On 19 May, Cheltenham Town announced their first batch of pre-season friendlies, against Evesham United, Swindon Supermarine, Weston-super-Mare and Bristol City.
[49] The club announced a sixth friendly on June 12, against West Bromwich Albion.
This necessitated rearranging the Burton Albion v Cheltenham fixture, originally scheduled for 23 January 2024.
[72] Win Draw Loss Fixtures Cheltenham were drawn at home to Birmingham City in the first round.
[73] Win Draw Loss Fixtures In the group stage, Cheltenham Town were drawn into Southern Group H alongside Newport County, Bristol Rovers and West Ham United U21.