| Stockport County FC v Chelsea FC 02/09/1905 | View match | |
| Blackpool FC v Chelsea FC 09/09/1905 | View match | |
| Bradford City FC v Chelsea FC 16/09/1905 | View match | |
| Leicester Fosse v Chelsea FC 30/09/1905 | View match | |
| Lincoln City FC v Chelsea FC 14/10/1905 | View match | |
| Burslem Port Vale v Chelsea FC 30/10/1905 | View match | |
| Clapton Orient v Chelsea FC 11/11/1905 | View match | |
| Leeds City v Chelsea FC 25/11/1905 | View match | |
| Gainsborough Trinity v Chelsea FC 16/12/1905 | View match | |
| Manchester United FC v Chelsea FC 25/12/1905 | View match | |
| Glossop North End v Chelsea FC 26/12/1905 | View match | |
| West Bromwich Albion FC v Chelsea FC 27/01/1906 | View match |