| Saturday 5th January 1901 | |||
| Clyde | 6-0 | East Stirlingshire | |
| Saturday 12th January 1901 | |||
| Ayr FC | 2-2 | Orion | |
| Celtic | 1-0 | Rangers | |
| Dundee | 3-1 | Arthurlie | |
| Forfar Athletic | 0-4 | Leith Athletic | |
| Heart of Midlothian | 7-0 | Mossend Swifts | |
| Hibernian | 7-0 | Dumbarton | |
| Kilmarnock | 3-2 | Airdrieonians | |
| Morton | 10-0 | Bo'ness | |
| Port Glasgow Ath | 9-1 | Newton Stewart Ath | |
| Royal Albert | 1-1 | St Johnstone | |
| St Bernard's | 5-0 | Partick Thistle | |
| St Mirren | 10-0 | Kilwinning Eglinton | |
| Stenhousemuir | 1-3 | Queen's Park | |
| Third Lanark | 5-0 | Douglas Wanderers | |
| Saturday 19th January 1901 | |||
| Replay | |||
| Orion | 1-3 | Ayr FC | |
| Thursday 31st January 1901 | |||
| Dundee Wanderers | 0-3 | Abercorn | |
| Saturday 9th February 1901 | |||
| Replay | |||
| St Johnstone | 0-2 | Royal Albert | |









