Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 17.08.1996 |  | Matchday 1 | Southend United - Tranmere Rovers | STH - TRM | 1:1 | 4.264 |
| 20.08.1996 |  | 1. Round First leg | Southend United - Fulham | STH - FUL | 0:2 | 3.084 |
| 31.08.1996 | | Matchday 4 | Southend United - Swindon Town | STH - SWI | 1:3 | 4.011 |
| 07.09.1996 | | Matchday 5 | Southend United - Bolton | STH - BOL | 5:2 | 4.475 |
| 21.09.1996 | | Matchday 8 | Southend United - Port Vale FC | STH - PVA | 0:0 | 4.025 |
| 01.10.1996 | | Matchday 10 | Southend United - Sheffield Utd | STH - SHE | 3:2 | 3.716 |
| 13.10.1996 | | Matchday 12 | Southend United - Wolverhampton | STH - WOL | 1:1 | 5.550 |
| 16.10.1996 | | Matchday 13 | Southend United - Grimsby Town | STH - GRI | 1:0 | 3.305 |
| 29.10.1996 | | Matchday 16 | Southend United - Man City | STH - MCI | 2:3 | 8.707 |
| 02.11.1996 | | Matchday 17 | Southend United - Reading FC | STH - REA | 2:1 | 5.002 |
| 16.11.1996 | | Matchday 19 | Southend United - West Brom | STH - WBA | 2:3 | 5.120 |
| 30.11.1996 | | Matchday 21 | Southend United - Oldham Athletic | STH - OLD | 1:1 | 5.001 |
| 20.12.1996 | | Matchday 24 | Southend United - Birmingham | STH - BIR | 1:1 | 5.100 |
| 26.12.1996 | | Matchday 25 | Southend United - Charlton Athl. | STH - CHA | 0:2 | 7.508 |