| 21 Jul 23 | r00  | Baglan DragonsBaglan Dragon | 1 - 3 | Afan LidoAfan Lido |
| 21 Jul 23 | r00 | Chirk AAAChirk AAA | 0 - 1 | Denbigh TownDenbigh Town |
| 21 Jul 23 | r00 | Cambrian and Clydach ValCambrian and | 2 - 2 | CardiffCardiff |
| 21 Jul 23 | r00 | LlanelliLlanelli | 1 - 0 | Pontardawe TownPontardawe To |
| 21 Jul 23 | r00 | Abergavenny TownAbergavenny T | 0 - 2 | Briton Ferry LlansawelBriton Ferry |
| 21 Jul 23 | r00 | Ruthin TownRuthin Town | 3 - 2 | LlandudnoLlandudno |
| 22 Jul 23 | r00 | Goytre UnitedGoytre United | 1 - 2 | Llantwit MajorLlantwit Majo |
| 22 Jul 23 | r00 | Cwmbran CelticCwmbran Celti | 2 - 2 | Taffs WellTaffs Well |
| 22 Jul 23 | r00 | Carmarthen TownCarmarthen To | 0 - 4 | SwanseaSwansea |
| 22 Jul 23 | r00 | CaerswsCaersws | 1 - 3 | GuilsfieldGuilsfield |
| 22 Jul 23 | r00 | Holywell TownHolywell Town | 2 - 3 | Bangor 1876Bangor 1876 |
| 22 Jul 23 | r00 | PorthmadogPorthmadog | 4 - 2 | Llanidloes TownLlanidloes To |
| 22 Jul 23 | r00 | Buckley TownBuckley Town | 2 - 1 | Mold AlexandraMold Alexandr |
| 25 Jul 23 | r00 | Abertillery BluebirdsAbertillery B | 2 - 0 | Ammanford AFCAmmanford AFC |
| 04 Aug 23 | r00 | LlanelliLlanelli | 1 - 4 | Pontypridd TownPontypridd To |
| 04 Aug 23 | r00 | Briton Ferry LlansawelBriton Ferry | 3 - 1 | Llantwit MajorLlantwit Majo |
| 04 Aug 23 | r00 | PrestatynPrestatyn | 1 - 1 | Flint Town UnitedFlint Town Un |
| 04 Aug 23 | r00 | Ruthin TownRuthin Town | 0 - 4 | BalaBala |
| 04 Aug 23 | r00 | Pen-y-BontPen-y-Bont | 1 - 1 | Afan LidoAfan Lido |
| 04 Aug 23 | r00 | Caernarfon Town FCCaernarfon To | 2 - 2 | PorthmadogPorthmadog |
| 05 Aug 23 | r00 | Barry Town UnitedBarry Town Un | 1 - 2 | Aberystwyth TownAberystwyth T |
| 05 Aug 23 | r00 | Taffs WellTaffs Well | 0 - 3 | Cardiff Metropolitan UnivCardiff Metro |
| 05 Aug 23 | r00 | TrefelinTrefelin | 2 - 2 | Ammanford AFCAmmanford AFC |
| 05 Aug 23 | r00 | TNSTNS | 2 - 1 | Connah's Quay NomadsConnah's Quay |
| 05 Aug 23 | r00 | Bangor 1876Bangor 1876 | 0 - 3 | Gresford AthleticGresford Athl |
| 05 Aug 23 | r00 | Buckley TownBuckley Town | 3 - 0 | Denbigh TownDenbigh Town |
| 05 Aug 23 | r00 | Colwyn BayColwyn Bay | 5 - 0 | AirbusAirbus |
| 05 Aug 23 | r00 | SwanseaSwansea | 3 - 1 | Caerau ElyCaerau Ely |
| 05 Aug 23 | r00 | NewtownNewtown | 1 - 1 | GuilsfieldGuilsfield |
| 06 Aug 23 | r00 | Haverfordwest CountyHaverfordwest | 0 - 4 | CardiffCardiff |
| 19 Sep 23 | r00 | Buckley TownBuckley Town | 0 - 1 | Gresford AthleticGresford Athl |
| 19 Sep 23 | r00 | Afan LidoAfan Lido | 0 - 4 | Cardiff Metropolitan UnivCardiff Metro |
| 19 Sep 23 | r00 | Ammanford AFCAmmanford AFC | 0 - 1 | Briton Ferry LlansawelBriton Ferry |
| 19 Sep 23 | r00 | TNSTNS | 4 - 1 | PorthmadogPorthmadog |
| 19 Sep 23 | r00 | GuilsfieldGuilsfield | 1 - 0 | BalaBala |
| 19 Sep 23 | r00 | Aberystwyth TownAberystwyth T | 0 - 1 | Pontypridd TownPontypridd To |
| 03 Oct 23 | r00 | PrestatynPrestatyn | 2 - 2 | Colwyn BayColwyn Bay |
| 24 Oct 23 | r00 | TNSTNS | 9 - 0 | Gresford AthleticGresford Athl |
| 25 Oct 23 | r00 | GuilsfieldGuilsfield | 1 - 1 | PrestatynPrestatyn |
| 19 Dec 23 | r00 | Cardiff Metropolitan UnivCardiff Metro | 1 - 0 | Pontypridd TownPontypridd To |
| 09 Jan 24 | r00 | GuilsfieldGuilsfield | 0 - 2 | TNSTNS |
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Cardiff City U21
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