2019 | 15-2 v FisherTooting & Mitcham United 5-2 Fisher | London County Cup First Round |
| 12 | 28/9/2019 | 13-0 v Waltham AbbeyWaltham Abbey 0-3 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 13 | 5/10/2019 | 10-2 v Poole TownTooting & Mitcham United 0-2 Poole Town | Emirates FA Cup Third Qualifying Round |
| 14 | 12/10/2019 | 13-1 v WhyteleafeWhyteleafe 1-3 Tooting & Mitcham United | Buildbase FA Trophy Preliminary Round |
| 15 | 15/10/2019 | 11-2 v Frimley GreenTooting & Mitcham United 1-2 Frimley Green | Surrey Senior Cup Preliminary Round |
| 16 | 19/10/2019 | 11-1 v FC RomaniaFC Romania 1-1 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
| 17 | 22/10/2019 | 11-1 v ChipsteadChipstead 1-1 Tooting & Mitcham United | Velocity Trophy Group 10 |
| 18 | 26/10/2019 | 11-0 v SittingbourneSittingbourne 0-1 Tooting & Mitcham United | Buildbase FA Trophy First Qualifying Round |
| 19 | 2/11/2019 | 12-1 v BarkingTooting & Mitcham United 2-1 Barking | BetVictor Isthmian South Central Division |
| 20 | 5/11/2019 | 11-3 v Chertsey TownTooting & Mitcham United 1-3 Chertsey Town | Velocity Trophy Group 10 |
| 21 | 9/11/2019 | 14-0 v MargateMargate 0-4 Tooting & Mitcham United | Buildbase FA Trophy Second Qualifying Round |
| 22 | 16/11/2019 | 10-1 v Hanwell TownTooting & Mitcham United 0-1 Hanwell Town | BetVictor Isthmian South Central Division |
| 23 | 19/11/2019 | 11-2 v Staines TownTooting & Mitcham United 1-2 Staines Town | BetVictor Isthmian South Central Division |
| 24 | 23/11/2019 | 11-2 v Carshalton AthleticCarshalton Athletic 2-1 Tooting & Mitcham United | Buildbase FA Trophy Third Qualifying Round |
| 25 | 26/11/2019 | 1 1-2 v WhyteleafeTooting & Mitcham United 1-2 Whyteleafe | Velocity Trophy Group 10 |
| 26 | 30/11/2019 | 10-0 v MarlowTooting & Mitcham United 0-0 Marlow | BetVictor Isthmian South Central Division |
| 27 | 3/12/2019 | 11-0 v BarkingTooting & Mitcham United 1-0 Barking | London County Cup Second Round |
| 28 | 7/12/2019 | 1 5-0 v Chertsey TownChertsey Town 0-5 Tooting & Mitcham United | BetVictor Isthmian South Central Division |
