16/05 - 20:00
| Total | 20 | 5 | (25%) | 3 | (15%) | 12 | (60%) |
| Home | 10 | 1 | (10%) | 2 | (20%) | 7 | (70%) |
| Away | 10 | 4 | (40%) | 1 | (10%) | 5 | (50%) |
L | 2023-09-23 | Banks O´Dee FC |  | 6-0 |  | Dalbeattie Star | 1R | ||
L | 2022-10-22 | Dalbeattie Star | | 1-7 |  | Darvel | 2R | ||
W | 2022-09-17 | Cumbernauld |  | 0-1 | | Dalbeattie Star | 1R | ||
L | 2021-11-27 | Dalbeattie Star | | 1-2 |  | East Kilbride FC | 2R | ||
W | 2021-10-30 | Rothes |  | 0-1 | | Dalbeattie Star | 1R | ||
D | 2021-10-23 | Dalbeattie Star | | 0-0 | | Rothes | 1R | ||
W | 2021-09-25 | Dalbeattie Star | | 3-2 |  | Newtongrange Star | 2QR | ||
D | 2021-09-18 | Newtongrange Star | | 1-1 | | Dalbeattie Star | 2QR | ||
L | 2020-12-12 | Huntly |  | 3-0 | | Dalbeattie Star | 2QR | ||
L | 2019-09-21 | Dalbeattie Star | | 1-3 |  | Gala Fairydean | 1R | ||
D | 2018-09-22 | Dalbeattie Star | | 0-0 |  | Kelty Hearts | 1R | ||
L | 2016-09-24 | Dalbeattie Star | | 1-3 |  | Wick Academy | 1R | ||
L | 2015-09-26 | Fraserburgh |  | 3-2 | | Dalbeattie Star | 1R | ||
L | 2014-10-04 | Linlithgow RFC |  | 5-1 | | Dalbeattie Star | 2R | ||
W | 2014-09-13 | Golspie Sutherland |  | 1-4 | | Dalbeattie Star | 1R | ||
L | 2013-10-05 | Dalbeattie Star | | 0-1 |  | Montrose | 2R | ||
L | 2012-09-29 | Dalbeattie Star | | 0-5 |  | Stirling Albion | 2R | ||
L | 2010-10-23 | Deveronvale |  | 1-0 | | Dalbeattie Star | 2R | ||
W | 2010-09-25 | Hawick Royal Albert |  | 0-3 | | Dalbeattie Star | 1R | ||
L | 2009-09-26 | Dalbeattie Star | | 2-4 |  | Keith FC | 1R |
