| Date | Round | Match | Notes |
|---|
| Sat 31st Oct | 1st [1st Leg] | Denny Athletic 1 King's Park 4 | |
| Sat 31st Oct | 1st [1st Leg] | East Stirlingshire 6 Dunipace 0 | |
| Sat 31st Oct | 1st [1st Leg] | Falkirk 2 Camelon 3 | |
| Sat 31st Oct | 1st [1st Leg] | Kilsyth Wanderers 5 Grasshoppers 1 | |
| Sat 7th Nov | 1st [2nd Leg] | Dunipace 1 East Stirlingshire 2 | |
| Sat 7th Nov | 1st [2nd Leg] | Grasshoppers 3 Kilsyth Wanderers 5 | |
| Sat 14th Nov | 1st [2nd Leg] | Camelon 2 Falkirk 0 | |
| Sat 14th Nov | 1st [2nd Leg] | King's Park 1 Denny Athletic 0 | Abandoned - 80 mins |
| Sat 21st Nov | 1st [2nd Leg] | King's Park 5 Denny Athletic 1 | |
| -- | 1st | Stenhousemuir WO Slamannan scr | |
| -- | 1st | Rumford Rovers WO Kilsyth Hibs scr | |
| Sat 28th Nov | 2nd [1st Leg] | Kilsyth Wanderers 5 King's Park 1 | |
| Sat 28th Nov | 2nd [1st Leg] | Rumford Rovers 2 Stenhousemuir 2 | |
| Sat 5th Dec | 2nd [2nd Leg] | Stenhousemuir 13 Rumford Rovers 2 | |
| Sat 5th Dec | 2nd [2nd Leg] | King's Park 4 Kilsyth Wanderers 1 | Tie Protested |
| Sat 16th Jan | 2nd [1st Leg] | Kilsyth Wanderers 4 King's Park 1 | |
| Sat 16th Jan | Semi [1st Leg] | East Stirlingshire 3 Camelon 1 | |
| Sat 23rd Jan | Semi [2nd Leg] | Camelon 0 East Stirlingshire 3 | |
| Sat 13th Feb | 2nd [2nd Leg] | King's Park 2 Kilsyth Wanderers 2 | |
| Sat 20th Feb | Semi [1st Leg] | Kilsyth Wanderers 0 Stenhousemuir 3 | |
| Sat 27th Feb | Semi [2nd Leg] | Stenhousemuir 3 Kilsyth Wanderers 1 | Result Protested |
| Sat 6th Mar | Semi [2nd Leg] | Stenhousemuir 2 Kilsyth Wanderers 1 | |
| Sat 13th Mar | Final | East Stirlingshire 4 Stenhousemuir 1 | at Brockville Pk |