[12] In their League Cup second round match, Dundee would provide tough opposition to Premiership side Aberdeen and would lead for the majority for the game, before the Dons netted a late equaliser and then a winner in extra time.

[15] In front of over 14,000 fans at Tannadice, a bizarre and controversial game swung the way of the Terrors, who ran out 6–2 winners in what was a rough night for the Dark Blues.

[16] Any hope of a quick bounce-back after the derby humiliation was lost when Dundee once again underperformed against lower league opposition and went out in embarrassing fashion at home to Elgin City in the Challenge Cup.

[17] In their return to league action, Dundee mustered an important 2–1 home win against Alloa to end their winless run,[18] but could not keep the momentum up and lost their next game on the road to Morton.

[27] The Dark Blues' woes continued the following week, and despite scoring a late equaliser, they immediately gave away a losing goal to Queen of the South.

[29] Desperate for an end to their winless run, Dundee put on a terrific first-half performance against on-form Dunfermline, making it 4–1 just after the second half began.

[34] The following week only continued the dismal play, as Dundee were completely dominated once again and failed to score for the third consecutive game in a 2–0 loss to Dunfermline that would have been far worse if not from some good saves by keeper Jack Hamilton.

Dundee finally found some positive form the following week, with a comfortable 2–0 win at home against bottom side Partick Thistle, with Kane Hemmings scoring a brace.

[38] Despite another impressive performance at home to Alloa which saw Dundee's third consecutive clean sheet, missed chances led to a goalless draw.

[39] Dundee would extend their run to four straight clean sheets with help from a Conor Hazard penalty save, but yet again would not find the net themselves in another 0–0 draw away to Ayr United.

[40] In the reverse fixture 3 days later, the Dark Blues made their chances count, combining a fifth straight clean sheet with 2 goals to again best their play-off rivals.

[46] Despite initial outcry regarding meeting the requested deadline, league rules indicated Dundee had 28 days to give their vote.

[51] Later that day, the SPFL announced that the proposal had officially been accepted, indicating Dundee had in fact approved it, thus terminating their season effective immediately.