August 2018
| Mon 20 Aug - 2:00 pm | Links Park | Dundee Reserves |  |
3 - 2 |  |
St Johnstone | Reserve League | |
| Mon 27 Aug - 2:00 pm | Oriam | Hearts |  |
2 - 3 | |
Dundee Reserves | Reserve League |
September 2018
| Mon 3 Sep - 2:00 pm | Links Park | Dundee Reserves | |
4 - 0 |  |
Rangers | Reserve League | |
| Mon 10 Sep - 2:00 pm | Forthbank | Motherwell |  |
2 - 1 | |
Dundee Reserves | Reserve Cup |
October 2018
| Tue 2 Oct - 2:00 pm | New Central Park | Dunfermline Athletic |  |
5 - 0 | |
Dundee Reserves | Reserve League | |
| Tue 9 Oct - 2:00 pm | Links Park | Dundee Reserves | |
1 - 2 |  |
Greenock Morton | Reserve Cup | |
| Mon 29 Oct - 2:00 pm | Links Park | Dundee Reserves | |
2 - 2 |  |
Partick Thistle | Reserve League |
November 2018
| Tue 13 Nov - 2:00 pm | Station Park | Dundee Reserves | |
1 - 0 | |
Dunfermline Athletic | Reserve Cup | |
| Mon 19 Nov - 2:00 pm | Palmerston Park | Queen of the South |  |
0 - 1 | |
Dundee Reserves | Reserve Cup |
December 2018
| Mon 3 Dec - 2:00 pm | Hamilton Accies |  |
1 - 1 | |
Dundee Reserves | Reserve League | ||
| Mon 17 Dec - 2:00 pm | Station Park | Dundee Reserves | |
4 - 0 | |
Queen of the South | Reserve League |
February 2019
| Tue 12 Feb - 2:00 pm | Kilmac Stadium at Dens Park | Dundee Reserves | |
0 - 7 |  |
Dundee United | Reserve League | |
| Mon 18 Feb - 2:00 pm | Hibernian |  |
8 - 1 | |
Dundee Reserves | Reserve League |
March 2019
| Tue 5 Mar - 2:00 pm | Station Park | Dundee Reserves | |
0 - 6 |  |
Celtic | Reserve League | |
| Tue 19 Mar - 2:00 pm | Station Park | Dundee Reserves | |
1 - 2 |  |
Falkirk | Reserve League | |
| Tue 26 Mar - 7:00 pm | Aberdeen |  |
2 - 0 | |
Dundee Reserves | Reserve League |
April 2019
| Mon 1 Apr - 2:00 pm | Cappielow | Greenock Morton | |
2 - 0 | |
Dundee Reserves | Reserve League | |
| Mon 8 Apr - 2:00 pm | Station Park | Dundee Reserves | |
3 - 0 |  |
St. Mirren | Reserve League | |
| Tue 16 Apr - 2:00 pm | Station Park | Dundee Reserves | |
1 - 3 | |
Motherwell | Reserve League | |
| Mon 22 Apr - 2:00 pm | Ross County |  |
5 - 1 | |
Dundee Reserves | Reserve League | ||
| Mon 29 Apr - 2:00 pm | Rugby Park | Kilmarnock |  |
2 - 1 | |
Dundee Reserves | Reserve League |
