The youth team host Grimsby Town on Saturday morning in their upcoming EFL Youth Alliance fixture, kick-off 11am.
The two sides have met already this season in the cup, with Grimsby running out 3-0 winners last month.
Grimsby were crowned league champions last season with the Spireites youngsters finishing 16 points behind them.
Chesterfield’s U18s will be hoping to bounce back from a disappointing 6-2 defeat to Rotherham United in order to claim their first victory of the season.
The address for the venue of the match is as follows: -
St George's Park, Sheffield Graves