Saturday 31st October
National League
- Yeovil Town 0 , Chesterfield 1 at Full timeYeovil TownChesterfieldFull time
Tuesday 20th October
National League
- Wealdstone 3 , Chesterfield 2 at Full timeWealdstoneChesterfieldFull time
Saturday 17th October
National League
- Chesterfield 1 , Stockport County 2 at Full timeChesterfieldStockport CountyFull time
Tuesday 13th October
National League
- Torquay United 2 , Chesterfield 1 at Full timeTorquay UnitedChesterfieldFull time
Saturday 10th October
National League
- Chesterfield 4 , Woking 0 at Full timeChesterfieldWokingFull time
Tuesday 6th October
National League
- Chesterfield 1 , Hartlepool United 2 at Full timeChesterfieldHartlepool UnitedFull time
All times are UK and subject to change. BBC is not responsible for any changes.