| 05 Aug 23 | r01    | MontroseMontrose | 0 - 2 | Kelty HeartsKelty Hearts |
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| 12 Aug 23 | r02 | Annan AthleticAnnan Athleti | 1 - 3 | MontroseMontrose |
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| 19 Aug 23 | r03 | MontroseMontrose | 0 - 3 | Cove RangersCove Rangers |
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| 26 Aug 23 | r04 | HamiltonHamilton | 1 - 0 | MontroseMontrose |
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| 02 Sep 23 | r05 | Queen of SouthQueen of Sout | 2 - 3 | MontroseMontrose |
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| 16 Sep 23 | r06 | MontroseMontrose | 5 - 2 | Edinburgh CityEdinburgh Cit |
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| 23 Sep 23 | r07 | MontroseMontrose | 1 - 0 | Stirling AlbionStirling Albi |
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| 30 Sep 23 | r08 | FalkirkFalkirk | 3 - 2 | MontroseMontrose |
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| 07 Oct 23 | r09 | MontroseMontrose | 2 - 1 | AlloaAlloa |
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| 28 Oct 23 | r11 | MontroseMontrose | 0 - 3 | HamiltonHamilton |
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| 04 Nov 23 | r12 | Edinburgh CityEdinburgh Cit | 1 - 5 | MontroseMontrose |
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| 11 Nov 23 | r13 | MontroseMontrose | 1 - 1 | Annan AthleticAnnan Athleti |
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| 14 Nov 23 | r10 | Cove RangersCove Rangers | 1 - 0 | MontroseMontrose |
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| 28 Nov 23 | r14 | MontroseMontrose | 0 - 0 | FalkirkFalkirk |
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| 09 Dec 23 | r16 | MontroseMontrose | 1 - 4 | Queen of SouthQueen of Sout |
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| 16 Dec 23 | r17 | Kelty HeartsKelty Hearts | 0 - 1 | MontroseMontrose |
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| 23 Dec 23 | r18 | AlloaAlloa | 2 - 2 | MontroseMontrose |
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| 30 Dec 23 | r19 | MontroseMontrose | 1 - 1 | Cove RangersCove Rangers |
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| 06 Jan 24 | r20 | Annan AthleticAnnan Athleti | 2 - 2 | MontroseMontrose |
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| 13 Jan 24 | r21 | MontroseMontrose | 0 - 1 | Stirling AlbionStirling Albi |
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| 27 Jan 24 | r22 | HamiltonHamilton | 1 - 1 | MontroseMontrose |
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| 06 Feb 24 | r15 | Stirling AlbionStirling Albi | 0 - 2 | MontroseMontrose |
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| 10 Feb 24 | r24 | MontroseMontrose | 3 - 0 | Edinburgh CityEdinburgh Cit |
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| 17 Feb 24 | r25 | MontroseMontrose | 4 - 2 | Kelty HeartsKelty Hearts |
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| 20 Feb 24 | r23 | FalkirkFalkirk | 3 - 0 | MontroseMontrose |
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| 24 Feb 24 | r26 | Queen of SouthQueen of Sout | 2 - 3 | MontroseMontrose |
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| 02 Mar 24 | r27 | MontroseMontrose | 4 - 3 | AlloaAlloa |
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| 09 Mar 24 | r28 | Cove RangersCove Rangers | 1 - 4 | MontroseMontrose |
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| 16 Mar 24 | r29 | MontroseMontrose | 1 - 1 | Annan AthleticAnnan Athleti |
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| 23 Mar 24 | r30 | Stirling AlbionStirling Albi | 1 - 0 | MontroseMontrose |
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| 30 Mar 24 | r31 | MontroseMontrose | 1 - 7 | FalkirkFalkirk |
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| 13 Apr 24 | r33 | AlloaAlloa | 0 - 0 | MontroseMontrose |
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| 16 Apr 24 | r32 | Edinburgh CityEdinburgh Cit | 1 - 0 | MontroseMontrose |
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| 20 Apr 24 | r34 | MontroseMontrose | 1 - 2 | HamiltonHamilton |
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| 27 Apr 24 | r35 | Kelty HeartsKelty Hearts | 0 - 2 | MontroseMontrose |
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| 04 May 24 | r36 | MontroseMontrose | 3 - 2 | Queen of SouthQueen of Sout |
Team 2023-2024 Schedules
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Cove Rangers
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Inverness Caledonian Thistle
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Queen of the South
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