| Scottish Cup Preliminary Round 27-28 April |
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| Glenugie Utd | 3 | 0 | Cromdale | |
| * Grantown Utd | 3 | 0 | Kinloss Sappers | |
| Elgin Thistle | 1 | 3 | Aviemore Thistle | |
| Elgin Albion | 4 | 2 | Badenoch Utd | |
| Dalvey Cup Round 1 Fri 3 May 7pm |
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| Badenoch Utd | 2 | 1 | Cromdale | |
| Grantown Rovers | 1 | 4 | Grantown Utd | |
| Aviemore Thistle | Bye | FC Abernethy | ||
| Dalvey Cup Semi Final Tue 7 May 7pm |
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| FC Abernethy | 3 | 7 | Aviemore Thistle | |
| Badenoch Utd | 1 | 6 | Grantown Utd | |
| Scottish Cup Round 1 11-12 May |
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| Craigellachie | 4-4 4-5 Pens |
Grantown Utd |
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| Aviemore Thistle | 6 | 3 | Rothes A | |
| FC Abernethy | 1 | 3 | Hopeman | |
| ESCT Academy | 9 | 1 | Grantown Rovers | |
| Dalvey Cup Final Tue 14 May 7pm (at Cromdale) |
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| Aviemore Thistle | 2-2 3-0 Pens |
Grantown Utd | ||
| David Ritchie & Sons Ltd League Week 1 Tue 21 May 7pm |
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| Badenoch Utd | 1 | 2 | Cromdale | |
| Grantown Utd | 2 | 4 | Aviemore Thistle | |
| FC Abernethy | 6 | 2 | Grantown Rovers | |
| Caldwell Cup Round 1 Fri 24 May 7pm |
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| Aviemore Thistle | 8 | 1 | FC Abernethy | |
| Grantown Rovers | 1-1 5-4 pens |
Badenoch Utd | ||
| Cromdale | Bye | Grantown Utd | ||
| David Ritchie & Sons Ltd League Week 2 Tue 28 May 7pm |
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| Cromdale | 1 | 4 | Aviemore Thistle | |
| Badenoch Utd | 5 | 0 | FC Abernethy | |
| Grantown Utd | 9 | 2 | Grantown Rovers | |
| Caldwell Cup Semi Final Fri 31 May 7pm |
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| Aviemore Thistle | 7 | 0 | Grantown Rovers | |
| Cromdale | 0 | 3 | Grantown Utd | |
| Highland Welfare Cup Preliminary Round 1 June |
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| * Cuminestown | 3 | 0 | Grantown Rovers | |
| David Ritchie & Sons Ltd League Week 3 Tue 4 June 7:30pm |
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| FC Abernethy | 3 | 3 | Cromdale | |
| Grantown Rovers | 1 | 7 | Aviemore Thistle | |
| Badenoch Utd | 0 | 4 | Grantown Utd | |
| Caldwell Cup Final Fri 7 June 7:30pm (at Aviemore) |
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| Aviemore Thistle | 0 | 6 | Grantown Utd | |
| David Ritchie & Sons Ltd League Week 4 Tue 11 June 7:30pm |
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| Cromdale | 11 | 0 | Grantown Rovers | |
| FC Abernethy | 0 | 9 | Grantown Utd | |
| Aviemore Thistle | 6 | 1 | Badenoch Utd | |
| Scottish Cup Round 2 Sun 16 June 12:00pm |
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| Aviemore Thistle | 2 | 5 | Grantown Utd | |
| Highland Welfare Cup Round 1 By or before 15 June |
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| Portsoy | 4 | 0 | Badenoch Utd | |
| * Macduff | 6 | 0 | Cromdale | |
| FC Abernethy | 1 | 13 | Methlick | |
| David Ritchie & Sons Ltd League Week 5 Tue 18 June 7:30pm |
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| Cromdale | 1 | 6 | Grantown Utd | |
| Grantown Rovers | 0 | 9 | Badenoch Utd | |
