Home History
| England National League South | 2023/11/25 15:00 | Welling v Yeovil | W | 4-1 |
| England FA Trophy | 2023/11/21 19:45 | Welling v Taunton Town | D | 2-2 |
| England National League South | 2023/11/14 19:45 | Braintree Town v Welling | L | 4-1 |
| England National League South | 2023/11/11 15:00 | Welling v Slough | W | 4-3 |
| England National League South | 2023/11/07 19:45 | Dover v Welling | D | 2-2 |
| England National League South | 2023/11/04 15:00 | Weymouth v Welling | D | 1-1 |
| England National League South | 2023/10/28 14:00 | Welling v Chippenham Town | D | 0-0 |
| England National League South | 2023/10/24 18:45 | Welling v Maidstone Utd | D | 0-0 |
Away History
| England National League | 2023/11/25 15:00 | Chesterfield v Eastleigh | W | 3-2 |
| England National League | 2023/11/21 19:45 | Woking v Chesterfield | W | 0-2 |
| England National League | 2023/11/18 15:00 | Southend v Chesterfield | L | 2-1 |
| England National League | 2023/11/11 15:00 | Chesterfield v Barnet | W | 4-2 |
| England FA Cup | 2023/11/05 12:15 | Chesterfield v Portsmouth | W | 1-0 |
| England National League | 2023/10/28 14:00 | Kidderminster v Chesterfield | W | 1-3 |
| England National League | 2023/10/24 18:45 | Chesterfield v York | W | 4-0 |
| England FA Cup Qualification | 2023/10/14 14:00 | Chesterfield v Kettering | W | 5-0 |
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