19 Aug 23 | r16 | Gretna 2008 | 1 - 4 | East Stirlin |
19 Aug 23 | r16 | Cowdenbeath | 7 - 1 | Edinburgh Un |
19 Aug 23 | r16 | Cumbernauld | 1 - 2 | Hearts B |
01 Nov 23 | r16 | Celtic B | 3 - 0 | Linlithgow R |
07 Nov 23 | r16 | Gala Fairyde | 0 - 0 | Albion Rover |
07 Nov 23 | r16 | Caledonian B | 2 - 2 | Tranent Juni |
07 Nov 23 | r16 | Broomhill | 2 - 0 | Berwick Rang |
08 Nov 23 | r16 | Boness Unite | 3 - 4 | East Kilbrid |
08 Nov 23 | r16 | University o | 0 - 2 | Civil Servic |