| Round | Date | Step H | Home | HS | – | AS | Away | Step A |
|---|---|---|---|---|---|---|---|---|
| Round 1 | Tue, Sep 17, 2024 | 5 | Carlisle City | 5 | – | 0 | Cockermouth | |
| Round 1 | Tue, Sep 24, 2024 | Cleator Manor Celtic | 3 | – | 0 | Whitehaven Miners Social | ||
| Round 1 | Sat, Sep 28, 2024 | Braithwaite | – | w/o | Windscale | |||
| Round 1 | Sat, Sep 28, 2024 | Mirehouse Juniors | 0 | – | 5 | Workington | 3 | |
| Round 1 | Sat, Oct 5, 2024 | Dearham United | 2 | – | 2p | Wetheriggs United | ||
| Round 1 | Sat, Oct 5, 2024 | Eden Valley | 2 | – | 7 | Fellside United | ||
| Round 1 | Sat, Oct 5, 2024 | Kirkoswald | 0 | – | 4 | Penrith | 5 | |
| Round 1 | Sat, Oct 5, 2024 | Silloth | 1 | – | 3 | Bransty Rangers | ||
| Round 1 | Sat, Oct 5, 2024 | Wigton Harriers | 1 | – | 2 | Unisun Athletic | ||
| Round 1 | Wed, Oct 23, 2024 | Carlisle United | 2 | – | 0 | Workington Juniors | ||
| Round 2 | Tue, Nov 5, 2024 | 5 | Penrith | 4 | – | 0 | Windscale | |
| Round 2 | Sat, Nov 9, 2024 | Aspatria | 4p | – | 4 | Bransty Rangers | ||
| Round 2 | Sat, Nov 9, 2024 | Fellside United | 1 | – | 2 | Keswick | ||
| Round 2 | Sat, Nov 9, 2024 | Maryport Athletic | 1 | – | 2 | Cleator Manor Celtic | ||
| Round 2 | Tue, Nov 12, 2024 | 3 | Workington | w/o | – | Whitehaven AFC | ||
| Round 2 | Sat, Nov 16, 2024 | Unisun Athletic | 5 | – | 0 | Greystoke | ||
| Round 2 | Tue, Nov 19, 2024 | Carlisle United | 0 | – | 1 | Carlisle City | 5 | |
| Round 2 | Sat, Nov 30, 2024 | Wetheriggs United | w/o | – | Langwathby United | |||
| Quarter Final | Tue, Jan 21, 2025 | 5 | Carlisle City | 3 | – | 1 | Workington | 3 |
| Quarter Final | Sat, Jan 25, 2025 | Unisun Athletic | 1 | – | 3 | Penrith | 5 | |
| Quarter Final | Sat, Feb 8, 2025 | Keswick | 0 | – | 2 | Cleator Manor Celtic | ||
| Quarter Final | Sat, Feb 8, 2025 | Wetheriggs United | 0 | – | 3 | Aspatria | ||
| Semi Final | Sat, Mar 15, 2025 | Aspatria | 1 | – | 3 | Penrith | 5 | |
| Semi Final | Sat, Mar 15, 2025 | Cleator Manor Celtic | 1 | – | 2 | Carlisle City | 5 | |
| Final | 5 | Carlisle City | – | Penrith | 5 |