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.
[4] 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 first round featured 4 clubs from the 2018-19 Scottish Highland Football League (Cove Rangers, Brora Rangers, Fraserburgh, Formartine United), 4 clubs from the 2018-19 Scottish Lowland Football League (East Kilbride, BSC Glasgow, Kelty Hearts, Spartans), 4 clubs from 2018–19 Ladbrokes League Two (Queen's Park, Elgin City, Albion Rovers, Berwick Rangers) and the 12 Under 21 teams of the 2019-20 Scottish Premiership.
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 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.
Championship League One Premiership U21s The following matches are to be broadcast live on UK television: A.