Lịch sử đối đầu Chesterfield vs Southend United |
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| 18.11.2023 | Southend United | 2-1 | Chesterfield |  | |
Phong độ của Chesterfield |
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| 24.01.2024 | Chesterfield | 1-0 | Woking | | ||
| 17.01.2024 | Chesterfield | 2-1 | Altrincham | | ||
| 13.01.2024 | Welling United | 2-0 | Chesterfield | | ||
| 11.01.2024 | Chesterfield | 5-0 | Gateshead | | ||
| 06.01.2024 | Watford | 2-1 | Chesterfield | | ||
| 01.01.2024 | Chesterfield | 3-2 | Solihull Moors | | ||
| 26.12.2023 | Solihull Moors | 2-0 | Chesterfield | | ||
| 23.12.2023 | Chesterfield | 4-1 | Aldershot Town | | ||
| 16.12.2023 | Hartlepool United | 0-1 | Chesterfield | | ||
| 09.12.2023 | Chesterfield | 6-1 | Southport FC | | ||
Phong độ của Southend United |
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| 13.01.2024 | Eastleigh | 0-1 | Southend United | | ||
| 06.01.2024 | Southend United | 3-0 | Halifax Town | | ||
| 30.12.2023 | Barnet | 1-0 | Southend United | | ||
| 26.12.2023 | Southend United | 0-2 | Barnet | | ||
| 23.12.2023 | Kidderminster Harriers | 1-2 | Southend United | | ||
| 16.12.2023 | Southend United | 1-2 | Bromley | | ||
| 09.12.2023 | Southend United | 2-2 | Hampton Richmond Borough | | ||
| 25.11.2023 | Gateshead | 1-1 | Southend United | | ||
| 18.11.2023 | Southend United | 2-1 | Chesterfield | | ||
| 11.11.2023 | Altrincham | 2-0 | Southend United | | ||