| 1 | Sat 12 Aug 2023 | 50-1 v LewesLewes 1-0 Cray Wanderers |
| 2 | Wed 16 Aug 2023 | 51-3 v HorshamCray Wanderers 1-3 Horsham |
| 3 | Sat 19 Aug 2023 | 5 0-1 v Billericay TownCray Wanderers 0-1 Billericay Town |
| 4 | Sat 26 Aug 2023 | 50-2 v Enfield TownEnfield Town 2-0 Cray Wanderers |
| 5 | Mon 28 Aug 2023 | 5 0-3 v Hastings UnitedHastings United 3-0 Cray Wanderers |
| 6 | Sat 9 Sep 2023 | 55-1 v Chatham TownChatham Town 1-5 Cray Wanderers |
| 7 | Sat 23 Sep 2023 | 52-1 v CheshuntCray Wanderers 2-1 Cheshunt |
| 8 | Tue 3 Oct 2023 | 43-0 v Concord RangersConcord Rangers 0-3 Cray Wanderers |
| 9 | Sun 15 Oct 2023 | 51-4 v HornchurchCray Wanderers 1-4 Hornchurch |
| 10 | Sat 21 Oct 2023 | 51-1 v Potters Bar TownPotters Bar Town 1-1 Cray Wanderers |
| 11 | Tue 24 Oct 2023 | 5 1-2 v Canvey IslandCanvey Island 2-1 Cray Wanderers |
| 12 | Wed 29 Nov 2023 | 52-2 v WhitehawkCray Wanderers 2-2 Whitehawk |
| 13 | Tue 26 Dec 2023 | 5 0-0 v MargateCray Wanderers 0-0 Margate |
| 14 | Fri 29 Dec 2023 | 52-0 v Enfield TownCray Wanderers 2-0 Enfield Town |
| 15 | Mon 1 Jan 2024 | 50-0 v Hastings UnitedCray Wanderers 0-0 Hastings United |
| 16 | Sat 6 Jan 2024 | 51-1 v LewesCray Wanderers 1-1 Lewes |
| 17 | Tue 9 Jan 2024 | 5 1-2 v Bognor Regis TownBognor Regis Town 2-1 Cray Wanderers |
| 18 | Sat 13 Jan 2024 | 50-6 v Billericay TownBillericay Town 6-0 Cray Wanderers |
| 19 | Sun 24 Mar 2024 | 60-1 v Folkestone InvictaCray Wanderers 0-1 Folkestone Invicta |
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