| FA Cup | GS. | W | G. | V. | Dp. | |||
| thuis | 2 | 1 | 1 | 0 | 6 | : | 3 | |
| uit | 1 | 1 | 0 | 0 | 4 | : | 1 | |
| ∑ | 3 | 2 | 1 | 0 | 10 | : | 4 | |
| League Cup | GS. | W | G. | V. | Dp. | |||
| uit | 1 | 1 | 0 | 0 | 1 | : | 0 | |
| ∑ | 1 | 1 | 0 | 0 | 1 | : | 0 | |
| TOTAAL | GS. | W | G. | V. | Dp. | |||
| thuis | 2 | 1 | 1 | 0 | 6 | : | 3 | |
| uit | 2 | 2 | 0 | 0 | 5 | : | 1 | |
| Neutrale plaats | 0 | 0 | 0 | 0 | 0 | : | 0 | |
| ∑ | 4 | 3 | 1 | 0 | 11 | : | 4 | |
| FA Cup | |||||
| 2008/2009 | 3e Ronde | Southend United | - | Chelsea FC | 1:4 (1:1) |
| 2008/2009 | 3e Ronde | Chelsea FC | - | Southend United | 1:1 (1:0) |
| 1912/1913 | 1e Ronde | Chelsea FC | - | Southend United | 5:2 |
| League Cup | |||||
| 1972/1973 | 2e Ronde | Southend United | - | Chelsea FC | 0:1 |
|
Bij wedstrijden met een strafschoppenserie wordt de eindstand van de reguliere speeltijd als resultaat meegeteld. |
Engeland 
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