| Chelsea FC v Glossop North End 16/04/1906 | View match | |
| Chelsea FC v Gainsborough Trinity 21/04/1906 | View match | |
| Bristol City FC v Chelsea FC 28/04/1906 | View match | |
| Chelsea FC v Glossop North End 01/09/1906 | View match | |
| Blackpool FC v Chelsea FC 08/09/1906 | View match | |
| Chelsea FC v Bradford City FC 15/09/1906 | View match | |
| West Bromwich Albion FC v Chelsea FC 22/09/1906 | View match | |
| Chelsea FC v Leicester Fosse 29/09/1906 | View match | |
| Nottingham Forest FC v Chelsea FC 06/10/1906 | View match | |
| Chelsea FC v Lincoln City FC 13/10/1906 | View match | |
| Burton United v Chelsea FC 20/10/1906 | View match | |
| Chelsea FC v Grimsby Town FC 27/10/1906 | View match |