| Partick Thistle FC v Clyde 13/03/1999 | View match | |
| Clyde v Arbroath FC 20/03/1999 | View match | |
| Inverness Caledonian Thistle v Clyde 03/04/1999 | View match | |
| Livingston FC v Clyde 10/04/1999 | View match | |
| Clyde v Alloa Athletic FC 17/04/1999 | View match | |
| Queen Of The South FC v Clyde 24/04/1999 | View match | |
| Clyde v Stirling Albion FC 01/05/1999 | View match | |
| East Fife FC v Clyde 08/05/1999 | View match | |
| Albion Rovers FC v Clyde 31/07/1999 | View match | |
| Clyde v Alloa Athletic FC 07/08/1999 | View match | |
| Clyde v Ross County FC 10/08/1999 | View match | |
| Arbroath FC v Clyde 14/08/1999 | View match |