| Alloa Athletic FC v Dundee 29/10/2019 | View match | |
| Dundee v Greenock Morton 01/11/2019 | View match | |
| Dundee v Dundee United FC 08/11/2019 | View match | |
| Inverness Caledonian Thistle v Dundee 23/11/2019 | View match | |
| Dundee v Queen Of The South FC 30/11/2019 | View match | |
| Arbroath FC v Dundee 07/12/2019 | View match | |
| Dundee v Dunfermline Athletic 14/12/2019 | View match | |
| Partick Thistle FC v Dundee 21/12/2019 | View match | |
| Dundee United FC v Dundee 27/12/2019 | View match | |
| Dundee v Inverness Caledonian Thistle 04/01/2020 | View match | |
| Dundee v Motherwell FC 18/01/2020 | View match | |
| Dunfermline Athletic v Dundee 24/01/2020 | View match |