| Kilmarnock FC v Morton FC 13/08/1986 | View match | |
| Forfar Athletic FC v Kilmarnock FC 16/08/1986 | View match | |
| Kilmarnock FC v Ayr United FC 20/08/1986 | View match | |
| Kilmarnock FC v Montrose FC 23/08/1986 | View match | |
| Queen Of The South FC v Kilmarnock FC 30/08/1986 | View match | |
| Kilmarnock FC v Dunfermline Athletic 06/09/1986 | View match | |
| Airdrieonians (Old) v Kilmarnock FC 13/09/1986 | View match | |
| Kilmarnock FC v Dumbarton 16/09/1986 | View match | |
| Kilmarnock FC v Clyde 27/09/1986 | View match | |
| Partick Thistle FC v Kilmarnock FC 30/09/1986 | View match | |
| Kilmarnock FC v East Fife FC 04/10/1986 | View match | |
| Morton FC v Kilmarnock FC 08/10/1986 | View match |