[1] Linfield were the defending champions, having beaten Ballymena United 1–0 in the 2019 final to lift the League Cup for a record tenth time.
Crusaders suffered defeat in a League Cup final for the sixth time - another new record in the competition.
Lurgan Celtic were included in the original draw, but later withdrew from the Northern Ireland Football League for financial reasons.
The top 16 league clubs from the previous season were seeded in this round in order to avoid drawing each other.
As a result of Lurgan Celtic's withdrawal from the league, Crusaders received a bye into the third round.