| Aviemore Thistle | 7 | 1 | FC Abernethy | |
| McCook Cup Round 1 Tue 25 June 7:30pm |
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| Grantown Utd | 0 | 3 | Badenoch Utd * | |
| Cromdale | 6 | 1 | Aviemore Thistle | |
| Grantown Rovers | Bye | FC Abernethy | ||
| McCook Cup Semi Final Fri 28 June 7:30pm |
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| Badenoch Utd | 2 | 1 | Cromdale | |
| Grantown Rovers | 4 | 1 | FC Abernethy | |
| David Ritchie & Sons Ltd League Week 6 Tue 2 July 7:30pm |
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| Cromdale | P | P | Badenoch Utd | |
| Aviemore Thistle | 4 | 1 | Grantown Utd | |
| Grantown Rovers | 2 | 7 | FC Abernethy | |
| McCook Cup Final Fri 5 July 7:30pm (at Aviemore) |
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| Badenoch Utd | 5 | 1 | Grantown Rovers | |
| Highland Welfare Cup Round 2 6 July 2:00pm |
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| Invercairn Utd | 3 | 2 | Aviemore Thistle | |
| Scottish Cup Round 3 7 July 3:00pm |
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| Belleaire | 4 | 2 | Grantown Utd | |
| David Ritchie & Sons Ltd League Week 7 Tue 9 July 7:30pm |
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| Aviemore Thistle | 4 | 0 | Cromdale | |
| FC Abernethy | 2 | 1 | Badenoch Utd | |
| Grantown Rovers | P | P | Grantown Utd | |
| Capaldi Cup Round 1 Fri 12 July 7:30pm |
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| * Cromdale | 3 | 0 | FC Abernethy | |
| Aviemore Thistle | 9 | 0 | Grantown Rovers | |
| Badenoch Utd | Bye | Grantown Utd | ||
| David Ritchie & Sons Ltd League Week 8 Tue 16 July 7:30pm |
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| Cromdale | 1 | 1 | FC Abernethy | |
| * Aviemore Thistle | 3 | 0 | Grantown Rovers | |
| Grantown Utd | 5 | 1 | Badenoch Utd | |
| Capaldi Cup Semi Final Fri 19 July 7:30pm |
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| Cromdale | 6 | 1 | Aviemore Thistle | |
| Badenoch Utd | 0 | 10 | Grantown Utd | |
| David Ritchie & Sons Ltd League Week 9 Tue 23 July 7:30pm |
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| Grantown Rover | 2 | 6 | Cromdale | |
| Grantown Utd | 8 | 2 | FC Abernethy | |
| Badenoch Utd | 1 | 7 | Aviemore Thistle | |
| Capaldi Cup Final Fri 26 July 7:30pm (at Aviemore) |
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| Cromdale | 1 | 2 | Grantown Utd | |
| David Ritchie & Sons Ltd League Week 10 Tue 30 July 7:30pm |
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| Grantown Utd | 3 | 1 | Cromdale | |
| Badenoch Utd | 14 | 0 | Grantown Rovers | |
| FC Abernethy | 2 | 3 | Aviemore Thistle | |
| MacLean Cup Round 1 Fri 2 August 7pm |
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| Grantown Rovers | 0 | 3 | Grantown Utd * | |
| Cromdale | BYE | Badenoch Utd | ||
| David Ritchie & Sons Ltd League Week 6 (Rearranged) Tue 6 August 7pm |
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| Cromdale | 0 | 3 | Badenoch Utd | |
| MacLean Cup Semi Final Fri 9 August 7pm |
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| Aviemore Thistle | 3 | 1 | Grantown Utd | |
| Cromdale | 5 | 0 | Badenoch Utd | |
| MacLean Cup Final Fri 16 August 7pm (at Seafield Park, Grantown) |
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| Aviemore Thistle | 2 | 1 | Cromdale | |
* Walkover win