Saturday 30th October
National League
- Dagenham & Redbridge 2 , Chesterfield 2 at Full timeDagenham & RedbridgeChesterfieldFull time
Tuesday 26th October
National League
- Chesterfield 1 , Eastleigh 0 at Full timeChesterfieldEastleighFull time
Saturday 23rd October
National League
- Chesterfield 2 , Boreham Wood 1 at Full timeChesterfieldBoreham WoodFull time
Saturday 16th October
FA Cup - 4th Round Qualifying
- Curzon Ashton 0 , Chesterfield 4 at Full timeCurzon AshtonChesterfieldFull time
Saturday 9th October
National League
- Southend United 0 , Chesterfield 4 at Full timeSouthend UnitedChesterfieldFull time
Tuesday 5th October
National League
- Wrexham 1 , Chesterfield 1 at Full timeWrexhamChesterfieldFull time
All times are UK and subject to change. tv is not responsible for any changes.