| Saturday 7th August 1999 | |||
| Blackpool | 2-1 | Wrexham | |
| Bournemouth | 2-1 | Cambridge United | |
| Bristol Rovers | 0-0 | Brentford | |
| Bury | 2-1 | Gillingham | |
| Cardiff City | 1-1 | Millwall | |
| Chesterfield | 0-1 | Colchester United | |
| Notts County | 0-0 | Luton Town | |
| Oldham Athletic | 0-1 | Preston North End | |
| Reading | 2-1 | Bristol City | |
| Stoke City | 1-2 | Oxford United | |
| Wigan Athletic | 3-0 | Scunthorpe United | |
| Wycombe Wanderers | 1-1 | Burnley | |
» English Division Two 1999-2000 : Results
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