| 1st Round | 19th September | ||
| 1 | Bonnyrigg Rose Black | 0-9 | Edinburgh City FC |
| 2nd Round | 3rd October | ||
| 1 | Tranent FC | 3-6 | Musselburgh Windsor Blues |
| 2 | Dalkeith Thistle Balompie | 0-9 | Musselburgh Windsor FC |
| 3 | Civil Service Strollers | 4-6 | Edinburgh City FC |
| 4 | Penicuik Athletic Whites | 5-3 | Gala Fairydean Rovers |
| 5 | Bayside Athletic | 4-2 | North Merchiston FC |
| 6 | KSQ Rapids | 1-9 | Spartans FC White |
| 7 | Currie FC Lions | 2-1 | Musselburgh Windsor Whites |
| 8 | Penicuik Athletic Reds | 1-9 | Spartans FC Reds |
| 9 | Edinburgh South CFC | 5-1 | Cramond Lions |
| 10 | Spartans FC Youth | 1-0c | Broxburn Athletic Badgers |
| 11 | Walk over | 0-1 | Currie Star FC |
| 12 | AC Oxgangs Calcio | 1-6 | Edinburgh City Whites |
| 13 | AC Oxgangs CFC | 4-4 (3-4pens) | East Calder CFC |
| 14 | Musselburgh Windsor Reds | 0-1c | Portobello CFA |
| 15 | Blackburn United | 6-0 | Edinburgh South Rovers |
| 16 | Dalkeith Thistle Cardo | 4-3 | Livingston CFC |
| 3rd Round | 7th November | ||
| 1 | Currie Star FC | 3-9 | Edinburgh South CFC |
| 2 | East Calder CFC | 2-0 | Currie FC Lions |
| 3 | Musselburgh Windsor FC | 2-0 | Spartans FC Youth |
| 4 | Edinburgh City FCA | 2-6 | Portobello CFA |
| 5 | Blackburn United | 1-1 (4-3pens) | Edinburgh City Whites |
| 6 | Bayside Athletic FC | 8-0 | Musselburgh Windsor Blues |
| 7 | Spartans FC Whites | 4-0 | Penicuik Athletic Whites |
| 8 | Dalkeith Thistle Cardo | 5-1 | Spartans FC Reds |
| 1/4 Finals | 23rd / 24th January | ||
| 1 | Edinburgh South CFC | v | Spartans FC Whites |
| 2 | East Calder CFC | v | Bayside Athletic FC |
| 3 | Dalkeith Thistle Cardo | v | Musselburgh Windsor FC |
| 4 | Blackburn United | v | Portobello CFA |
| Semi Finals | |||
| 1 | 1 | v | 3 |
| 2 | 2 | v | 4 |