| ROUND | R1 | R2 | QF | SF | F | ||||
| r1 | r2 | r3 | r4 | r5 | |||||
| Season archive |
| Friday, 16 August 2019 | ||||||
| r2 | Motherwell | 1-2 | Hearts | |||
| 60 | Long | 40 | Smith | |||
| 45(p) | Washington | |||||
| Saturday, 17 August 2019 | ||||||
| r2 | Celtic | 2-1 | Dunfermline | aet | ||
| 55 | Johnston | 77 | Beadling | |||
| 114 | Forrest | |||||
| r2 | Hibernian | 5-3 | Morton | aet | ||
| 20 | Allan | 39 | McHugh | |||
| 32 | Vela | 45(og) | Stevenson | |||
| 55 | Kamberi | 90(og) | Whittaker | |||
| 104 | Kamberi | |||||
| 120 | Doidge | |||||
| r2 | Kilmarnock | 1-0 | Hamilton | aet | ||
| 113 | Thomas | |||||
| r2 | Partick Thistle | 3-2 | Ross County | aet | ||
| 80 | Miller | 60 | Spittal | |||
| 96 | Penrice | 105 | Paton | |||
| 114 | Saunders | |||||
| r2 | Forfar Athletic | 1-2 | Livingston | |||
| 63 | Hilson | 34 | Dykes | |||
| 53 | Pittman | |||||
| Sunday, 18 August 2019 | ||||||
| r2 | Dundee | 1-2 | Aberdeen | aet | ||
| 43(p) | Johnson | 90 | Considine | |||
| 103 | Cosgrove | |||||
| r2 | East Fife | 0-3 | Rangers | |||
| 26 | Defoe | |||||
| 56 | Helander | |||||
| 84 | Aribo | |||||
| 5 | Kevin NISBET (Dunfermline) | |
| 4 | Ross STEWART (Ross County) | |
| Shane SUTHERLAND (Elgin City) | ||
| +2 | Florian KAMBERI (Hibernian) | |
| Ross CUNNINGHAM (Hamilton, 2p) | ||
| Billy McKAY (Ross County) | ||
| Liam DONNELLY (Motherwell, 1p) | ||
| 3 | Nicky CADDEN (Morton, 1p) | |
| +1 | Kenny MILLER (Partick Thistle) | |
| +1 | Scott ALLAN (Hibernian, 2p) | |
| Luke McCOWAN (Ayr United) | ||
| +1 | Tom BEADLING (Dunfermline) | |
| +1 | Robert McHUGH (Morton) | |
| Ricky LAMIE (Livingston) | ||
| Declan McMANUS (Falkirk) | ||
| Michael MOFFAT (Ayr United) | ||
| Craig HALKETT (Hearts) | ||
| +1 | Dale HILSON (Forfar Athletic, 2p) | |
| Shea GORDON (Partick Thistle) | ||
| Alistair ROY (Airdrieonians, 1p) | ||
| Liam BUCHANAN (Alloa Athletic) | ||
| Alan TROUTEN (Alloa Athletic) | ||
| James SCOTT (Motherwell) | ||
| Michael TRAVIS (Forfar Athletic) |