On 25 April, Chesterfield announced their first pre-season friendly, against Matlock Town.
[39] A month later, home fixtures against Sheffield United and Derby County were also confirmed.
[40][41] On June 21, a fourth friendly fixture was added, against Scunthorpe United.
[42] Three days later, a home fixture versus Nottingham Forest was announced.
[56] Win Draw Loss Fixtures In the group stage, Chesterfield were drawn into Northern Group G alongside Grimsby Town, Lincoln City and Manchester City U21.