The competition structure excludes the clubs currently operating at level 7 and above of the pyramid system plus the County League champions until Round 2. Clubs operating at level 6 and above are exempt to Round 3.
Round 2 played Saturday, 25 October 2008 – Kick-off 1.30 p.m.
8 Penrith Rangers 4 - 5 Cleator Moor Celtic
9. St. Margaret Marys 1 - 3 Frizington White Star
10. Cockermouth CDHW Whitehaven Miners Social
11. Hearts of Liddlesdale 2 - 4 Longtown
12. Mirehouse 6 - 0 Greystoke
13. Windscale 1 - 0 Kirkoswald
14. Wigton Athletic 1 - 4 Wetheriggs
15. Harraby Catholic Club 6 - 0 Alston Moor Sports Club
16. Netherhall 4 - 1 Keswick
17 Braithwaite 1 - 3 Langwathby
18. Gillford Park 2 - 1 Northbank
19. Carlisle City 2 - 3 Aspatria
Round 3 to be played Saturday, 29 November 2008 - Kick-off 1.30pm
20 Aspatria 1 - 4 Wetheriggs
21 Whitehaven AFC 5 - 3 Cockermouth
22 Frizington White Star 1 - 7 Workington AFC
23 Cleator Moor Celtic 1 - 4 Carlisle United
24 Harraby 2 - 1 Netherhall
25 Penrith 2 - 0 Gillford Park
26 Mirehouse 3 - 1 Longtown
27 Windscale 3 - 1 Langwathby
Quarter Finals to be played Saturday, 7 March 2009 - Kick-off 1.30pm
28 Harraby -v- Windscale
29 Carlisle -v- Whitehaven
30 Mirehouse -v- Workington
31 Penrith -v- Wetheriggs
Teams with floodlights must play mid week
Match Official fees
Referee £25 30p/mile travel expenses
Assistant Referee £16 30p/mile travel expenses
Match officials are expected to co-ordinate travel