Troféu EFLMansfield Town3 - 5Chesterfield FCVTaça da InglaterraChesterfield FC4 - 3Yeovil Town FCVQuarta DivisãoNewport County4 - 1Chesterfield FCD
Quarta DivisãoChesterfield FC5 - 1Crewe AlexandraV
Quarta DivisãoChesterfield FC1 - 1Colchester UnitedEQuarta DivisãoPort Vale1 - 0Chesterfield FCD
Quarta DivisãoCrawley Town2 - 2Chesterfield FCE
Quarta DivisãoChesterfield FC4 - 2Tranmere RoversV
Quarta DivisãoCheltenham Town2 - 1Chesterfield FCD
English EFL TrophyChesterfield FC1 - 1Port ValeE
Quarta DivisãoChesterfield FC2 - 0York City FCV
Troféu EFLChesterfield FC5 - 3Manchester City U21V
Quarta DivisãoOldham Athletic1 - 2Chesterfield FCV
Quarta DivisãoChesterfield FC3 - 3Barnet FCE
Quarta DivisãoChesterfield FC1 - 1GillinghamE
Quarta DivisãoRotherham United2 - 1Chesterfield FCD
Quarta DivisãoSalford City0 - 1Chesterfield FCV
Quarta DivisãoChesterfield FC0 - 1Fleetwood TownD
English Carabao CupFleetwood Town1 - 0Chesterfield FCD
League TwoNotts County0 - 0Chesterfield FCE