The season covers the period from 1 July 2018 to 30 June 2019.

Source: BBC On 21 June 2018, the League Two fixtures for the forthcoming season were announced.

[51][52] The first round draw was made live on BBC by Dennis Wise and Dion Dublin on 22 October.

[56] The second round draw was made from the Stadium of Light on 16 August.

[57] On 13 July 2018, the initial group stage draw bar the U21 invited clubs was announced.