The domestic season began on 12 July 2019, with the first round of matches in the 2019–20 Scottish League Cup.

[2] All competitive matches affiliated with the Scottish Football Association were postponed indefinitely on 13 March 2020, due to the COVID-19 pandemic.

[4] On 15 April 2020, all divisions in the SPFL below the Scottish Premiership were concluded, and all play-off matches were cancelled, as clubs chose to curtail the season due to the pandemic.

[36] City eliminated Russian side Chertanovo to progress to the last 16, where they defeated Danish club Brøndby after a penalty shootout.

[37] This meant that City progressed to the quarter-finals, which were originally scheduled for March 2020 but were rescheduled and reformatted due to the coronavirus pandemic.