| Round | Date | Step H | Home | HS | – | AS | Away | Step A |
|---|---|---|---|---|---|---|---|---|
| 1st Round | Sat, Aug 9, 2025 | 5 | Edinburgh United | 4 | – | 1 | Inverkeithing Hillfield Swifts | 4 |
| 1st Round | Sat, Aug 9, 2025 | 4 | Harthill Royal | 2 | – | 1 | Linton Hotspur | 4 |
| 1st Round | Sat, Aug 9, 2025 | 4 | Kennoway Star Hearts | 2p | – | 2 | Kirkcaldy & Dysart | 3 |
| 1st Round | Sat, Aug 9, 2025 | 4 | Kinnoull | 4 | – | 2 | Oakley United | 4 |
| 1st Round | Sat, Aug 9, 2025 | 3 | Leith Athletic | 1 | – | 1p | Heriot-Watt University | 3 |
| 1st Round | Sat, Aug 9, 2025 | 5 | Ormiston Primrose | 1 | – | 2 | Newburgh | 5 |
| 1st Round | 4 | Peebles Rovers | – | w/o | Arniston Rangers | 4 | ||
| 2nd Round | Fri, Aug 29, 2025 | 4 | Edinburgh College | 0 | – | 1 | Cowdenbeath Central | 5 |
| 2nd Round | Sat, Aug 30, 2025 | 5 | Edinburgh Community | 0 | – | 5 | Crossgates Primrose | 3 |
| 2nd Round | Sat, Aug 30, 2025 | 3 | Edinburgh South | 0 | – | 1 | Kinnoull | 4 |
| 2nd Round | Sat, Aug 30, 2025 | 4 | Fauldhouse United | 4 | – | 1 | Kennoway Star Hearts | 4 |
| 2nd Round | Sat, Aug 30, 2025 | 2 | Glenrothes | 4 | – | 1 | Arniston Rangers | 4 |
| 2nd Round | Sat, Aug 30, 2025 | 3 | Heriot-Watt University | 0 | – | 4 | Harthill Royal | 4 |
| 2nd Round | Sat, Aug 30, 2025 | 4 | Lochgelly Albert | 5 | – | 3 | Edinburgh United | 5 |
| 2nd Round | Sat, Aug 30, 2025 | 5 | Newburgh | 2p | – | 2 | Lochore Welfare | 3 |
| Quarter Finals | Sat, Sep 27, 2025 | 5 | Cowdenbeath Central | 2 | – | 1 | Harthill Royal | 4 |
| Quarter Finals | Sat, Sep 27, 2025 | 3 | Crossgates Primrose | 1 | – | 0 | Fauldhouse United | 4 |
| Quarter Finals | Sat, Sep 27, 2025 | 4 | Kinnoull | 6 | – | 2 | Newburgh | 5 |
| Quarter Finals | Sat, Sep 27, 2025 | 4 | Lochgelly Albert | 3 | – | 1 | Glenrothes | 2 |
| Semi Finals | Sat, Oct 25, 2025 | 5 | Cowdenbeath Central | – | Crossgates Primrose | 3 | ||
| Semi Finals | Sat, Oct 25, 2025 | 4 | Kinnoull | – | Lochgelly Albert | 4 | ||
| Final | – |
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