Home History
| England National League | 2023/08/12 14:00 | Oxford City v Rochdale | L | 0-1 |
| England National League | 2023/08/05 14:00 | Aldershot v Oxford City | L | 5-2 |
| Club Friendly List | 2023/07/21 18:45 | Banbury v Oxford City | W | 2-3 |
| Club Friendly List | 2023/07/04 18:00 | Oxford City v Salisbury FC | D | 0-0 |
| England National League South | 2023/05/14 11:30 | Oxford City v St Albans | W | 4-0 |
| England National League South | 2023/05/07 14:30 | Oxford City v Worthing | W | 2-0 |
| England National League South | 2023/04/29 14:00 | Bath City v Oxford City | L | 2-1 |
| England National League South | 2023/04/22 14:00 | Oxford City v Havant and W | D | 1-1 |
Away History
| England National League | 2023/08/12 14:00 | AFC Fylde v Chesterfield | W | 2-4 |
| England National League | 2023/08/05 14:00 | Chesterfield v Dorking Wanderers | W | 4-3 |
| Club Friendly List | 2023/07/29 12:00 | Bristol Rovers v Chesterfield | L | 2-0 |
| Club Friendly List | 2023/07/22 14:00 | Accrington Stanley v Chesterfield | W | 2-3 |
| Club Friendly List | 2023/07/19 18:00 | Chesterfield v Derby | L | 0-1 |
| Elite Club Friendlies | 2023/07/15 14:00 | Chesterfield v Sheff Utd | L | 0-2 |
| Club Friendly List | 2023/07/11 18:00 | Chesterfield v Sheff Wed | L | 1-2 |
| UK Friendlies | 2023/07/08 14:00 | Alfreton Town v Chesterfield | W | 1-5 |