| Charlton Athletic FC v Chelsea FC 15/10/1949 | £18.00 | |
| Stoke City FC v Charlton Athletic FC 22/10/1949 | View match | |
| Charlton Athletic FC v Burnley FC 29/10/1949 | View match | |
| Sunderland FC v Charlton Athletic FC 05/11/1949 | View match | |
| Charlton Athletic FC v Liverpool FC 12/11/1949 | £40.00 | |
| Arsenal FC v Charlton Athletic FC 19/11/1949 | View match | |
| Charlton Athletic FC v Bolton Wanderers FC 26/11/1949 | £20.00 | |
| Birmingham City FC v Charlton Athletic FC 03/12/1949 | View match | |
| Charlton Athletic FC v Derby County FC 10/12/1949 | View match | |
| Charlton Athletic FC v West Bromwich Albion FC 17/12/1949 | View match | |
| Manchester City FC v Charlton Athletic FC 24/12/1949 | View match | |
| Charlton Athletic FC v Portsmouth FC 26/12/1949 | £30.00 |