| Coventry City FC v Chesterfield FC 23/01/1960 | View match | |
| Colchester United FC v Coventry City FC 30/01/1960 | View match | |
| Fulham FC v Coventry City FC 01/02/1960 | £5.00 | |
| Coventry City FC v Accrington Stanley (1891) 13/02/1960 | View match | |
| Newport County v Coventry City FC 15/02/1960 | View match | |
| Bournemouth & Boscombe v Coventry City FC 20/02/1960 | View match | |
| Coventry City FC v Bury FC 27/02/1960 | View match | |
| Barnsley FC v Coventry City FC 05/03/1960 | View match | |
| Coventry City FC v Port Vale FC 07/03/1960 | View match | |
| Coventry City FC v Southampton FC 12/03/1960 | View match | |
| Brentford FC v Coventry City FC 19/03/1960 | £7.50 | |
| Coventry City FC v Shrewsbury Town FC 26/03/1960 | View match |