| 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 | | |
| 24/08/1999 | FLC1 | BRIGHTON | H | 2-0 | Taylor,Southall | 4592 | | |
| 28/08/1999 | Div 2 | WYCOMBE WANDERERS | H | 2-2 | Taylor(p),McGlinchy | 6180 | | |
| 30/08/1999 | Div 2 | Stoke City | A | 1-1 | Taylor | 8369 | | |
| 04/09/1999 | Div 2 | OLDHAM ATHLETIC | H | 2-1 | Taylor,Omoyinmi | 5884 | | |
| 18/09/1999 | Div 2 | PRESTON NORTH END | H | 0-2 | | 6610 | | |
| 25/09/1999 | Div 2 | Cambridge Utd | A | 2-2 | Taylor,Butters | 4708 | | |
| 02/10/1999 | Div 2 | MILLWALL | H | 2-0 | Lewis,Taylor | 6616 | | |
| 09/10/1999 | Div 2 | WREXHAM | H | 5-1 | Thomson,Southall,Taylor(3) | 5997 | | |
| 19/10/1999 | Div 2 | Brentford | A | 2-1 | Omoyinmi,Saunders | 6264 | | |
| 02/11/1999 | Div 2 | BRISTOL CITY | H | 3-0 | Taylor(3) | 6892 | | |
| 06/11/1999 | Div 2 | Notts County | A | 1-1 | Taylor | 6023 | | |
| 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 | | |
