| Saturday 10th September 1955 | |||
| First Round | |||
| Babcock and Wilcox | 2-5 | Inverness Clachn'din | |
| Buckie Thistle | 2-1 | Rothes | |
| Chirnside United | 1-9 | Elgin City | |
| Duns | 3-0 | Deveronvale | |
| Edinburgh University | 0-7 | Inverness Thistle | |
| Eyemouth United | 5-1 | Brora Rangers | |
| Forres Mechanics | 3-2 | Glasgow University | |
| Fraserburgh | 3-1 | Aberdeen University | |
| Gala Fairydean | 2-1 | Peterhead | |
| Huntly | 4-2 | Civil Service Str | |
| Lossiemouth | 7-0 | Wick Academy | |
| Murrayfield Amateurs | 2-2 | Shawfield Amateurs | |
| Nairn County | 1-4 | Inverness Caledonian | |
| Newton Stewart Ath | 3-5 | Peebles Rovers | |
| Ross County | 4-2 | Coldstream | |
| Selkirk | 3-2 | Burntisland Shipyard | |
| St Cuthberts Wndrs | 3-1 | Vale of Atholl | |
| Tarff Rovers | 2-2 | Girvan Amateurs | |
| Wigtown and Bladnoch | 0-7 | Keith | |
» Scottish FA Cup 1955-1956 : Results
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