| Morton FC v Ayr United FC 27/11/1999 | View match | |
| Airdrieonians (Old) v Morton FC 07/12/1999 | View match | |
| Morton FC v Dunfermline Athletic 11/12/1999 | View match | |
| Falkirk FC v Morton FC 18/12/1999 | View match | |
| Morton FC v Raith Rovers FC 27/12/1999 | View match | |
| St Mirren FC v Morton FC 03/01/2000 | View match | |
| Inverness Caledonian Thistle v Morton FC 08/01/2000 | View match | |
| Morton FC v Airdrie United FC 22/01/2000 | View match | |
| Ayr United FC v Morton FC 05/02/2000 | View match | |
| Dunfermline Athletic v Morton FC 12/02/2000 | View match | |
| Morton FC v Clydebank FC (Old) 26/02/2000 | View match | |
| Raith Rovers FC v Morton FC 04/03/2000 | View match |