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| Results & Reports 1999/00 | |
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Match Reports denoted by bold scoreline.
| Date | Opponents | Venue | Res. | Atten. |
| 07/08/99 | Ispwich Town | Portman Road | 1-3 | 20,830 |
| 11/08/99 | Mansfield Town  |
City Ground | 3-0 | 8,300 |
| 14/08/99 | Grimsby Town | City Ground | 2-1 | 17,121 |
| 20/08/99 | West Brom | The Hawthorns | 1-1 | 13,202 |
| 24/08/99 | Mansfield Town |
Field Mill | 0-1 | 3,072 |
| 28/08/99 | QPR | City Ground | 1-1 | 18,442 |
| 30/08/99 | Manchester City | Maine Road | 0-1 | 31,857 |
| 04/09/99 | Walsall | City Ground | 4-1 | 15,081 |
| 11/09/99 | Swindon Town | County Ground | 0-0 | 8,203 |
| 15/09/99 | Bristol City |
City Ground | 2-1 | 5,015 |
| 19/09/99 | Wolves | City Ground | 1-1 | 20,694 |
| 22/09/99 | Bristol City |
Ashton Gate | 0-0 | 8,259 |
| 25/09/99 | Bolton Wanderers | The Reebok Std | 2-3 | 14,978 |
| 31/09/99 | Barnsley | City Ground | 3-0 | 15,255 |
| 13/10/99 | Sheffield Wed. |
Hillsborough | 1-4 | 15,524 |
| 16/10/99 | Sheffield United | Bramell Lane | 1-2 | 15,687 |
| 19/10/99 | Port Vale | Vale Park | 2-0 | 5,714 |
| 23/10/99 | Stockport County | City Ground | 1-1 | 15,770 |
| 27/10/99 | Bolton Wanderers | City Ground | 1-1 | 15,572 |
| 30/10/99 | Barnsley | Oakwell | 0-1 | 14,727 |
| 06/11/99 | Norwich City | Carrow Road | 0-1 | 15,818 |
| 15/11/99 | Huddersfield Town | City Ground | 1-3 | 15,258 |
| 20/11/99 | Tranmere Rovers | Prenton Park | 0-3 | 6,693 |
| 24/11/99 | Portsmouth | City Ground | 2-0 | 13,841 |
| 27/11/99 | Crystal Palace | Selhurst Park | 0-2 | 15,920 |
| 06/12/99 | Ipswich Town | City Ground | 0-1 | 15,724 |
| 10/12/99 | Oxford United  |
City Ground | 1-1 | 8,079 |
| 15/12/99 | Fulham | City Ground | 0-0 | 14,250 |
| 18/12/99 | Crewe Alexandra | City Ground | 1-0 | 15,289 |
| 26/12/99 | Blackburn Rovers | Ewood Park | 1-2 | 23,406 |
| 28/12/99 | Birmingham City | City Ground | 1-0 | 20,821 |
| 03/01/00 | Charlton Athletic | The Valley | 0-3 | 19,787 |
| 08/01/00 | Oxford United |
Manor Ground | 3-1 | 7,191 |
| 15/01/00 | Grimsby Town | Blundell Park | 3-4 | 6,738 |
| 19/01/00 | Chelsea |
Stamford Bridge | 0-2 | 30,125 |
| 22/01/00 | West Brom | City Ground | 0-0 | 19,863 |
| 29/01/00 | QPR | Loftus Road | 1-1 | 12,297 |
| 05/02/00 | Manchester City | City Ground | 1-3 | 25,845 |
| 12/02/00 | Walsall | The Bescott Std. | 2-0 | 8,027 |
| 19/02/00 | Crystal Palace | City Ground | 2-0 | 16,421 |
| 26/02/00 | Wolves | Molineux | 0-3 | 24,444 |
| 04/03/00 | Swindon Town | City Ground | 3-1 | 19,748 |
| 08/03/00 | Norwich City | City Ground | 1-1 | 15,640 |
| 11/03/00 | Portsmouth | Fratton Park | 1-2 | 14,336 |
| 18/03/00 | Tranmere Rovers | City Ground | 1-1 | 14,428 |
| 21/03/00 | Huddersfield Town | McAlpine Std. | 1-2 | 12,893 |
| 25/03/00 | Blackburn Rovers | City Ground | 0-1 | 16,823 |
| 01/04/00 | Crewe Alexandra | Gresty Road | 3-0 | 7,014 |
| 08/04/00 | Charlton Athletic | City Ground | 1-1 | 20,922 |
| 15/04/00 | Birmingham City | St Andrews | 1-0 | 23,006 |
| 22/04/00 | Sheffield United | City Ground | 0-0 | 17,172 |
| 24/04/00 | Fulham | Craven Cottage | 1-1 | 12,696 |
| 29/04/00 | Port Vale | City Ground | 2-0 | 15,534 |
| 01/05/00* | Notts County | City Ground | 1-0 | |
| 02/05/00** | Derby County Forest 1979 team |
City Ground | 2-1 0-3 |
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| 07/05/00 | Stockport County | Edgley Park | 3-2 | 7,756 |
Pre-Season 1999
| 13/07/99 | Peterborough United | London Road | 2-1 |
| 16/07/99 | Bray Wanderers | Carlisle Grounds | 1-1 |
| 17/07/99 | St Patrick's Albion | Richmond Park | 1-1 |
| 21/07/99 | Bournemouth | Dean Court | 1-3 |
| 24/07/99 | Brighton and Hove Albion | Withdean Std. | 2-2 |
| 27/07/99 | Bradford City | Valley Parade | 2-1 |
| 31/07/99 | Millwall | The New Den | 1-2 |
*County Cup final **Mark Crossley's Testamonial