| Blackpool FC v Chelsea FC 26/04/1965 | View match | |
| Charlton Athletic FC v Chelsea FC 29/04/1965 | View match | |
| Hamburg SV v Chelsea FC 30/07/1965 | View match | |
| Hastings United (Old) v Chelsea FC 07/08/1965 | View match | |
| Barnet FC v Chelsea FC 16/08/1965 | View match | |
| Tooting & Mitcham v Chelsea FC 18/08/1965 | View match | |
| Chelsea FC v Burnley FC 21/08/1965 | View match | |
| Stoke City FC v Chelsea FC 25/08/1965 | View match | |
| Fulham FC v Chelsea FC 28/08/1965 | £4.00 | |
| Chelsea FC v Stoke City FC 01/09/1965 | View match | |
| Arsenal FC v Chelsea FC 04/09/1965 | View match | |
| Sheffield Wednesday FC v Chelsea FC 08/09/1965 | View match |