| Bolton Wanderers FC v Cardiff City FC 21/12/1968 | View match | |
| Bolton Wanderers FC v Carlisle United FC 26/12/1968 | View match | |
| Bolton Wanderers FC v Northampton Town FC 04/01/1969 | View match | |
| Bolton Wanderers FC v Crystal Palace FC 11/01/1969 | View match | |
| Norwich City FC v Bolton Wanderers FC 18/01/1969 | View match | |
| Bolton Wanderers FC v Bristol Rovers FC 25/01/1969 | View match | |
| Bolton Wanderers FC v Middlesbrough FC 01/02/1969 | View match | |
| Portsmouth FC v Bolton Wanderers FC 22/02/1969 | £6.00 | |
| Portsmouth FC v Bolton Wanderers FC 22/02/1969 | £4.50 | |
| Bolton Wanderers FC v Oxford United FC 01/03/1969 | View match | |
| Huddersfield Town FC v Bolton Wanderers FC 04/03/1969 | View match | |
| Bury FC v Bolton Wanderers FC 07/03/1969 | £4.50 |