| Chelsea FC v Leicester Fosse 05/02/1906 | View match | |
| Hull City FC v Chelsea FC 10/02/1906 | View match | |
| Chelsea FC v Lincoln City FC 17/02/1906 | View match | |
| Chesterfield Town v Chelsea FC 24/02/1906 | View match | |
| Chelsea FC v Burslem Port Vale 03/03/1906 | View match | |
| Barnsley FC v Chelsea FC 10/03/1906 | View match | |
| Chelsea FC v Clapton Orient 17/03/1906 | View match | |
| Burnley FC v Chelsea FC 24/03/1906 | View match | |
| Chelsea FC v Leeds City 31/03/1906 | View match | |
| Burton United v Chelsea FC 07/04/1906 | View match | |
| Chelsea FC v Manchester United FC 13/04/1906 | View match | |
| Grimsby Town FC v Chelsea FC 14/04/1906 | View match |