| 2020-08-04 19:45:174th August 2020 | Staines Town FC vs East Grinstead Town FC | 2 - 1 | Friendly |
| 2020-08-08 15:00:478th August 2020 | Holmesdale FC vs Staines Town FC | 2 - 2 | Friendly |
| 2020-08-13 14:16:1513th August 2020 | Staines Town FC vs Welling United FC | 1 - 4 | Friendly |
| 2020-08-21 19:45:2321st August 2020 | Colliers Wood United FC vs Staines Town FC | 2 - 2 | Friendly |
| 2020-08-29 15:00:1429th August 2020 | Staines Town FC vs Aldershot Town FC | 1 - 1 | Friendly |
| 2020-09-01 19:45:341st September 2020 | Staines Town FC vs AFC Wimbledon XI | 3 - 1 | Friendly |
| 2020-09-05 15:00:145th September 2020 | Staines Town FC vs Leatherhead FC | 15:00:143:00 pm | Friendly |
| 2020-09-12 15:00:0112th September 2020 | Staines Town FC vs Guildford City FC | 2 - 1 | FA Cup |
| 2020-09-19 15:00:0419th September 2020 | Staines Town FC vs Ware FC | 3 - 2 | Isthmian League Division One South Central |
| 2020-09-22 19:45:3222nd September 2020 | Staines Town FC vs Walton Casuals FC | 1 - 2 | FA Cup |
| 2020-09-26 15:00:2926th September 2020 | Waltham Abbey FC vs Staines Town FC | 15:00:293:00 pm | FA Trophy |
| 2020-09-29 19:45:1129th September 2020 | Marlow FC vs Staines Town FC | 19:45:117:45 pm | Isthmian League Division One South Central |
| 2020-10-03 15:00:003rd October 2020 | Staines Town FC vs South Park FC | 15:00:003:00 pm | Isthmian League Division One South Central |
| 2020-10-06 19:45:006th October 2020 | Staines Town FC vs Hertford Town FC | 19:45:007:45 pm | Isthmian League Division One South Central |
| 2020-10-10 15:00:0010th October 2020 | Hanwell Town FC vs Staines Town FC | 15:00:003:00 pm | Isthmian League Division One South Central |
| 2020-10-24 15:00:0024th October 2020 | Staines Town FC vs Tooting & Mitcham United FC | 15:00:003:00 pm | Isthmian League Division One South Central |
| 2020-10-27 19:45:0027th October 2020 | Northwood FC vs Staines Town FC | 19:45:007:45 pm | Isthmian League Division One South Central |
| 2020-10-31 15:00:0031st October 2020 | Staines Town FC vs FC Romania | 15:00:003:00 pm | Isthmian League Division One South Central |
| 2020-11-07 15:00:007th November 2020 | Bracknell Town FC vs Staines Town FC | 15:00:003:00 pm | Isthmian League Division One South Central |
| 2020-11-14 15:00:0014th November 2020 | Staines Town FC vs Barking FC | 15:00:003:00 pm | Isthmian League Division One South Central |
| 2020-11-21 15:00:0021st November 2020 | Chalfont St Peter FC vs Staines Town FC | 15:00:003:00 pm | Isthmian League Division One South Central |
| 2020-11-28 15:00:0028th November 2020 | Bedfont Sports FC vs Staines Town FC | 15:00:003:00 pm | Isthmian League Division One South Central |
