| Tue Sep 16th,2008 | Ashington | v | Dunston Federation | 1 - 2 |
| Wed Sep 17th,2008 | Billingham Synthonia | v | Crook Town | 3 - 1 |
| Wed Oct 8th,2008 | Brandon United | v | West Auckland Town | 2 - 1 |
| Tue Sep 16th,2008 | Darlington RA | v | Norton & Stockton | 0 - 1 |
| Tue Sep 16th,2008 | North Shields | v | Morpeth Town | 0 - 6 |
| Wed Sep 17th,2008 | Northallerton Town | v | Sunderland RCA | 4 - 2 |
| Tue Oct 28th,2008 | Penrith | v | Consett | 3 - 0 |
| Tue Nov 4th,2008 | Spennymoor Town | v | Newcastle Benfield | 0 - 3 |
| Wed Nov 5th,2008 | Stokesley SC | v | Sunderland Nissan | 3 - 6 |
| Tue Sep 16th,2008 | Team Northumbria | v | West Allotment Celtic | 0 - 1 |
| Wed Nov 5th,2008 | Bedlington Terriers | v | Northallerton Town | 2 - 5 |
| Wed Nov 5th,2008 | Bishop Auckland | v | Seaham Red Star | 2 - 4 |
| Played at Seaham | ||||
| Tue Nov 11th,2008 | Chester-le-Street | v | Brandon United | 0 - 1 |
| Tue Nov 18th,2008 | Dunston Federation | v | Marske United | 3 - 0 |
| Tue Nov 4th,2008 | Esh Winning | v | Whitehaven Amateurs | 2 - 1 |
| Wed Nov 19th,2008 | Horden CW | v | Tow Law Town | 0 - 2 |
| Tue Jan 13th,2009 | Jarrow Roofing BCA | v | Guisborough Town | 2 - 3 |
| Wed Nov 19th,2008 | Norton & Stockton | v | Newcastle Benfield | 1 - 3 |
| Tue Nov 4th,2008 | Penrith | v | Hebburn Town | 6 - 1 |
| Wed Nov 5th,2008 | Prudhoe Town | v | Morpeth Town | 1 - 2 |
| Tue Feb 17th,2009 | Ryton | v | Birtley Town | 3 - 0 |
| Wed Nov 19th,2008 | Shildon | v | Billingham Town | 4 - 1 |
| Tue Nov 18th,2008 | Thornaby | v | Billingham Synthonia | 1 - 7 |
| Wed Nov 12th,2008 | West Allotment Celtic | v | South Shields | 1 - 0 |
| Tue Nov 4th,2008 | Whickham | v | Washington | 6 - 1 |
| Tue Nov 18th,2008 | Whitley Bay | v | Sunderland Nissan | 2 - 0 |
| Wed Feb 11th,2009 | Billingham Synthonia | v | West Allotment Celtic | 2 - 1 |
| Wed Feb 18th,2009 | Brandon United | v | Esh Winning | 1 - 3 |
| Tue Feb 17th,2009 | Morpeth Town | v | Guisborough Town | 2 - 0 |
| Played at Ashington | ||||
| Wed Feb 11th,2009 | Northallerton Town | v | Dunston Federation | 1 - 5 |
| Tue Feb 17th,2009 | Penrith | v | Shildon | 3 - 1 |
| Tue Mar 3rd,2009 | Ryton | v | Tow Law Town | 2 - 3 |
| Wed Feb 11th,2009 | Seaham Red Star | v | Newcastle Benfield | 0 - 4 |
| Tue Feb 10th,2009 | Whitley Bay | v | Whickham | 5 - 1 |
| Wed Mar 18th,2009 | Billingham Synthonia | v | Whitley Bay | 2 - 4 |
| Tue Mar 17th,2009 | Dunston Federation | v | Newcastle Benfield | 1 - 2 |
| Tue Mar 24th,2009 | Morpeth Town | v | Esh Winning | 3 - 0 |
| Tue Mar 24th,2009 | Penrith | v | Tow Law Town | 2 - 1 |
| Thu Apr 16th,2009 | Morpeth Town | v | Newcastle Benfield | 2 - 3 |
| Mon Apr 20th,2009 | Whitley Bay | v | Penrith | 0 - 0 |
| Penrith won 4-3 on pens | ||||
| Fri May 15th,2009 | Newcastle Benfield | v | Penrith | 2 - 0 |
| Played at West Allotment Celtic | ||||
| Wed Oct 8th,2008 | Crook Town | v | Team Northumbria | 2 - 4 |
| Wed Sep 10th,2008 | Guisborough Town | v | Prudhoe Town | 2 - 3 |
| Wed Oct 1st,2008 | Jarrow Roofing BCA | v | Whickham | 5 - 1 |
| Wed Oct 1st,2008 | Marske United | v | North Shields | 2 - 1 |
| Wed Dec 10th,2008 | Birtley Town | v | Norton & Stockton | 3 - 2 |
| Played at Norton | ||||
| Wed Oct 22nd,2008 | Darlington RA | v | Brandon United | 2 - 3 |
| Wed Oct 22nd,2008 | Hebburn Town | v | Esh Winning | 2 - 0 |
| Tue Nov 4th,2008 | Horden CW | v | Team Northumbria | 5 - 0 |
| Played at Team Northumbria | ||||
| Wed Oct 22nd,2008 | Stokesley SC | v | Marske United | 1 - 1 |
| Stokesley SC won 3 - 1 on penalties | ||||
| Tue Oct 21st,2008 | Sunderland RCA | v | Prudhoe Town | 2 - 1 |
| Tue Oct 21st,2008 | Thornaby | v | Washington | 1 - 0 |
| Tue Oct 21st,2008 | Whitehaven | v | Jarrow Roofing BCA | 3 - 2 |
| Wed Mar 11th,2009 | Birtley Town | v | Brandon United | 0 - 1 |
| Wed Feb 11th,2009 | Horden CW | v | Hebburn Town | 0 - 0 |
| Horden CW won 4-3 on penalties | ||||
| Wed Mar 11th,2009 | Stokesley SC | v | Whitehaven | 0 - 1 |
| Tue Mar 10th,2009 | Sunderland RCA | v | Thornaby | 2 - 1 |
| Tue Apr 21st,2009 | Sunderland RCA | v | Brandon United | 3 - 0 |
| Tue Mar 31st,2009 | Whitehaven | v | Horden CW | 0 - 2 |
| Wed May 6th,2009 | Sunderland RCA | v | Horden CW | 1 - 2 |
| Played at Chester-le-Street | ||||