| Matches by round |
| 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 |
| Match list: | By date Latest | Player stats: |
| R | Date | Home | Score | Away | |
| 1 | 16/08/2009 | Darlington | 1 - 6 | Middlesbrough | |
| 2 | 23/08/2009 | Middlesbrough | 2 - 3 | Tranmere Rovers | |
| 4 | 06/09/2009 | Middlesbrough | 2 - 1 | Salford | |
| 5 | 13/09/2009 | Wakefield | 0 - 1 | Middlesbrough | |
| 7 | 27/09/2009 | Scunthorpe Unit | 1 - 4 | Middlesbrough | |
| 8 | 04/10/2009 | Middlesbrough | 0 - 1 | South Durham | |
| 9 | 11/10/2009 | Rochdale | 3 - 2 | Middlesbrough | |
| 11 | 25/10/2009 | Blackpool Wren | 0 - 5 | Middlesbrough | |
| 12 | 01/11/2009 | Middlesbrough | 10 - 0 | Darlington | |
| 13 | 22/11/2009 | Middlesbrough | 3 - 1 | Liverpool Feds | |
| 14 | 06/12/2009 | Salford | 0 - 2 | Middlesbrough | |
| 16 | 24/01/2010 | Bradford City | 1 - 7 | Middlesbrough | |
| 18 | 07/02/2010 | Middlesbrough | 2 - 0 | Bradford City |