| Chelsea FC v Preston North End FC 18/03/1961 | View match | |
| Newcastle United FC v Chelsea FC 25/03/1961 | View match | |
| Tottenham Hotspur FC v Chelsea FC 31/03/1961 | View match | |
| Chelsea FC v Cardiff City FC 01/04/1961 | View match | |
| Chelsea FC v Tottenham Hotspur FC 03/04/1961 | £25.00 | |
| Manchester City FC v Chelsea FC 08/04/1961 | £8.50 | |
| Chelsea FC v Arsenal FC 15/04/1961 | £7.50 | |
| West Bromwich Albion FC v Chelsea FC 22/04/1961 | View match | |
| Chelsea FC v Sheffield Wednesday FC 26/04/1961 | View match | |
| Chelsea FC v Nottingham Forest FC 29/04/1961 | View match | |
| Chelsea FC v Nottingham Forest FC 19/08/1961 | View match | |
| Wimbledon v Chelsea FC 21/08/1961 | View match |