| Match Date | Competition | Home | | v | | | | | Away | Referee | Assistant | Assistant | |
| 09 August 2008 |
| Wearside Football League |
| 09/08/08 14:30 | Wearside Football League | Ashbrooke Belford House | 2 | | 6 |
|
|
| Kirkbymoorside | Kevin McKitterick | Dennis Matuzek | Kieran Mersh | Team Sheet |
| 09/08/08 14:30 | Wearside Football League | Boldon CA | 4 | | 3 |
|
|
| Silksworth Community FC | David Holmes | Craig Iveson | Lee Brennan | Team Sheet |
| 09/08/08 14:30 | Wearside Football League | Easington Colliery AFC | 4 | | 1 |
|
|
| Harton and Westoe CW | Phillip Yates | Ken Stephenson | Ian Frostwick | Team Sheet |
| 09/08/08 14:30 | Wearside Football League | Hartlepool FC | 2 | | 1 |
|
|
| East Durham United | Marc Edwards | Tom Murphy | Andrew Snowden | Team Sheet |
| 09/08/08 14:30 | Wearside Football League | Jarrow FC | 1 | | 3 |
|
|
| Annfield Plain | Jim Halliday | David Reid | James Simpson | Team Sheet |
| 09/08/08 14:30 | Wearside Football League | New Marske Sports Club | 2 | | 1 |
|
|
| Cleator Moor Celtic | Jeffrey Chapman | Ryan Gillham | David Swindells | Team Sheet |
| 09/08/08 14:30 | Wearside Football League | Newton Aycliffe | 6 | | 1 |
|
|
| Ryhope CW | Mark Ryan | Scott Dargue | Paul Youngson | Team Sheet |
| 09/08/08 14:30 | Wearside Football League | Teeside Athletic | 3 | | 1 |
|
|
| Willington FC | Mick Knowles | Bill Mounter | Paul Lowe | Team Sheet |
| 09/08/08 14:30 | Wearside Football League | Wolviston FC | 2 | | 0 |
|
|
| Guisborough Town HC | Gary Wright | Lynn Briggs | Tony Godkin | Team Sheet |
| 13 August 2008 |
| 13/08/08 18:30 | Wearside Football League | Annfield Plain | 1 | | 0 |
|
|
| Hartlepool FC | Paul Baird | Kieran Mersh | David Nevin | Team Sheet |
| 13/08/08 18:30 | Wearside Football League | Boldon CA | 0 | | 2 |
|
|
| Kirkbymoorside | Malcolm Salters | Dennis Matuzek | Craig Patterson | Team Sheet |
| 13/08/08 18:30 | Wearside Football League | Coxhoe Athletic | 3 | | 2 |
|
|
| East Durham United | Geoff Liddle | George Harrison | Mark Waldock | Team Sheet |
| 13/08/08 18:30 | Wearside Football League | Teeside Athletic | 0 | | 0 |
|
|
| Cleator Moor Celtic | David Holmes | Tony Godkin | Mel Russell | Team Sheet |
| 13/08/08 19:30 | Wearside Football League | Guisborough Town HC | 1 | | 1 |
|
|
| Harton and Westoe CW | John Harrison | David Swindells | Paul Lowe | Team Sheet |
| 13/08/08 19:30 | Wearside Football League | Silksworth Community FC | 1 | | 3 |
|
|
| Ashbrooke Belford House | Jeffrey Chapman | Lee Brennan | Ian Owens | Team Sheet |
| 13/08/08 19:30 | Wearside Football League | Windscale | 1 | | 3 |
|
|
| New Marske Sports Club | Shane Sugden | Graham Young | Serena Fennell | Team Sheet |
| 16 August 2008 |
| 16/08/08 14:30 | Wearside Football League | Annfield Plain | 1 | | 1 |
|
|
| Kirkbymoorside | Malcolm Salters | George Harrison | Ian Owens | Team Sheet |
| 16/08/08 14:30 | Wearside Football League | Ashbrooke Belford House | 4 | | 4 |
|
|
| New Marske Sports Club | Paul Baird | Andrew Botha | Ken Stephenson | Team Sheet |
| 16/08/08 14:30 | Wearside Football League | Cleator Moor Celtic | 0 | | 3 |
|
|
| Newton Aycliffe | John Harrison | Mark Backhouse | Wayne Cartmel | Team Sheet |
| 16/08/08 14:30 | Wearside Football League | Coxhoe Athletic | 4 | | 1 |
|
|
| Silksworth Community FC | Shane Sugden | Paul Lowe | Daniel Woodward | Team Sheet |
| 16/08/08 14:30 | Wearside Football League | Easington Colliery AFC | 6 | | 0 |
|
|
| Windscale | Anthony Duffy | Craig Patterson | Craig Iveson | Team Sheet |
| 16/08/08 14:30 | Wearside Football League | Hartlepool FC | 0 | | 2 |
|
|
| Guisborough Town HC | Graeme Muir | Ray Clementson | Mick Henderson | Team Sheet |
| 16/08/08 14:30 | Wearside Football League | Willington FC | 1 | | 4 |
|
|
| Ryhope CW | David Toor | Tony Godkin | David Swindells | Team Sheet |
| 16/08/08 14:30 | Wearside Football League | Wolviston FC | 0 | | 3 |
|
|
| Teeside Athletic | David Morton | Craven Beal | Adam Swinney | Team Sheet |
| 20 August 2008 |
| 20/08/08 18:30 | Wearside Football League | Kirkbymoorside | 1 | | 1 |
|
|
| Teeside Athletic | Kieran Thompson | Mark Waldock | David Swindells | Team Sheet |
| 20/08/08 19:30 | Wearside Football League | Windscale | 1 | | 1 |
|
|
| Harton and Westoe CW | Paul Newhouse | Colin Heron | Alan Huddart | Team Sheet |
| 23 August 2008 |
| Monkwearmouth Charity Cup - Prelim Round |
| 23/08/08 14:00 | Monkwearmouth Charity Cup - Prelim Round | Coxhoe Athletic | 1 | | 2 |
|
|
| Easington Colliery AFC | Anthony Duffy | Paul Connor | Dennis Matuzek | Team Sheet |
| 23/08/08 14:00 | Monkwearmouth Charity Cup - Prelim Round | Guisborough Town HC | 3 | | 1 |
|
|
| Hartlepool FC | Mick Knowles | Tony Godkin | Bill Mounter | Team Sheet |
| 23/08/08 14:00 | Monkwearmouth Charity Cup - Prelim Round | Silksworth Community FC | 0 | | 2 |
|
|
| Newton Aycliffe | Geoff Liddle | Robert Ayre | Adam Swinney | Team Sheet |
| Wearside Football League |
| 23/08/08 14:30 | Wearside Football League | Willington FC | 0 | | 2 |
|
|
| Kirkbymoorside | Phillip Yates | David Morton | Stephen Bulmer | Team Sheet |
| 23/08/08 14:30 | Wearside Football League | Windscale | 1 | | 0 |
|
|
| Jarrow FC | Michael Gillespie | Phil Murphy | Dan Locker | Team Sheet |
| 27 August 2008 |
| 27/08/08 18:30 | Wearside Football League | Boldon CA | 2 | | 5 |
|
|
| Teeside Athletic | Graeme Muir | Andrew Botha | Lee Brennan | Team Sheet |
| 27/08/08 18:30 | Wearside Football League | Coxhoe Athletic | 1 | | 0 |
|
|
| Ryhope CW | Peter Turner | Jonathan Banks | Paul Connor | Team Sheet |
| 27/08/08 18:30 | Wearside Football League | Kirkbymoorside | 1 | | 2 |