| Dalvey Cup Round 1 Fri 2 May 7pm |
||||
| FC Abernethy | 1 | 4 | Aviemore Thistle | |
| Scottish Cup First Round Sat 10 May |
||||
| FC Abernethy | KO | 1pm | Invercairn | |
| Mormond Thistle | KO | 2pm | Badenoch Utd | |
| Scottish Cup First Round Sun 11 May |
||||
| * Aviemore Thistle | 3 | 0 | Grantown Rovers | |
| Cromdale | KO | 3pm | Elgin Thistle | |
| Dalvey Cup Semi Final Fri 16 May 7pm |
||||
| Cromdale | Badenoch Utd | |||
| Aviemore Thistle | Grantown Rovers | |||
| Dalvey Cup Final Fri 23 May 7pm |
||||
| David Ritchie & Sons Ltd League Week 1 Mon 26 May 7pm |
||||
| FC Abernethy | Grantown Rovers | |||
| Badenoch Utd | Cromdale | |||
| Aviemore Thistle – free week | ||||
| Scottish Cup Second Round 31 May – 1 June |
||||
| Highland Welfare Cup Preliminary Round 31 May – 1 June |
||||
| David Ritchie & Sons Ltd League Week 2 Mon 2 June – 7:30pm |
||||
| Grantown Rovers | Badenoch Utd | |||
| Aviemore Thistle | FC Abernethy | |||
| Cromdale – free week | ||||
| Caldwell Cup Round 1 Fri 6 June 7:30pm |
||||
| FC Abernethy | Badenoch Utd | |||
| David Ritchie & Sons Ltd League Week 3 Mon 9 June 7:30pm |
||||
| Badenoch Utd | Aviemore Thistle | |||
| Cromdale | Grantown Rovers | |||
| FC Abernethy – free week | ||||
| Caldwell Cup Semi Final Fri 13 June 7:30pm |
||||
| Cromdale | Grantown Rovers | |||
| Abernethy/Badenoch | Aviemore Thistle | |||
| Highland Welfare Cup First Round 14-15 June |
||||
| David Ritchie & Sons Ltd League Week 4 Mon 16 June 7:30pm |
||||
| Aviemore Thistle | Cromdale | |||
| FC Abernethy | Badenoch Utd | |||
| Grantown Rovers – free week | ||||
| Caldwell Cup Final Fri 20 June 7:30pm |
||||
| David Ritchie & Sons Ltd League Week 5 Mon 23 June 7:30pm |
||||
| Cromdale | FC Abernethy | |||
| Grantown Rovers | Aviemore Thistle | |||
| Badenoch Utd – free week | ||||
| McCook Cup Round 1 Fri 27 June 7:30pm |
||||
| Badenoch Utd | Cromdale | |||
| McCook Cup Semi Final Fri 4 July 7:30pm |
||||
| Grantown Rovers | Aviemore Thistle | |||
| Badenoch/Cromdale | FC Abernethy | |||
| Scottish Cup Round 3 5-6 July |
||||
| Highland Welfare Cup Round 2 5-6 July |
||||
| McCook Cup Final Fri 11 July 7:30pm |
||||
| Capaldi Cup Round 1 Fri 18 July 7:30pm |
||||
| Cromdale | Grantown Rovers | |||
| David Ritchie & Sons Ltd League Week 6 Mon 21 July 7:30pm |
||||
| Grantown Rovers | FC Abernethy | |||
| Cromdale | Badenoch Utd | |||
| Aviemore Thistle – free week | ||||
| Capaldi Cup Semi Final Fri 25 July 7:30pm |
||||
| Aviemore Thistle | FC Abernethy | |||
| Cromdale/Grantown Rovers | Badenoch Utd | |||
| Scottish Cup Quarter Finals 26-27 July |
||||
| Highland Welfare Quarter Finals 26-27 July |
||||
| David Ritchie & Sons Ltd League Week 7 Mon 28 July 7:30pm |
||||
| Badenoch Utd | Grantown Rovers | |||
| FC Abernethy | Aviemore Thistle | |||
| Cromdale – free week | ||||
| Capaldi Cup Final Fri 1 August 7pm |
||||
| David Ritchie & Sons Ltd League Week 8 Tue 4 August 7pm |
||||
| Aviemore Thistle | Badenoch Utd | |||
| Grantown Rovers | Cromdale | |||
| FC Abernethy – free week | ||||
| Cruickshank Cup Round 1 Fri 8 August 7pm |
||||
| Grantown Rovers | Aviemore Thistle | |||
| Highland Welfare Cup Semi Finals 9-10 August |
||||
| Scottish Cup Semi Finals 9-10 August |
||||
| David Ritchie & Sons Ltd League Week 9 Mon 11 August 7pm |
||||
| Cromdale | Aviemore Thistle | |||
| Badenoch Utd | FC Abernethy | |||
| Grantown Rovers – free week | ||||
| Cruickshank Cup Semi Final Fri 15 August 7pm |
||||
| FC Abernethy | Badenoch Utd | |||
| Grantown/Aviemore | Cromdale | |||
| David Ritchie & Sons Ltd League Week 10 Mon 18 August 7pm |
||||
| FC Abernethy | Cromdale | |||
| Aviemore Thistle | Grantown Rovers | |||
| Badenoch Utd – free week | ||||
| Cruickshank Cup Final Fri 22 August 7pm |
||||
| Highland Welfare Cup Final 23-24 August |
||||
| Scottish Cup Final 30-31 August |
||||
* Match awarded