| Middlesbrough FC v Derby County FC 15/11/1952 | View match | |
| Blackpool FC v Middlesbrough FC 22/11/1952 | View match | |
| Middlesbrough FC v Chelsea FC 29/11/1952 | View match | |
| Manchester United FC v Middlesbrough FC 06/12/1952 | View match | |
| Middlesbrough FC v Portsmouth FC 13/12/1952 | View match | |
| Middlesbrough FC v Burnley FC 20/12/1952 | View match | |
| Tottenham Hotspur FC v Middlesbrough FC 25/12/1952 | £24.99 | |
| Middlesbrough FC v Tottenham Hotspur FC 27/12/1952 | View match | |
| Middlesbrough FC v Sheffield Wednesday FC 01/01/1953 | View match | |
| Preston North End FC v Middlesbrough FC 03/01/1953 | £55.99 | |
| Aston Villa FC v Middlesbrough FC 10/01/1953 | £16.99 | |
| Middlesbrough FC v Stoke City FC 17/01/1953 | View match |