| Coventry City FC v Middlesbrough FC 24/02/1996 | View match | |
| Middlesbrough FC v Everton FC 02/03/1996 | View match | |
| West Ham United FC v Middlesbrough FC 09/03/1996 | View match | |
| Middlesbrough FC v Nottingham Forest FC 16/03/1996 | View match | |
| Aston Villa FC v Middlesbrough FC 19/03/1996 | View match | |
| Leeds United FC v Middlesbrough FC 30/03/1996 | View match | |
| Middlesbrough FC v Sheffield Wednesday FC 05/04/1996 | View match | |
| Tottenham Hotspur FC v Middlesbrough FC 08/04/1996 | £2.00 | |
| Tottenham Hotspur FC v Middlesbrough FC 08/04/1996 | £4.50 | |
| Middlesbrough FC v Wimbledon 13/04/1996 | View match | |
| Liverpool FC v Middlesbrough FC 27/04/1996 | View match | |
| Middlesbrough FC v Manchester United FC 05/05/1996 | View match |