| Wednesday 1st September 1965 | |||
| First Round | |||
| Barrow | 1-1 | Rochdale | |
| Bournemouth | 0-0 | Aldershot | |
| Bradford Park Avenue | 1-0 | Halifax Town | |
| Colchester United | 2-1 | Exeter City | |
| Crewe Alexandra | 2-0 | Southport | |
| Doncaster Rovers | 2-2 | Barnsley | |
| Hartlepool United | 1-0 | Bradford City | |
| Lincoln City | 2-2 | York City | |
| Luton Town | 1-1 | Brighton and Hove A | |
| Newport County | 2-2 | Southend United | |
| Notts County | 0-0 | Chesterfield | |
| Oldham Athletic | 3-2 | Tranmere Rovers | |
| Oxford United | 0-1 | Millwall | |
| Port Vale | 2-2 | Reading | |
| Queens Park Rangers | 1-1 | Walsall | |
| Scunthorpe United | 0-2 | Darlington | |
| Shrewsbury Town | 3-0 | Torquay United | |
| Stockport County | 2-3 | Workington | |
| Wrexham | 5-2 | Chester City | |
» English League Cup 1965-1966 : Results
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