| Tuesday 18th January 2000 | |||
| English Division TwoTable » | |||
| Colchester United | 1-0 | Wycombe Wanderers | |
| English Division ThreeTable » | |||
| Darlington | 2-2 | York City | |
| English FA Cup Fourth Round Replay | |||
| Wolverhampton Wndrs | 0-0 | Sheffield Wednesday | aet |
| (Sheffield Wednesday won on penalties) | |||
| English Auto Windscreens Shield Northern Second Round | |||
| Oldham Athletic | 0-1 | Stoke City | aggl |
| English Auto Windscreens Shield Southern Second Round | |||
| Barnet | 1-2 | Reading | aggl |
| English ConferenceTable » | |||
| Telford United | 3-2 | Morecambe | |
| Scottish Division OneTable » | |||
| Raith Rovers | 1-0 | Clydebank | |
| Welsh Premier LeagueTable » | |||
| Bangor City | 3-2 | Rhyl | |
» Results : Tuesday 18th January 2000
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