| ROUND | R1 | R2 | R3 | QF | SF | F | |
| N | S | ||||||
| Season archive |
| Friday, 12 October 2018 | ||||||
| r3 | Arbroath | 1-4 | Edinburgh City | |||
| 11 | McKenna | 25(p) | Henderson | |||
| 56 | Shepherd | |||||
| 68(p) | Henderson | |||||
| 78 | Henderson | |||||
| Saturday, 13 October 2018 | ||||||
| r3 | Bohemians | 0-0 | Sutton United | p4-3 | ||
| r3 | East Fife | 2-0 | Queen of the South | |||
| 34 | Smith | |||||
| 78 | Dowds | |||||
| r3 | Ross County | 3-1 | Montrose | |||
| 20 | Stewart | 44 | Johnston | |||
| 41 | Keillor-Dunn | |||||
| 51 | Keillor-Dunn | |||||
| r3 | Connah's Quay | 2-0 | Coleraine | |||
| 61 | Horan | |||||
| 90 | Owens | |||||
| r3 | Motherwell U20 | 2-0 | Sligo Rovers | |||
| 12(og) | McClean | |||||
| 71 | Mbulu | |||||
| r3 | St.Mirren U20 | 2-4 | Queen's Park | |||
| 2 | Jamieson | 62 | Hawke | |||
| 63 | Breadner | 66 | McLean | |||
| 80 | East | |||||
| 82(p) | McLean | |||||
| 5 | +2 | Blair HENDERSON (Edinburgh City, 3p) |
| 4 | Stephen DOBBIE (Queen of the South) | |
| Brian GRAHAM (Ross County) | ||
| 3 | +1 | Sam JAMIESON (St.Mirren U20) |
| Mikey DRENNAN (Sligo Rovers) | ||
| 2 | Mason BLOOMFIELD (Hamilton U20) | |
| Andréa MBUYI-MUTOMBO (Partick Thistle) | ||
| Callum HENDRY (St.Johnstone U20) | ||
| +1 | Scott SHEPHERD (Edinburgh City) | |
| +2 | Scott McLEAN (Queen's Park, 1p) | |
| Billy McKAY (Ross County) | ||
| Lyndon DYKES (Queen of the South) | ||
| +1 | Anton DOWDS (East Fife) | |
| +1 | Lewis HAWKE (Queen's Park) | |
| +1 | Michael McKENNA (Arbroath) | |
| +2 | Davis KEILLOR-DUNN (Ross County) | |
| Allan SMITH (Edinburgh City) | ||
| Ross FERGUSSON (Annan Athletic) | ||
| Broque WATSON (Motherwell U20) | ||
| Ross McNEIL (East Kilbride) | ||
| Kevin CAWLEY (Alloa Athletic) | ||
| Aidan FITZPATRICK (Partick Thistle) | ||
| +1 | Craig JOHNSTON (Montrose) | |
| Cameron MacPHERSON (St.Mirren U20, 1p) | ||
| Paul McMULLAN (Dundee United) | ||
| Tony WALLACE (Annan Athletic) | ||
| Rory PATTERSON (Crusaders, 1p) | ||
| Paul McMANUS (Cove Rangers) |