| Northampton Town FC v Leyton Orient FC 02/01/2023 | £8.00 | |
| Stevenage Borough FC v Leyton Orient FC 21/01/2023 | £8.00 | |
| Tranmere Rovers FC v Leyton Orient FC 28/01/2023 | £8.00 | |
| Walsall FC v Leyton Orient FC 11/02/2023 | £8.00 | |
| Leyton Orient FC v Rochdale FC 14/02/2023 | £9.50 | |
| Grimsby Town FC v Leyton Orient FC 25/02/2023 | £8.00 | |
| Salford City v Leyton Orient FC 07/04/2023 | £8.00 | |
| Sutton United v Leyton Orient FC 15/04/2023 | £8.00 | |
| Gillingham FC v Leyton Orient FC 18/04/2023 | £8.00 | |
| Charlton Athletic FC v Leyton Orient FC 05/08/2023 | £9.50 | |
| Plymouth Argyle FC v Leyton Orient FC 08/08/2023 | £7.00 | |
| Plymouth Argyle FC v Leyton Orient FC 08/08/2023 | £8.00 |