Home History
| England National League | 2023/10/07 14:00 | Boreham Wood v Chesterfield | W | 0-2 |
| England National League | 2023/10/03 18:45 | Chesterfield v Bromley | W | 2-0 |
| England National League | 2023/09/30 14:00 | Maidenhead Utd v Chesterfield | D | 1-1 |
| England National League | 2023/09/26 19:00 | Rochdale v Chesterfield | W | 1-2 |
| England National League | 2023/09/23 14:00 | Chesterfield v Wealdstone | W | 3-2 |
| England National League | 2023/09/19 18:45 | Chesterfield v Halifax | W | 3-2 |
| England National League | 2023/09/16 14:00 | Ebbsfleet United v Chesterfield | W | 0-1 |
| England National League | 2023/09/09 14:00 | Chesterfield v Dag & Red | W | 3-1 |
Away History
| England FA Trophy | 2023/10/07 14:00 | St Ives Town v Kettering | L | 3-2 |
| England FA Cup Qualification | 2023/09/30 14:00 | Hitchin v Kettering | W | 0-1 |
| England Southern Premier League Central | 2023/09/26 18:45 | Kettering v Hitchin | L | 0-4 |
| England Southern Premier League Central | 2023/09/23 14:00 | Long Eaton Utd v Kettering | D | 2-2 |
| England FA Cup Qualification | 2023/09/16 14:00 | Kettering v Sporting Khalsa | W | 1-0 |
| England Southern Premier League Central | 2023/09/12 18:45 | Kettering v Needham Market | D | 1-1 |
| England Southern Premier League Central | 2023/09/09 14:00 | Bromsgrove v Kettering | W | 1-2 |
| England FA Cup Qualification | 2023/09/02 14:00 | Hullbridge Sports v Kettering | W | 0-1 |