| 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 | |
| Chelsea FC v Everton FC 11/09/1965 | View match | |
| Chelsea FC v Sheffield Wednesday FC 15/09/1965 | £1.99 | |
| Manchester United FC v Chelsea FC 18/09/1965 | ||
| Chelsea FC v Roma (AS) 22/09/1965 | £5.50 |