| Total | Spiele | Siege | Unentschieden | Niederlagen | |||
|---|---|---|---|---|---|---|---|
| Total | 37 | 13 | (35%) | 11 | (30%) | 13 | (35%) |
| Heimspiele | 17 | 7 | (41%) | 3 | (18%) | 7 | (41%) |
| Auswärtsspiele | 20 | 6 | (30%) | 8 | (40%) | 6 | (30%) |
N | 2023-11-25 | Annan Athletic |  | 4-5 |  | Dumbarton | 3R | ||
N | 2022-10-24 | Pollok |  | 4-3 | | Annan Athletic | 2R | ||
N | 2022-02-12 | Annan Athletic | | 0-3 |  | Rangers | 1/8 | ||
N | 2022-01-22 | Clydebank |  | 3-2 | | Annan Athletic | 3R | ||
S | 2021-11-27 | Gala Fairydean |  | 0-1 | | Annan Athletic | 2R | ||
S | 2021-10-23 | Annan Athletic | | 3-1 |  | Jeanfield Swifts | 1R | ||
U | 2021-03-23 | Formartine United |  | 1-1(3-1 Elf.) | | Annan Athletic | 2R | ||
S | 2020-12-26 | Gala Fairydean | | 1-2 | | Annan Athletic | 1R | ||
N | 2019-11-23 | Edinburgh City |  | 4-3 | | Annan Athletic | 3R | ||
S | 2019-10-26 | Brechin City |  | 0-2 | | Annan Athletic | 2R | ||
U | 2019-10-19 | Annan Athletic | | 2-2 | | Brechin City | 2R | ||
N | 2018-11-27 | Annan Athletic | | 3-4 |  | Montrose | 3R | ||
U | 2018-11-24 | Montrose | | 0-0 | | Annan Athletic | 3R | ||
S | 2018-10-20 | Rothes |  | 0-1 | | Annan Athletic | 2R | ||
N | 2016-12-03 | Formartine United | | 4-0 | | Annan Athletic | 3R | ||
S | 2016-10-29 | East Stirlingshire |  | 1-2 | | Annan Athletic | 2R | ||
U | 2016-10-22 | Annan Athletic | | 0-0 | | East Stirlingshire | 2R | ||
N | 2016-02-06 | Annan Athletic | | 1-4 |  | Morton FC | 1/8 | ||
S | 2016-01-09 | Annan Athletic | | 4-1 |  | Hamilton | 4R | ||
S | 2015-12-08 | Annan Athletic | | 1-0 |  | Inverurie Loco Works | 3R |
