| Date | Competition | Opponents | Venue | Score | Goalscorers | Att | Rep | Vid |
|---|---|---|---|---|---|---|---|---|
| 07/08/1999 | Div 2 | Bury | A | 1-2 | Thomson | 4014 |  |  |
| 11/08/1999 | FLC1 | Brighton | A | 2-0 | OG,Hessenthaler | 5613 |  | |
| 14/08/1999 | Div 2 | BRISTOL ROVERS | H | 0-1 | 6234 |  | | |
| 21/08/1999 | Div 2 | Blackpool | A | 1-1 | Ashby | 4203 |  | |
| 28/08/1999 | Div 2 | WYCOMBE WANDERERS | H | 2-2 | Taylor(p),McGlinchy | 6180 |  | |
| 04/09/1999 | Div 2 | OLDHAM ATHLETIC | H | 2-1 | Taylor,Omoyimni | 5884 |  | |
| 11/09/1999 | Div 2 | Oxford Utd | A | 2-1 | Southall(p),Omoyimni | 5418 |  | |
| 14/09/1999 | FLC2 | BOLTON WANDERERS | H | 1-4 | Hessenthaler | 4996 |  | |
| 18/09/1999 | Div 2 | PRESTON NORTH END | H | 0-2 | 6610 |  | | |
| 21/09/1999 | FLC2 | Bolton Wanderers | A | 0-2 | 3673 |  | | |
| 09/10/1999 | Div 2 | WREXHAM | H | 5-1 | Thomson,Southall,Taylor(3) | 5997 |  | |
| 16/10/1999 | Div 2 | Luton Town | A | 1-3 | Lewis | 6394 |  | |
| 23/10/1999 | Div 2 | CAMBRIDGE UTD | H | 2-1 | Thomson(2) | 6417 |  | |
| 30/10/1999 | FAC1 | Cheltenham Town | A | 1-1 | Southall | 3188 |  | |
| 09/11/1999 | FAC1R | CHELTENHAM TOWN | H | 3-2 | Thomson,Pennock,McGlinchy | 4352 |  | |
| 12/11/1999 | Div 2 | BOURNEMOUTH | H | 4-1 | Hessenthaler,Thomson,Taylor(2) | 6336 |  | |
| 20/11/1999 | FAC2 | DARLINGTON | H | 3-1 | Butters,Taylor(2) | 5168 |  | |
| 23/11/1999 | Div 2 | Scunthorpe Utd | A | 4-1 | Taylor,Lewis,Thomson,Nosworthy | 3444 |  | |
| 27/11/1999 | Div 2 | Cardiff City | A | 2-1 | Hessenthaler,Thomson | 7608 |  | |
| 04/12/1999 | Div 2 | BURY | H | 1-0 | Edge | 7036 |  | |
| 07/12/1999 | FLT1 | TORQUAY UTD | H | 0-3 | 2718 |  | | |
| 11/12/1999 | FAC3 | Walsall | A | 1-1 | Southall | 4314 |  | |
| 26/12/1999 | Div 2 | COLCHESTER UTD | H | 2-1 | Rowe,Southall | 7338 |  | |
| 28/12/1999 | Div 2 | Wigan Athletic | A | 0-2 | 8054 |  | | |
| 08/01/2000 | FAC3R | WALSALL | H | 2-1 (aet) | OG,Thomson | 6538 | | |
| 11/01/2000 | FAC4 | BRADFORD CITY | H | 3-1 | Thomson,Ashby,Hodge | 7091 | | |
| 29/01/2000 | FAC5 | SHEFFIELD WEDNESDAY | H | 3-1 | Saunders,Thomson,Southall | 10130 |  | |
| 12/02/2000 | Div 2 | Oldham Athletic | A | 3-1 | Gooden,Ashby,Rowe | 5144 | | |
| 20/02/2000 | FACQF | Chelsea | A | 0-5 | 34205 |  | | |
| 26/02/2000 | Div 2 | Preston North End | A | 2-0 | Asaba(2) | 13246 | | |
| 07/03/2000 | Div 2 | NOTTS COUNTY | H | 0-1 | 6915 | | ||
| 11/03/2000 | Div 2 | Bristol City | A | 1-0 | Hessenthaler | 9332 | | |
| 14/03/2000 | Div 2 | BURNLEY | H | 2-2 | Butters,Asaba | 7347 | | |
| 18/03/2000 | Div 2 | SCUNTHORPE UTD | H | 3-1 | Lewis,Thomson,Southall(p) | 6822 | | |
| 21/03/2000 | Div 2 | Bournemouth | A | 1-0 | Onuora | 4443 | | |
| 25/03/2000 | Div 2 | Colchester Utd | A | 1-2 | Rowe | 4337 | | |
| 28/03/2000 | Div 2 | Wycombe Wanderers | A | 0-1 | 4183 | | ||
| 01/04/2000 | Div 2 | CHESTERFIELD | H | 1-0 | Butler | 6772 | | |
| 18/04/2000 | Div 2 | Burnley | A | 3-0 | Gooden,Ashby,Smith | 17026 | | |
| 22/04/2000 | Div 2 | LUTON TOWN | H | 2-0 | Hessenthaler,Southall | 8667 | | |
| 24/04/2000 | Div 2 | Millwall | A | 2-2 | Gooden,Southall | 17929 | | |
| 17/05/2000 | PO Semi Final | STOKE CITY | H | 3-0 (aet) | Ashby,Onuora,Smith | 10386 | |