| 1 | 26/9/2020 | 10-2 v Coggeshall TownCoggeshall Town 2-0 Heybridge Swifts | Isthmian League - North Division |
| 2 | 3/10/2020 | 10-3 v Dereham TownHeybridge Swifts 0-3 Dereham Town | Isthmian League - North Division |
| 3 | 6/10/2020 | 15-0 v Hullbridge SportsHeybridge Swifts 5-0 Hullbridge Sports | Isthmian League - North Division |
| 4 | 10/10/2020 | 10-1 v Soham Town RangersSoham Town Rangers 1-0 Heybridge Swifts | Isthmian League - North Division |
| 5 | 17/10/2020 | 13-3 v NorthwoodNorthwood 3-3 Heybridge Swifts | Buildbase FA Trophy Second Qualifying Round |
| 6 | 24/10/2020 | 12-0 v Basildon UnitedHeybridge Swifts 2-0 Basildon United | Isthmian League - North Division |
| 7 | 27/10/2020 | 11-0 v Witham TownWitham Town 0-1 Heybridge Swifts | Isthmian League - North Division |
| 8 | 31/10/2020 | 10-1 v Biggleswade TownBiggleswade Town 1-0 Heybridge Swifts | Buildbase FA Trophy Third Qualifying Round |
| 9 | 4/11/2020 | 11-1 v AFC SudburyAFC Sudbury 1-1 Heybridge Swifts | Isthmian League - North Division |
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