| 1 | Sat 7 Oct 2023 | 11-2 v Chatham TownHeybridge Swifts 1-2 Chatham Town | Isuzu FA Trophy Third Qualifying Round |
| 2 | Tue 10 Oct 2023 | 11-3 v Bowers & PitseaBowers & Pitsea 3-1 Heybridge Swifts | Isthmian League - North Division |
| 3 | Sat 14 Oct 2023 | 16-1 v Bury TownHeybridge Swifts 6-1 Bury Town | Isthmian League - North Division |
| 4 | Sat 21 Oct 2023 | 11-0 v Brentwood TownBrentwood Town 0-1 Heybridge Swifts | Isthmian League - North Division |
| 5 | Tue 24 Oct 2023 | 12-1 v GorlestonHeybridge Swifts 2-1 Gorleston | Isthmian League - North Division |
| 6 | Sat 28 Oct 2023 | 11-1 v WalthamstowHeybridge Swifts 1-1 Walthamstow | Isthmian League - North Division |
| 7 | Sat 4 Nov 2023 | 10-6 v Lowestoft TownLowestoft Town 6-0 Heybridge Swifts | Isthmian League - North Division |
| 8 | Sat 11 Nov 2023 | 12-3 v Felixstowe & Walton UnitedHeybridge Swifts 2-3 Felixstowe & Walton United | Isthmian League - North Division |
| 9 | Wed 15 Nov 2023 | 13-0 v New SalamisNew Salamis 0-3 Heybridge Swifts | Isthmian League - North Division |
| 10 | Fri 17 Nov 2023 | 10-4 v Colchester UnitedColchester United 4-0 Heybridge Swifts | Essex County Cup Third Round |
| 11 | Sat 25 Nov 2023 | 11-0 v Brightlingsea RegentHeybridge Swifts 1-0 Brightlingsea Regent | Isthmian League - North Division |
| 12 | Sat 9 Dec 2023 | 11-1 v Basildon UnitedHeybridge Swifts 1-1 Basildon United | Isthmian League - North Division |
| 13 | Sat 16 Dec 2023 | 13-0 v Stowmarket TownHeybridge Swifts 3-0 Stowmarket Town | Isthmian League - North Division |
| 14 | Tue 26 Dec 2023 | 13-1 v Maldon & TiptreeMaldon & Tiptree 1-3 Heybridge Swifts | Isthmian League - North Division |
| 15 | Sat 30 Dec 2023 | 10-0 v GorlestonGorleston 0-0 Heybridge Swifts | Isthmian League - North Division |
| 16 | Mon 1 Jan 2024 | 12-0 v Ipswich WanderersHeybridge Swifts 2-0 Ipswich Wanderers | Isthmian League - North Division |
| 17 | Sat 6 Jan 2024 | 11-1 v EnfieldHeybridge Swifts 1-1 Enfield | Isthmian League - North Division |
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