[6] The Silkmen announced pre-season friendlies against Congleton Town[7] and Cheadle Heath Nomads.

Source: BBC On Thursday, 20 June 2019, the EFL League Two fixtures were revealed.

[23] The first round draw was made on 20 June.

[24] The second round draw was made on 13 August 2019 following the conclusion of all but one first-round matches.

[25] On 9 July 2019, the pre-determined group stage draw was announced with Invited clubs to be drawn on 12 July 2019.