| Dalvey Cup Round 1 Fri 2 May 7pm |
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| FC Abernethy | 1 | 4 | Aviemore Thistle | |
| Scottish Cup First Round Weekend of 10 May |
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| FC Abernethy | 1 | 4 | Invercairn | |
| * Mormond Thistle | 3 | 0 | Badenoch Utd | |
| * Aviemore Thistle | 3 | 0 | Grantown Rovers | |
| Cromdale | 1 | 6 | Elgin Thistle | |
| Dalvey Cup Semi Final Fri 16 May 7pm |
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| Cromdale | 1 | 3 | Badenoch Utd | |
| Aviemore Thistle | 16 | 0 | Grantown Rovers | |
| Dalvey Cup Final Fri 23 May 7pm – Cromdale Park |
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| Badenoch Utd | 0 | 0 | Aviemore Thistle | |
| (2-3 Pens) | ||||
| David Ritchie & Sons Ltd League Week 1 Mon 26 May 7pm |
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| FC Abernethy | 8 | 4 | Grantown Rovers | |
| Badenoch Utd | 2 | 0 | Cromdale | |
| Aviemore Thistle – free week | ||||
| Scottish Cup Second Round Fri 30 May 7:45pm |
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| Elgin Caley | 1 | 7 | Aviemore Thistle | |
| David Ritchie & Sons Ltd League Week 2 Mon 2 June – 7:30pm |
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| Grantown Rovers | 2 | 5 | Badenoch Utd | |
| Aviemore Thistle | 5 | 1 | FC Abernethy | |
| Cromdale – free week | ||||
| Caldwell Cup Round 1 Fri 6 June 7:30pm |
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| FC Abernethy | 2 | 4 | Badenoch Utd | |
| David Ritchie & Sons Ltd League Week 3 Mon 9 June 7:30pm |
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| Badenoch Utd | 3 | 2 | Aviemore Thistle | |
| Cromdale | 7 | 0 | Grantown Rovers | |
| FC Abernethy – free week | ||||
| Caldwell Cup Semi Final Wed 11 June 7:30pm |
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| Cromdale | 3 | 0 | Grantown Rovers | |
| Badenoch Utd | 1 | 5 | Aviemore Thistle | |
| Highland Welfare Cup First Round 14-15 June |
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| * Faithlie Utd | 3 | 0 | Cromdale | |
| (P) Badenoch Utd | 1 (4) | 1 (1) | New Pitsligo | |
| * New Deer | A | A | Grantown Rovers | |
| FC Abernethy | 2 | 3 | Macduff | |
| David Ritchie & Sons Ltd League Week 4 Mon 16 June 7:30pm |
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| Aviemore Thistle | 8 | 0 | Cromdale | |
| FC Abernethy | 2 | 4 | Badenoch Utd | |
| Grantown Rovers – free week | ||||
| Caldwell Cup Final Fri 20 June 7:30pm – Carrbridge |
||||
| Cromdale | 1 | 4 | Aviemore Thistle | |
| David Ritchie & Sons Ltd League Week 5 Mon 23 June 7:30pm |
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| Cromdale | 4 | 2 | FC Abernethy | |
| Grantown Rovers | 1 | 19 | Aviemore Thistle | |
| Badenoch Utd – free week | ||||
| McCook Cup Round 1 Fri 27 June 7:30pm |
||||
| Badenoch Utd | 3 | 4 | Cromdale | |
| Scottish Cup Round 3 Sat 5 July 2:30pm |
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| Aviemore Thistle | 1 | 3 | Mormond Thistle | |
| Highland Welfare Cup Round 2 Sat 5 July 1pm |
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| Hopeman | 3 | 0 | Badenoch Utd | |
| McCook Cup Semi Final Wed 9 July 7:30pm |
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| Grantown Rovers | 1 | 18 | Aviemore Thistle | |
| Cromdale (P) | 2 (4) | 2 (2) | FC Abernethy | |
| McCook Cup Final Fri 11 July 7:30pm |
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| Aviemore Thistle (P) | 2 (4) | 2 (3) | Cromdale | |
| Capaldi Cup Round 1 Fri 18 July 7:30pm |
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| Cromdale | 8 | 0 | Grantown Rovers | |
| David Ritchie & Sons Ltd League Week 6 Mon 21 July 7:30pm |
||||
| Grantown Rovers | 1 | 5 | FC Abernethy | |
| Cromdale | 0 | 3 | Badenoch Utd | |
| Aviemore Thistle – free week | ||||
| Capaldi Cup Semi Final Fri 25 July 7:30pm |
||||
| * Aviemore Thistle | 3 | 0 | FC Abernethy | |
| Cromdale | 1 | 5 | Badenoch Utd | |
| David Ritchie & Sons Ltd League Week 7 Mon 28 July 7:30pm |
||||
| Badenoch Utd | 17 | 0 | Grantown Rovers | |
| FC Abernethy | 1 | 8 | Aviemore Thistle | |
| Cromdale – free week | ||||
| Capaldi Cup Final Fri 1 August 7pm |
||||
| Aviemore Thistle | 4 | 1 | Badenoch Utd | |
| David Ritchie & Sons Ltd League Week 8 Mon 4 August 7pm |
||||
| Aviemore Thistle | P | P | Badenoch Utd | |
| Grantown Rovers | 0 | 3 | Cromdale * | |
| FC Abernethy – free week | ||||
| Cruickshank Cup Round 1 Fri 8 August 7pm |
||||
| Grantown Rovers | 0 | 3 | Aviemore Thistle * | |
| David Ritchie & Sons Ltd League Week 9 Mon 11 August 7pm |
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| Cromdale | P | P | Aviemore Thistle | |
| Badenoch Utd | 11 | 0 | FC Abernethy | |
| Grantown Rovers – free week | ||||
| David Ritchie & Sons Ltd League Week 10 Mon 18 August 7pm |
||||
| FC Abernethy | 1 | 1 | Cromdale | |
| Aviemore Thistle | 28 | 1 | Grantown Rovers | |
| Badenoch Utd – free week | ||||
| Cruickshank Cup Semi Final Thu 21 August 7pm |
||||
| FC Abernethy | 1 | 5 | Badenoch Utd | |
| Cruickshank Cup Semi Final Fri 22 August 7pm |
||||
| * Aviemore Thistle | 3 | 0 | Cromdale | |
| David Ritchie & Sons Ltd League Week 9 (Rescheduled) Mon 25 August 7pm |
||||
| Cromdale | 2 | 3 | Aviemore Thistle | |
| Cruickshank Cup Final Fri 29 August 7pm |
||||
| Badenoch Utd | 0 | 3 | Aviemore Thistle | |
| David Ritchie & Sons Ltd League Week 8 (Rescheduled) Mon 1 September 8pm |
||||
| Aviemore Thistle | 1 | 1 | Badenoch Utd | |
* Match awarded
(P) Won on penalties