| Wednesday 20th September 1989 | |||
| English League Cup Second Round 1st Leg | |||
| Aston Villa | 2-1 | Wolverhampton Wndrs | |
| Charlton Athletic | 3-1 | Hereford United | |
| Exeter City | 3-0 | Blackburn Rovers | |
| Middlesbrough | 4-0 | Halifax Town | |
| Norwich City | 1-1 | Rotherham United | |
| Nottingham Forest | 1-1 | Huddersfield Town | |
| Portsmouth | 2-3 | Manchester United | |
| Queens Park Rangers | 2-1 | Stockport County | |
| Sheffield Wednesday | 0-0 | Aldershot | |
| Tottenham Hotspur | 1-0 | Southend United | |
| West Bromwich Albion | 1-3 | Bradford City | |
| York City | 0-1 | Southampton | |
| English ConferenceTable » | |||
| Cheltenham Town | 2-1 | Yeovil Town | |
| Scottish League Cup Semi-Final | |||
| Aberdeen | 1-0 | Celtic | (n) |
| World Cup Europe Qualifying Round Group 3 | |||
| Iceland | 2-1 | Turkey | |
| World Cup Europe Qualifying Round Group 7 | |||
| Switzerland | 1-2 | Portugal | |
» Results : Wednesday 20th September 1989
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