| Bury FC v Middlesbrough FC 24/01/1987 | £6.50 | |
| Middlesbrough FC v Gillingham FC 31/01/1987 | View match | |
| Middlesbrough FC v Bristol Rovers FC 07/02/1987 | View match | |
| Chesterfield FC v Middlesbrough FC 14/02/1987 | View match | |
| Port Vale FC v Middlesbrough FC 17/02/1987 | View match | |
| Middlesbrough FC v Fulham FC 21/02/1987 | View match | |
| Swindon Town FC v Middlesbrough FC 28/02/1987 | View match | |
| AFC Bournemouth v Middlesbrough FC 03/03/1987 | View match | |
| Middlesbrough FC v Bristol City FC 07/03/1987 | View match | |
| Walsall FC v Middlesbrough FC 14/03/1987 | View match | |
| Middlesbrough FC v Notts County FC 17/03/1987 | View match | |
| Blackpool FC v Middlesbrough FC 21/03/1987 | View match |