Head to Head Summary for Chelsea v Southend United.
F.A.Cup Matches versus Southend United
| Played | Won | Drawn | Lost | For | Against | TTL Att | AVG Att | |
| Home | 2 | 1 | 1 | 0 | 6 | 3 | 55,659 | 27,830 |
| Away / Neutral | 1 | 1 | 0 | 0 | 4 | 1 | 11,314 | 11,314 |
| Total | 3 | 2 | 1 | 0 | 10 | 4 | 66,973 | 22,324 |
| Games since last F.A. Cup defeat: | Home: 2 | Away: 1 | All: 3 |
| Games since last F.A. Cup draw: | Home: 0 | Away: 1 | All: 1 |
| Games since last F.A. Cup win: | Home: 1 | Away: 0 | All: 0 |
| 30 Chelsea players have made FA Cup Appearances against Southend United
| 6 Chelsea players have scored FA Cup Goals against Southend United
|
League Cup Matches versus Southend United
| Played | Won | Drawn | Lost | For | Against | TTL Att | AVG Att | |
| Home | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Away / Neutral | 1 | 1 | 0 | 0 | 1 | 0 | 24,160 | 24,160 |
| Total | 1 | 1 | 0 | 0 | 1 | 0 | 24,160 | 24,160 |
| Games since last league cup defeat: | Home: 0 | Away: 1 | All: 1 |
| Games since last league cup draw: | Home: 0 | Away: 1 | All: 1 |
| Games since last league cup win: | Home: 0 | Away: 0 | All: 0 |
| 11 Chelsea players have made League Cup Appearances against Southend United
| 1 Chelsea players have scored League Cup Goals against Southend United
|
All competitive Matches versus Southend United
| Played | Won | Drawn | Lost | For | Against | TTL Att | AVG Att | |
| Home | 2 | 1 | 1 | 0 | 6 | 3 | 55,659 | 27,830 |
| Away / Neutral | 2 | 2 | 0 | 0 | 5 | 1 | 35,474 | 17,737 |
| Total | 4 | 3 | 1 | 0 | 11 | 4 | 91,133 | 22,783 |
| 41 Chelsea players have made Competitive Appearances against Southend United
| 7 Chelsea players have scored Competitive Goals against Southend United
|
Match Listing v Southend United
| Comp | Date | Home | Away | Att | |||
| F.A. Cup | 11th Jan 1913 | Chelsea | 5 | 2 | Southend United | 14,569 |  |
| League Cup | 6th Sep 1972 | Southend United | 0 | 1 | Chelsea | 24,160 | |
| F.A. Cup | 3rd Jan 2009 | Chelsea | 1 | 1 | Southend United | 41,090 |  |
| F.A. Cup | 14th Jan 2009 | Southend United | 1 | 4 | Chelsea | 11,314 | |
They played for both
42 players have represented both Chelsea & Southend United during their careers. They are:
**PLEASE NOTE - This list currently includes both Chelsea FC first-team players as well as those who represented Chelsea at Reserve/U21 & Youth/U18 Levels. Please see individual's profiles if you're unsure what their connection with Chelsea is/was.
| Joe Allon |
| Pat Baldwin |
| Anthony Barness |
| Walter Bennett |
| Mick Bodley |
| Terry Bradbury |
| Joe Bradshaw |
| Billy Bridgeman |
| Stephen Broad |
| Robert Buchanan |
| Harry Cane |
| Peter Corthine |
| Willie Coulson |
| Alan Dicks |
| Keith Dublin |
| Rhys Evans |
| Jimmy Frew |
| Paul Furlong |
| Bill Garner |
| Anthony Grant |
| Harold Halse |
| Chico Hamilton |
| Jack Harwood |
| Arthur Holden |
| Pat Holton |
| Bobby Howlett |
| George Johnson |
| Keith Jones |
| Charles Mansell |
| Jack McDonald |
| Roy McDonough |
| Peter McKenna |
| Jacob Mellis |
| Gerry Peyton |
| Seth Plum |
| Adem Poric |
| Johnny Roberts |
| Joe Sibley |
| Les Stubbs |
| Rhys Taylor |
| Billy Wall |
| Henage Wileman |
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