The 2019–20 Scottish Challenge Cup known as the Tunnock's Caramel Wafer Challenge Cup due to sponsorship reasons,[1][2] was the 29th season of the competition. The total number of participating clubs is 58. The competition began on 6 August 2019 with the First Round and was due to end on 28 March 2020 with the final at McDiarmid Park in Perth. However, the final had to be postponed due to the COVID-19 pandemic and was never subsequently played.[3]
Ross County were the cup holders after they beat Connah's Quay 3–1 in the 2019 final,[5] but they were ineligible to defend their title following their promotion to the Premiership for the 2019–20 season.
The draw was made on 26 June 2019 at 12:30 in the Tunnock's factory in Uddingston and was broadcast live on the SPFL YouTube Channel. The draw was regionalised and all non-Under 21 teams were seeded. The matches were played on 6 and 7 August 2019.
The draw was also made on 26 June 2019 at 12:30 in the Tunnock's factory in Uddingston and was broadcast live on the SPFL YouTube Channel. The draw was again regionalised but not seeded. Matches were played on 13 August 2019.
A pre-draw determined which country was allocated to Pot A, Pot B, Pot C and Pot D to avoid 2 cross-border teams from the same country playing each other. Pot E had the remaining 24 Scottish teams. Games will be played Saturday 7 September or Sunday 8 September 2019.[4]
The draw was made on 14 August 2019 at 12:30 and was broadcast live on the SPFL YouTube Channel.[36]