| 1 | Sat 22 Aug 2020 | 143-1 v Coggeshall UnitedBrightlingsea Regent 3-1 Coggeshall United | Friendly |
| 2 | Sat 29 Aug 2020 | 211-3 v LeistonLeiston 3-1 Brightlingsea Regent | Friendly |
| 3 | Sat 12 Sep 2020 | 150-2 v BarkingBarking 2-0 Heybridge Swifts | Emirates FA Cup Preliminary Round |
| 4 | Sat 19 Sep 2020 | 31-2 v HistonHeybridge Swifts 1-2 Histon | Isthmian League - North Division |
| 5 | Sat 26 Sep 2020 | 30-2 v Coggeshall TownCoggeshall Town 2-0 Heybridge Swifts | Isthmian League - North Division |
| 6 | Tue 6 Oct 2020 | 35-0 v Hullbridge SportsHeybridge Swifts 5-0 Hullbridge Sports | Isthmian League - North Division |
| 7 | Sat 10 Oct 2020 | 30-1 v Soham Town RangersSoham Town Rangers 1-0 Heybridge Swifts | Isthmian League - North Division |
| 8 | Sat 17 Oct 2020 | 33-3 v NorthwoodNorthwood 3-3 Heybridge Swifts | Buildbase FA Trophy Second Qualifying Round |
| 9 | Sat 24 Oct 2020 | 32-0 v Basildon UnitedHeybridge Swifts 2-0 Basildon United | Isthmian League - North Division |
| 10 | Tue 27 Oct 2020 | 31-0 v Witham TownWitham Town 0-1 Heybridge Swifts | Isthmian League - North Division |
| 11 | Sat 31 Oct 2020 | 30-1 v Biggleswade TownBiggleswade Town 1-0 Heybridge Swifts | Buildbase FA Trophy Third Qualifying Round |
| 12 | Wed 4 Nov 2020 | 31-1 v AFC SudburyAFC Sudbury 1-1 Heybridge Swifts | Isthmian League - North Division |
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