| Leyton Orient FC v Grimsby Town FC 21/12/1957 | £10.00 | |
| Leyton Orient FC v Grimsby Town FC 21/12/1957 | £10.00 | |
| Leyton Orient FC v Bristol City FC 11/01/1958 | £10.00 | |
| Leyton Orient FC v Derby County FC 15/03/1958 | £10.00 | |
| Leyton Orient FC v Ipswich Town FC 04/09/1958 | £8.99 | |
| Leyton Orient FC v Swansea Town 18/09/1958 | £10.00 | |
| Leyton Orient FC v Fulham FC 27/09/1958 | £10.00 | |
| Brighton & Hove Albion FC v Leyton Orient FC 25/10/1958 | £9.99 | |
| Leyton Orient FC v Huddersfield Town FC 01/11/1958 | £10.00 | |
| Leyton Orient FC v Huddersfield Town FC 01/11/1958 | £10.00 | |
| Leyton Orient FC v Middlesbrough FC 15/11/1958 | £10.00 | |
| Leyton Orient FC v Bristol City FC 29/11/1958 | £10.00 |