| 1 | Tue 17 Jul 2018 | 1-2 v Brechin CityStirling Albion 1-2 Brechin City | Betfred Cup Group D |
| 2 | Sat 21 Jul 2018 | 2-0 v PeterheadPeterhead 0-2 Stirling Albion | Betfred Cup Group D |
| 3 | Sat 28 Jul 2018 | 1-3 v Dunfermline AthleticDunfermline Athletic 3-1 Stirling Albion | Betfred Cup Group D |
| 4 | Sat 22 Dec 2018 | 1-4 v PeterheadPeterhead 4-1 Stirling Albion | Ladbrokes League Two |
| 5 | Sat 29 Dec 2018 | 2-1 v CowdenbeathStirling Albion 2-1 Cowdenbeath | Ladbrokes League Two |
| 6 | Sat 12 Jan 2019 | 2-1 v Annan AthleticStirling Albion 2-1 Annan Athletic | Ladbrokes League Two |
| 7 | Sat 19 Jan 2019 | 1-1 v Queens ParkStirling Albion 1-1 Queens Park | Ladbrokes League Two |
| 8 | Sat 9 Feb 2019 | 2-1 v Berwick RangersBerwick Rangers 1-2 Stirling Albion | Ladbrokes League Two |
| 9 | Tue 12 Feb 2019 | 1-0 v Albion RoversStirling Albion 1-0 Albion Rovers | Ladbrokes League Two |
| 10 | Sat 16 Feb 2019 | 2-3 v Elgin CityElgin City 3-2 Stirling Albion | Ladbrokes League Two |
| 11 | Sat 16 Mar 2019 | 1-3 v ClydeClyde 3-1 Stirling Albion | Ladbrokes League Two |
| 12 | Sat 23 Mar 2019 | 1-0 v Berwick RangersStirling Albion 1-0 Berwick Rangers | Ladbrokes League Two |
| 13 | Sat 6 Apr 2019 | 2-1 v Elgin CityStirling Albion 2-1 Elgin City | Ladbrokes League Two |
| 14 | Sat 20 Apr 2019 | 0-1 v CowdenbeathStirling Albion 0-1 Cowdenbeath | Ladbrokes League Two |
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