| 22 Sep 23 | r02        | Europa FCEuropa FC | 0 - 3 | College 1975College 1975 |
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| 27 Sep 23 | r03        | College 1975College 1975 | 2 - 1 | Lions GibraltarLions Gibralt |
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| 03 Oct 23 | r04        | College 1975College 1975 | 0 - 3 | St JosephsSt Josephs |
| |
| 22 Oct 23 | r05        | LynxLynx | 2 - 3 | College 1975College 1975 |
| |
| 29 Oct 23 | r06        | College 1975College 1975 | 2 - 6 | Bruno-'s MagpiesBruno-'s Magp |
| |
| 04 Nov 23 | r07        | Glacis UnitedGlacis United | 1 - 0 | College 1975College 1975 |
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| 25 Nov 23 | r08        | College 1975College 1975 | 0 - 5 | Europa PointEuropa Point |
| |
| 03 Dec 23 | r09        | Manchester 62Manchester 62 | 4 - 1 | College 1975College 1975 |
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| 09 Dec 23 | r10        | College 1975College 1975 | 1 - 3 | Mons CalpeMons Calpe |
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| 17 Dec 23 | r11        | Lincoln Red ImpsLincoln Red I | 7 - 0 | College 1975College 1975 |
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| 08 Jan 24 | r12        | Lions GibraltarLions Gibralt | 1 - 1 | College 1975College 1975 |
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| 19 Jan 24 | r13        | College 1975College 1975 | 2 - 3 | Europa FCEuropa FC |
| |
| 02 Feb 24 | r15        | St JosephsSt Josephs | 4 - 1 | College 1975College 1975 |
| |
| 10 Feb 24 | r16        | College 1975College 1975 | 0 - 2 | LynxLynx |
| |
| 17 Feb 24 | r17        | Bruno-'s MagpiesBruno-'s Magp | 7 - 2 | College 1975College 1975 |
| |
| 25 Feb 24 | r18        | College 1975College 1975 | 1 - 1 | Glacis UnitedGlacis United |
| |
| 03 Mar 24 | r19        | Europa PointEuropa Point | 4 - 0 | College 1975College 1975 |
| |
| 10 Mar 24 | r20        | College 1975College 1975 | 2 - 4 | Manchester 62Manchester 62 |
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| 30 Mar 24 | r21        | Mons CalpeMons Calpe | 1 - 0 | College 1975College 1975 |
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| 13 Apr 24 | r22        | College 1975College 1975 | 0 - 6 | Lincoln Red ImpsLincoln Red I |