| 23 Jun 1985 | Preliminary Round Section 1 | Ayr v St Boswells | Cambusdoon, Alloway | Results |
| 23 Jun 1985 | Preliminary Round Section 1 | Greenock v Northern Counties | Glenpark, Greenock | Results |
| 23 Jun 1985 | Preliminary Round Section 2 | Kelso v West of Scotland | Sheddon Park, Kelso | Results |
| 23 Jun 1985 | Preliminary Round Section 2 | Huntly v Clydesdale | Castle Park, Huntly | Results |
| 23 Jun 1985 | Preliminary Round Section 3 | Glasgow Academicals v Poloc | New Anniesland, Glasgow | Results |
| 23 Jun 1985 | Preliminary Round Section 3 | Arbroath United v Ayrshire | Lochlands Park, Arbroath | Results |
| 23 Jun 1985 | Preliminary Round Section 4 | West Lothian v Irvine | Boghall, Linlithgow | Results |
| 23 Jun 1985 | Preliminary Round Section 4 | Aberdeenshire v Meigle | Mannofield Park, Aberdeen | Results |
| 30 Jun 1985 | Preliminary Round Section 1 | Ayr v Carlton | Cambusdoon, Alloway | Results |
| 30 Jun 1985 | Preliminary Round Section 1 | Greenock v Stenhousemuir | Glenpark, Greenock | Results |
| 30 Jun 1985 | Preliminary Round Section 2 | Kirkcaldy v West of Scotland | Bennochy Park, Kirkcaldy | Results |
| 30 Jun 1985 | Preliminary Round Section 2 | Edinburgh Academicals v Clydesdale | Edinburgh Academicals Ground, Raeburn Place, Edinburgh | Results |
| 30 Jun 1985 | Preliminary Round Section 3 | Poloc v St Boswells | Shawholm, Glasgow | Results |
| 30 Jun 1985 | Preliminary Round Section 3 | Ayrshire v Northern Counties | Henry Thow Oval, Prestwick | Results |
| 30 Jun 1985 | Preliminary Round Section 4 | Kelso v West Lothian | Sheddon Park, Kelso | Results |
| 30 Jun 1985 | Preliminary Round Section 4 | Huntly v Aberdeenshire | Castle Park, Huntly | Results |
| 07 Jul 1985 | Preliminary Round Section 1 | Carlton v Poloc | Grange Loan, Edinburgh | Results |
| 07 Jul 1985 | Preliminary Round Section 1 | Stenhousemuir v Ayrshire | The Tryst, Stenhousemuir | Results |
| 07 Jul 1985 | Preliminary Round Section 2 | West Lothian v Kirkcaldy | Boghall, Linlithgow | Results |
| 07 Jul 1985 | Preliminary Round Section 2 | Aberdeenshire v Edinburgh Academicals | Mannofield Park, Aberdeen | Results |
| 07 Jul 1985 | Preliminary Round Section 3 | St Boswells v Glasgow Academicals | The Green, St Boswells | Results |
| 07 Jul 1985 | Preliminary Round Section 3 | Northern Counties v Arbroath United | Northern Meeting Park, Inverness | Results |
| 07 Jul 1985 | Preliminary Round Section 4 | Irvine v Kelso | Marress, Irvine | Results |
| 07 Jul 1985 | Preliminary Round Section 4 | Meigle v Huntly | Victory Park, Meigle | Results |
| 14 Jul 1985 | Preliminary Round Section 1 | Glasgow Academicals v Ayr | New Anniesland, Glasgow | Results |
| 14 Jul 1985 | Preliminary Round Section 1 | Arbroath United v Greenock | Lochlands Park, Arbroath | Results |
| 14 Jul 1985 | Preliminary Round Section 2 | West of Scotland v Irvine | Hamilton Crescent, Glasgow | Results |
| 14 Jul 1985 | Preliminary Round Section 2 | Clydesdale v Meigle | Titwood, Glasgow | Results |
| 14 Jul 1985 | Preliminary Round Section 3 | St Boswells v Carlton | The Green, St Boswells | Results |
| 14 Jul 1985 | Preliminary Round Section 3 | Northern Counties v Stenhousemuir | Northern Meeting Park, Inverness | Results |
| 14 Jul 1985 | Preliminary Round Section 4 | Kirkcaldy v Kelso | Bennochy Park, Kirkcaldy | Results |
| 14 Jul 1985 | Preliminary Round Section 4 | Edinburgh Academicals v Heriot's Former Pupils | Edinburgh Academicals Ground, Raeburn Place, Edinburgh | Results |
| 21 Jul 1985 | Preliminary Round Section 1 | Poloc v Ayr | Shawholm, Glasgow | Results |
| 21 Jul 1985 | Preliminary Round Section 1 | Ayrshire v Greenock | Henry Thow Oval, Prestwick | Results |
| 21 Jul 1985 | Preliminary Round Section 2 | West of Scotland v West Lothian | Hamilton Crescent, Glasgow | Results |
| 21 Jul 1985 | Preliminary Round Section 2 | Clydesdale v Aberdeenshire | Titwood, Glasgow | Results |
| 21 Jul 1985 | Preliminary Round Section 3 | Carlton v Glasgow Academicals | Grange Loan, Edinburgh | Results |
| 21 Jul 1985 | Preliminary Round Section 3 | Stenhousemuir v Arbroath United | The Tryst, Stenhousemuir | Results |
| 21 Jul 1985 | Preliminary Round Section 4 | Irvine v Kirkcaldy | Marress, Irvine | Results |
| 21 Jul 1985 | Preliminary Round Section 4 | Meigle v Edinburgh Academicals | Victory Park, Meigle | Results |
| 04 Aug 1985 | Quarter-Final | not known v not known | not known | Results |
| 04 Aug 1985 | Quarter-Final | not known v not known | not known | Results |
| 04 Aug 1985 | Quarter-Final | not known v not known | not known | Results |
| 04 Aug 1985 | Quarter-Final | not known v not known | not known | Results |
| 18 Aug 1985 | Semi-Final | not known v not known | not known | Results |
| 18 Aug 1985 | Semi-Final | not known v not known | not known | Results |
| 08 Sep 1985 | Final | Clydesdale v Poloc | Hamilton Crescent, Glasgow | Results |
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