| 12 May 1991 | Preliminary Round Section 1 | West Lothian v Ferguslie | Boghall, Linlithgow | Results |
| 12 May 1991 | Preliminary Round Section 1 | Stirling County v North Kelvinside Old Aloysians | Williamfield, Stirling | Results |
| 12 May 1991 | Preliminary Round Section 2 | East Kilbride v Greenock | Torrance House, East Kilbride | Results |
| 12 May 1991 | Preliminary Round Section 2 | Arbroath County v Glasgow High Kelvinside | Lochlands Park, Arbroath | Results |
| 12 May 1991 | Preliminary Round Section 3 | Carlton v Strathmore County | Grange Loan, Edinburgh | Results |
| 12 May 1991 | Preliminary Round Section 3 | Kelburne v St Michael's | Whitehaugh Oval, Paisley | Results |
| 12 May 1991 | Preliminary Round Section 4 | Kelso v Royal High | Sheddon Park, Kelso | Results |
| 12 May 1991 | Preliminary Round Section 4 | Ayr v Gordonians | Cambusdoon, Alloway | Results |
| 12 May 1991 | Preliminary Round Section 5 | Stenhousemuir v Dundee High School Former Pupils | The Tryst, Stenhousemuir | Results |
| 12 May 1991 | Preliminary Round Section 5 | Edinburgh Academicals v West of Scotland | Edinburgh Academicals Ground, Raeburn Place, Edinburgh | Results |
| 12 May 1991 | Preliminary Round Section 6 | Clydesdale v Buckie | Titwood, Glasgow | Results |
| 12 May 1991 | Preliminary Round Section 6 | Aberdeen Grammar School Former Pupils v Aberdeenshire | Rubislaw Field, Aberdeen | Results |
| 12 May 1991 | Preliminary Round Section 7 | Drumpellier v Northern Counties | Langloan, Coatbridge | Results |
| 12 May 1991 | Preliminary Round Section 7 | Perth County v Grange | North Inch, Perth | Results |
| 12 May 1991 | Preliminary Round Section 8 | Freuchie v Hawick and Wilton | The Park, Freuchie | Results |
| 12 May 1991 | Preliminary Round Section 8 | Watsonians v Ayrshire | Myreside, Edinburgh | Results |
| 26 May 1991 | Preliminary Round Section 1 | Ferguslie v North Kelvinside Old Aloysians | Meikleriggs, Paisley | Results |
| 26 May 1991 | Preliminary Round Section 1 | Stirling County v West Lothian | Williamfield, Stirling | Results |
| 26 May 1991 | Preliminary Round Section 2 | Arbroath United v East Kilbride | Lochlands Park, Arbroath | Results |
| 26 May 1991 | Preliminary Round Section 2 | Greenock v Glasgow High Kelvinside | Glenpark, Greenock | Results |
| 26 May 1991 | Preliminary Round Section 3 | Kelburne v Carlton | Whitehaugh Oval, Paisley | Results |
| 26 May 1991 | Preliminary Round Section 3 | Strathmore County v St Michael's | Lochside Park, Forfar | Results |
| 26 May 1991 | Preliminary Round Section 4 | Royal High v Gordonians | East Barnton Avenue, Edinburgh | Results |
| 26 May 1991 | Preliminary Round Section 4 | Ayr v Kelso | Cambusdoon, Alloway | Results |
| 26 May 1991 | Preliminary Round Section 5 | Stenhousemuir v Edinburgh Academicals | The Tryst, Stenhousemuir | Results |
| 26 May 1991 | Preliminary Round Section 5 | West of Scotland v Dundee High School Former Pupils | Hamilton Crescent, Glasgow | Results |
| 26 May 1991 | Preliminary Round Section 6 | Aberdeenshire v Buckie | Mannofield Park, Aberdeen | Results |
| 26 May 1991 | Preliminary Round Section 6 | Clydesdale v Aberdeen Grammar School Former Pupils | Titwood, Glasgow | Results |
| 26 May 1991 | Preliminary Round Section 7 | Drumpellier v Perth County | Langloan, Coatbridge | Results |
| 26 May 1991 | Preliminary Round Section 7 | Grange v Northern Counties | Raeburn Place, Edinburgh | Results |
| 26 May 1991 | Preliminary Round Section 8 | Freuchie v Watsonians | The Park, Freuchie | Results |
| 26 May 1991 | Preliminary Round Section 8 | Ayrshire v Hawick and Wilton | Henry Thow Oval, Prestwick | Results |
| 09 Jun 1991 | Preliminary Round Section 1 | Ferguslie v Stirling County | Meikleriggs, Paisley | Results |
| 09 Jun 1991 | Preliminary Round Section 1 | North Kelvinside Old Aloysians v West Lothian | St Aloysius College Ground, Glasgow | Results |
| 09 Jun 1991 | Preliminary Round Section 2 | Glasgow High Kelvinside v East Kilbride | Old Anniesland, Glasgow | Results |
| 09 Jun 1991 | Preliminary Round Section 2 | Greenock v Arbroath County | Glenpark, Greenock | Results |
| 09 Jun 1991 | Preliminary Round Section 3 | St Michael's v Carlton | Kingholm Park, Dumfries | Results |
| 09 Jun 1991 | Preliminary Round Section 3 | Strathmore County v Kelburne | Lochside Park, Forfar | Results |
| 09 Jun 1991 | Preliminary Round Section 4 | Royal High v Ayr | East Barnton Avenue, Edinburgh | Results |
| 09 Jun 1991 | Preliminary Round Section 4 | Gordonians v Kelso | Slopefield, Aberdeen | Results |
| 09 Jun 1991 | Preliminary Round Section 5 | West of Scotland v Stenhousemuir | Hamilton Crescent, Glasgow | Results |
| 09 Jun 1991 | Preliminary Round Section 5 | Dundee High School Former Pupils v Edinburgh Academicals | Forthill, Dundee | Results |
| 09 Jun 1991 | Preliminary Round Section 6 | Buckie v Aberdeen Grammar School Former Pupils | Linzee Gordon Park, Buckie | Results |
| 09 Jun 1991 | Preliminary Round Section 6 | Aberdeenshire v Clydesdale | Mannofield Park, Aberdeen | Results |
| 09 Jun 1991 | Preliminary Round Section 7 | Grange v Drumpellier | Raeburn Place, Edinburgh | Results |
| 09 Jun 1991 | Preliminary Round Section 7 | Northern Counties v Perth County | Northern Meeting Park, Inverness | Results |
| 09 Jun 1991 | Preliminary Round Section 8 | Ayrshire v Freuchie | Henry Thow Oval, Prestwick | Results |
| 09 Jun 1991 | Preliminary Round Section 8 | Hawick and Wilton v Watsonians | Buccleuch Park, Hawick | Results |
| 07 Jul 1991 | Quarter-Final | not known v not known | not known | Results |
| 07 Jul 1991 | Quarter-Final | not known v not known | not known | Results |
| 07 Jul 1991 | Quarter-Final | not known v not known | not known | Results |
| 07 Jul 1991 | Quarter-Final | not known v not known | not known | Results |
| 28 Jul 1991 | Semi-Final | not known v not known | not known | Results |
| 28 Jul 1991 | Semi-Final | not known v not known | not known | Results |
| 25 Aug 1991 | Final | Clydesdale v Grange | Hamilton Crescent, Glasgow | Results |
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