| 30 Apr 1987 | First Round | Bishopbriggs v Peebles County | The Bearyards, Bishopbriggs | Results |
| 10 May 1987 | First Round | Madras College Former Pupils v BP Grangemouth | Station Park, St Andrews | Results |
| 30 Apr 1987 | First Round | Glendelvine v Norwood | Glendelvine Cricket Club Ground, Spittalfield | Results |
| 10 May 1987 | First Round | Kingsway v Lawside | Dawson Park, Dundee | Results |
| 10 May 1987 | First Round | Westquarter and Redding v Cumbernauld | Blairlodge, Brightons | Results |
| 30 Apr 1987 | First Round | HMS Gannet v Garrowhill | HMS Gannet Cricket Club Ground, Monkton | Results |
| 30 Apr 1987 | First Round | Weirs v Honeywell | Albert Park, Glasgow | Results |
| 10 May 1987 | First Round | Musselburgh v London Road | Lewisvale Park, Musselburgh | Results |
| 10 May 1987 | First Round | Boroughmuir v Crosshill | Meggetland, Edinburgh | Results |
| 30 Apr 1987 | First Round | Banff v Dyce | Banff Cricket Club Ground, Banff | Results |
| 10 May 1987 | First Round | Edinburgh University Staff v St Modan's High School Former Pupils | Peffermill Playing Fields, Edinburgh | Results |
| 10 May 1987 | First Round | Drummond v Trinity Academicals | Inverleith, Edinburgh | Results |
| 30 Apr 1987 | First Round | Ardeer v Eaglesham | Ardeer Recreation Club Ground, Stevenston | Results |
| 10 May 1987 | First Round | Mitre v Waid | Inch Park, Edinburgh | Results |
| 30 Apr 1987 | First Round | Marchmont v City of Edinburgh Pakistan Association | Cavalry Park, Edinburgh | Results |
| 10 May 1987 | First Round | Crieff v Banchory | King George V Playing Field, Crieff | Results |
| 30 Apr 1987 | First Round | Luncarty v Strathearn | Langlands Park, Luncarty | Results |
| 10 May 1987 | First Round | Livingston and District v Royal Botanic Gardens | Bangour Village Hospital, Dechmont | Results |
| 30 Apr 1987 | First Round | Inverclyde v Stranraer | Battery Park, Greenock | Results |
| 30 Apr 1987 | First Round | Largo v DAFS | East Drive, Upper Largo | Results |
| 30 Apr 1987 | First Round | Inverurie v Ellon Gordon | Kellands Park, Inverurie | Results |
| 30 Apr 1987 | First Round | Westburn v Stoneywood | Westburn Park, Aberdeen | Results |
| 03 May 1987 | First Round | Leven v Gargunnock Village | King George V Park, Leven | Results |
| 30 Apr 1987 | First Round | Tynecastle v St Andrews University Staff | Tynecastle Cricket Club Ground, Edinburgh | Results |
| 30 Apr 1987 | First Round | Glenkens v Hillend | Glenkens Cricket Club Ground, Glenkens | Results |
| 30 Apr 1987 | First Round | Cults v Kinloch | Allan Park, Cults | Results |
| 30 Apr 1987 | First Round | Rossie Priory v Dundee University Staff | Rossie Priory, Inchture | Results |
| 30 Apr 1987 | First Round | Life Assurance of Scotland v Perth Northern | not known | Results |
| 26 Apr 1987 | First Round | Jerviswood v Queen's Park (Scotland) | Allanton Playing Fields, Ralston | Results |
| 30 Apr 1987 | First Round | Rolls Royce v Strathclyde | Baird's Meadow, East Kilbride | Results |
| 30 Apr 1987 | First Round | Stonehaven Thistle v Breadalbane | Mineralwell Park, Stonehaven | Results |
| 30 Apr 1987 | First Round | Royal Air Force Leuchars v Broomhall | Royal Air Force Ground, Leuchars | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 24 May 1987 | Second Round | not known v not known | not known | Results |
| 14 Jun 1987 | Third Round | not known v not known | not known | Results |
| 14 Jun 1987 | Third Round | not known v not known | not known | Results |
| 14 Jun 1987 | Third Round | not known v not known | not known | Results |
| 14 Jun 1987 | Third Round | not known v not known | not known | Results |
| 14 Jun 1987 | Third Round | not known v not known | not known | Results |
| 14 Jun 1987 | Third Round | not known v not known | not known | Results |
| 14 Jun 1987 | Third Round | not known v not known | not known | Results |
| 14 Jun 1987 | Third Round | not known v not known | not known | Results |
| 05 Jul 1987 | Quarter-Final | not known v not known | not known | Results |
| 05 Jul 1987 | Quarter-Final | not known v not known | not known | Results |
| 05 Jul 1987 | Quarter-Final | not known v not known | not known | Results |
| 05 Jul 1987 | Quarter-Final | not known v not known | not known | Results |
| 26 Jul 1987 | Semi-Final | Glendelvine v St Modan's High School Former Pupils | not known | Results |
| 26 Jul 1987 | Semi-Final | Rossie Priory v not known | not known | Results |
| 16 Aug 1987 | Final | Rossie Priory v St Modan's High School Former Pupils | Lochside Park, Forfar | Results |
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