| Leyton Orient FC v Stoke City FC 31/08/1957 | View match | |
| Leyton Orient FC v Doncaster Rovers FC 05/09/1957 | View match | |
| Bristol City FC v Leyton Orient FC 07/09/1957 | View match | |
| Charlton Athletic FC v Leyton Orient FC 12/09/1957 | View match | |
| Leyton Orient FC v Charlton Athletic FC 19/09/1957 | £10.00 | |
| Liverpool FC v Leyton Orient FC 21/09/1957 | View match | |
| Leyton Orient FC v Middlesbrough FC 28/09/1957 | £10.00 | |
| Leyton Orient FC v Middlesbrough FC 28/09/1957 | £10.00 | |
| West Ham United FC v Leyton Orient FC 05/10/1957 | View match | |
| Leyton Orient FC v Barnsley FC 12/10/1957 | View match | |
| Fulham FC v Leyton Orient FC 19/10/1957 | £5.50 | |
| Leyton Orient FC v Swansea Town 26/10/1957 | £10.00 |