| 1 | Sat 2 Nov 2019 | 1 1-5 v Bracknell TownStaines Town 1-5 Bracknell Town |
| 2 | Sat 9 Nov 2019 | 11-3 v BarkingBarking 3-1 Staines Town |
| 3 | Sat 16 Nov 2019 | 16-1 v Chalfont St PeterStaines Town 6-1 Chalfont St Peter |
| 4 | Tue 19 Nov 2019 | 12-1 v Tooting & Mitcham UnitedTooting & Mitcham United 1-2 Staines Town |
| 5 | Sat 30 Nov 2019 | 10-0 v Bedfont SportsStaines Town 0-0 Bedfont Sports |
| 6 | Sat 7 Dec 2019 | 13-4 v Waltham AbbeyWaltham Abbey 4-3 Staines Town |
| 7 | Sat 14 Dec 2019 | 10-4 v Chertsey TownStaines Town 0-4 Chertsey Town |
| 8 | Wed 1 Jan 2020 | 13-3 v UxbridgeStaines Town 3-3 Uxbridge |
| 9 | Sat 4 Jan 2020 | 10-1 v Harlow TownHarlow Town 1-0 Staines Town |
| 10 | Sat 11 Jan 2020 | 10-2 v ChipsteadStaines Town 0-2 Chipstead |
| 11 | Sat 18 Jan 2020 | 11-4 v Hertford TownHertford Town 4-1 Staines Town |
| 12 | Sat 25 Jan 2020 | 11-1 v Tooting & Mitcham UnitedStaines Town 1-1 Tooting & Mitcham United |
| 13 | Sat 1 Feb 2020 | 10-6 v Hanwell TownHanwell Town 6-0 Staines Town |
| 14 | Sat 8 Feb 2020 | 10-2 v Waltham AbbeyStaines Town 0-2 Waltham Abbey |
| 15 | Tue 11 Feb 2020 | 10-3 v WestfieldWestfield 3-0 Staines Town |
| 16 | Sat 15 Feb 2020 | 13-6 v Chertsey TownChertsey Town 6-3 Staines Town |
| 17 | Tue 18 Feb 2020 | 10-2 v Ashford Town (Middx)Ashford Town (Middx) 2-0 Staines Town |
| 18 | Sat 7 Mar 2020 | 12-3 v Chalfont St PeterChalfont St Peter 3-2 Staines Town |
| 19 | Tue 10 Mar 2020 | 11-1 v NorthwoodStaines Town 1-1 Northwood |
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