Challenge Cup| ROUND | R1 | R2 | R3 | QF | SF | F | |
| N | S | ||||||
| Season archive |
| Friday, 16 November 2018 | ||||||
| qf | Queen's Park | 1-2 | Connah's Quay | |||
| 64 | Hawke | 81 | Horan | |||
| 84 | Wilde | |||||
| Saturday, 17 November 2018 | ||||||
| qf | Edinburgh City | 2-2 | Alloa Athletic | p4-3 | ||
| 45 | Henderson | 2 | Zanatta | |||
| 57 | Shepherd | 12 | Trouten | |||
| qf | Motherwell U20 | 1-2 | Ross County | |||
| 53 | Livingstone | 51 | Stewart | |||
| 56 | Stewart | |||||
| Saturday, 2 February 2019 | ||||||
| qf | Bohemians | - | East Fife | |||
| 6 | +1 | Blair HENDERSON (Edinburgh City, 3p) |
| 4 | Stephen DOBBIE (Queen of the South) | |
| Brian GRAHAM (Ross County) | ||
| 3 | +1 | Scott SHEPHERD (Edinburgh City) |
| +2 | Ross STEWART (Ross County) | |
| +1 | Lewis HAWKE (Queen's Park) | |
| Sam JAMIESON (St.Mirren U20) | ||
| Mikey DRENNAN (Sligo Rovers) |
