| Matches by round |
| 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 |
| Match list: | By date Latest | Player stats: |
| R | Date | Home | Score | Away | |
| 1 | 17/08/2008 | Middlesbrough | 0 - 0 | Stockport Co | |
| 2 | 24/08/2008 | Bradford City | 3 - 0 | Middlesbrough | |
| 5 | 14/09/2008 | Middlesbrough | 7 - 0 | Scunthorpe Unit | |
| 7 | 28/09/2008 | Middlesbrough | 3 - 2 | Morley Spurs | |
| 9 | 12/10/2008 | Middlesbrough | 6 - 0 | Peterlee Town | |
| 11 | 26/10/2008 | Middlesbrough | 6 - 0 | West Auckland | |
| 12 | 02/11/2008 | Stockport Co | 0 - 8 | Middlesbrough | |
| 19 | 11/01/2009 | Middlesbrough | 1 - 1 | Blackpool Wren | |
| 20 | 18/01/2009 | Scunthorpe Unit | 1 - 0 | Middlesbrough | |
| 22 | 01/02/2009 | West Auckland | 1 - 2 | Middlesbrough | |
| 24 | 22/02/2009 | Middlesbrough | 4 - 0 | Salford Sports | |
| 25 | 01/03/2009 | Rochdale | 1 - 0 | Middlesbrough | |
| 26 | 08/03/2009 | Middlesbrough | 1 - 3 | Leeds City Vixe | |
| 28 | 15/03/2009 | Middlesbrough | 1 - 2 | Rochdale | |
| 30 | 29/03/2009 | Morley Spurs | 1 - 0 | Middlesbrough | |
| 31 | 05/04/2009 | Salford Sports | 0 - 1 | Middlesbrough | |
| 32 | 12/04/2009 | Peterlee Town | 0 - 5 | Middlesbrough | |
| 33 | 19/04/2009 | Middlesbrough | 5 - 0 | Bradford City | |
| 35 | 03/05/2009 | Leeds City Vixe | 4 - 1 | Middlesbrough | |
| 36 | 10/05/2009 | Blackpool Wren | 4 - 3 | Middlesbrough |