| Chelsea FC v Carlisle United FC 04/01/1969 | £3.50 | |
| Chelsea FC v Carlisle United FC 04/01/1969 | £4.50 | |
| Chelsea FC v Carlisle United FC 04/01/1969 | £2.00 | |
| Hull City FC v Carlisle United FC 11/01/1969 | £4.00 | |
| Fulham FC v Carlisle United FC 01/02/1969 | £4.00 | |
| Fulham FC v Carlisle United FC 01/02/1969 | £3.50 | |
| Charlton Athletic FC v Carlisle United FC 08/03/1969 | £4.00 | |
| Carlisle United FC v Hull City FC 06/09/1969 | £4.00 | |
| Birmingham City FC v Carlisle United FC 27/09/1969 | £3.00 | |
| Charlton Athletic FC v Carlisle United FC 22/11/1969 | £4.50 | |
| West Bromwich Albion FC v Carlisle United FC 03/12/1969 | £4.50 | |
| Hull City FC v Carlisle United FC 20/12/1969 | £3.50 |