| Leyton Orient FC v Peterborough United FC 05/11/1988 | £3.50 | |
| Leyton Orient FC v Carlisle United FC 08/11/1988 | View match | |
| Scunthorpe United FC v Leyton Orient FC 12/11/1988 | View match | |
| Enfield v Leyton Orient FC 19/11/1988 | View match | |
| Leyton Orient FC v Enfield 23/11/1988 | View match | |
| Cambridge United FC v Leyton Orient FC 26/11/1988 | View match | |
| Leyton Orient FC v Enfield 28/11/1988 | View match | |
| Leyton Orient FC v Lincoln City FC 03/12/1988 | View match | |
| Grimsby Town FC v Leyton Orient FC 17/12/1988 | View match | |
| Leyton Orient FC v Tranmere Rovers FC 26/12/1988 | View match | |
| Leyton Orient FC v Wrexham FC 31/12/1988 | £3.50 | |
| Rochdale FC v Leyton Orient FC 02/01/1989 | View match |