| 11 May 2008 | First Round | Walton-le-Dale v Springfields | Victoria Recreation Ground, Walton-le-Dale | Results |
| 11 May 2008 | First Round | Gregson Lane v Charnock Richard | Gregson Lane, Hoghton | Results |
| 11 May 2008 | First Round | Grimsargh v Caton | The Green, Grimsargh | Results |
| 11 May 2008 | First Round | Harris Park v St Josephs | Harris Knowledge Park, Fulwood | Results |
| 11 May 2008 | First Round | South Shore v Ribchester | Mad Nook, Blackpool | Results |
| 18 May 2008 | Second Round | Freckleton v Charnock Richard | Bush Lane, Freckleton | Results |
| 18 May 2008 | Second Round | Hoghton v Garstang | Hoghton Recreation Ground, Hoghton | Results |
| 18 May 2008 | Second Round | Longridge v Fylde | George Newsham Memorial Cricket Ground, Longridge | Results |
| 18 May 2008 | Second Round | Thornton Cleveleys v South Shore | Illawalla, Thornton Cleveleys | Results |
| 18 May 2008 | Second Round | Torrisholme v Kirkham and Wesham | Boundary Meadow, Torrisholme | Results |
| 18 May 2008 | Second Round | Walton-le-Dale v Croston | Victoria Recreation Ground, Walton-le-Dale | Results |
| 18 May 2008 | Second Round | Whittingham and Goosnargh v Eccleston | Guild Park, Whittingham | Results |
| 18 May 2008 | Second Round | Whittle-le-Woods v Grimsargh | Kem Mill Lane, Whittle-le-Woods | Results |
| 18 May 2008 | Second Round | Withnell Fold v Norcross | Withnell Fold, Higher Wheelton | Results |
| 25 May 2008 | Second Round | New Longton v Wrea Green | Chapel Lane, New Longton | Results |
| 25 May 2008 | Second Round | White Coppice v Harris Park | The Green, White Coppice | Results |
| 08 Jun 2008 | Third Round | Fulwood and Broughton v Garstang | Highfield, Broughton | Results |
| 08 Jun 2008 | Third Round | Fylde v Freckleton | Moorland Road, Poulton-le-Fylde | Results |
| 08 Jun 2008 | Third Round | Great Eccleston v New Longton | Hall Lane, Great Eccleston | Results |
| 08 Jun 2008 | Third Round | Grimsargh v Croston | The Green, Grimsargh | Results |
| 08 Jun 2008 | Third Round | Norcross v Whittingham and Goosnargh | HASRA Sports Ground, Thornton Cleveleys | Results |
| 08 Jun 2008 | Third Round | Thornton Cleveleys v White Coppice | Illawalla, Thornton Cleveleys | Results |
| 08 Jun 2008 | Third Round | Vernon Carus v Kirkham and Wesham | Factory Lane, Penwortham | Results |
| 22 Jun 2008 | Third Round | BAC-EE Preston v Penwortham | Riverside, Preston | Results |
| 29 Jun 2008 | Quarter-Final | Freckleton v Croston | Bush Lane, Freckleton | Results |
| 29 Jun 2008 | Quarter-Final | Fulwood and Broughton v Vernon Carus | Highfield, Broughton | Results |
| 29 Jun 2008 | Quarter-Final | Whittingham and Goosnargh v Great Eccleston | Guild Park, Whittingham | Results |
| 29 Jun 2008 | Quarter-Final | BAC-EE Preston v Thornton Cleveleys | Riverside, Preston | Results |
| 27 Jul 2008 | Semi-Final | Fulwood and Broughton v Freckleton | Highfield, Broughton | Results |
| 27 Jul 2008 | Semi-Final | Great Eccleston v BAC-EE Preston | Hall Lane, Great Eccleston | Results |
| 10 Aug 2008 | Final | Fulwood and Broughton v Great Eccleston | Highfield, Broughton | Results |
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