Notes: The Cumbrians confirmed friendlies against Barrow, Penrith, Kendal Town, AFC Fylde, Workington and Bradford City.

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

[7][8] Notes: The first round draw was made live on BBC by Dennis Wise and Dion Dublin on 22 October.

[10] The draw for the second round was made live on BBC and BT by Mark Schwarzer and Glenn Murray on 12 November.

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