| 17 May 1987 | First Round | Longparish v Andover | Longparish Cricket Club Ground, Longparish | Results |
| 17 May 1987 | First Round | Wherwell v Leckford | Wherwell Playing Fields, Wherwell | Results |
| 17 May 1987 | First Round | Fareham v Burridge | Bath Lane Recreation Ground, Fareham | Results |
| 17 May 1987 | First Round | Castle v Michelmersh and Timsbury | Hampshire County Council Sports Ground, Winchester | Results |
| 31 May 1987 | Second Round | Penton v Longparish | Penton Cricket Ground, Penton Mewsey | Results |
| 31 May 1987 | Second Round | Hungerford v Leckford | War Memorial Ground, Hungerford | Results |
| 31 May 1987 | Second Round | Tilehurst v Old Basing | Victoria Recreation Ground, Tilehurst | Results |
| 31 May 1987 | Second Round | Tadley Hobos v Hook and Newnham | Recreational Society Ground, Tadley | Results |
| 31 May 1987 | Second Round | Bashley (Rydal) v Hale | Bashley Road, Bashley | Results |
| 31 May 1987 | Second Round | Lyndhurst v Ellingham | Bolton's Bench, Lyndhurst | Results |
| 31 May 1987 | Second Round | Castle v ITW Basingstoke | Hampshire County Council Sports Ground, Winchester | Results |
| 31 May 1987 | Second Round | St Cross v Basics-Polhill | Green Jackets Ground, Winchester | Results |
| 31 May 1987 | Second Round | Fareham v Purbrook and Portsdown | Bath Lane Recreation Ground, Fareham | Results |
| 31 May 1987 | Second Round | Portsmouth Enterprise v Crofton | St James Hospital Ground, Milton | Results |
| 31 May 1987 | Second Round | Rowledge v Waterlooville | Rowledge Recreation Ground, Rowledge | Results |
| 31 May 1987 | Second Round | Denmead v Hambledon | King George V Playing Field, Denmead | Results |
| 31 May 1987 | Second Round | Maybush Community v Sarisbury Athletic | Millbrook Secondary School, Millbrook | Results |
| 31 May 1987 | Second Round | West End v Hendy Ford Mansbridge | Bishopstoke Sports Ground, Eastleigh | Results |
| 31 May 1987 | Second Round | BAT Sports v Esso Fawley | Southern Gardens, Totton | Results |
| 01 Jun 1987 | Second Round | Calmore Sports v Road Sea | Loperwood Park, Calmore | Results |
| 14 Jun 1987 | Third Round | Hungerford v Longparish | War Memorial Ground, Hungerford | Results |
| 14 Jun 1987 | Third Round | Old Basing v Tadley Hobos | Old Basing Recreation Ground, Old Basing | Results |
| 14 Jun 1987 | Third Round | Lyndhurst v Bashley (Rydal) | Bolton's Bench, Lyndhurst | Results |
| 14 Jun 1987 | Third Round | ITW Basingstoke v Basics-Polhill | Stratton Park, Kempshott | Results |
| 14 Jun 1987 | Third Round | Purbrook and Portsdown v Portsmouth Enterprise | Purbrook Heath, Purbrook | Results |
| 14 Jun 1987 | Third Round | Hambledon v Rowledge | Ridge Meadow, Hambledon | Results |
| 14 Jun 1987 | Third Round | Hendy Ford Mansbridge v Sarisbury Athletic | Millbrook Secondary School, Millbrook | Results |
| 14 Jun 1987 | Third Round | BAT Sports v Calmore Sports | Southern Gardens, Totton | Results |
| 28 Jun 1987 | Quarter Final | Longparish v Old Basing | Longparish Cricket Club Ground, Longparish | Results |
| 28 Jun 1987 | Quarter Final | ITW Basingstoke v Lyndhurst | Stratton Park, Kempshott | Results |
| 28 Jun 1987 | Quarter Final | Purbrook and Portsdown v Hambledon | Purbrook Heath, Purbrook | Results |
| 28 Jun 1987 | Quarter Final | BAT Sports v Sarisbury Athletic | Southern Gardens, Totton | Results |
| 12 Jul 1987 | Semi Final | Longparish v Lyndhurst | The Quarters, Hursley | Results |
| 12 Jul 1987 | Semi Final | BAT Sports v Hambledon | Southern Gardens, Totton | Results |
| 31 Jul 1987 | Final | Hambledon v Longparish | The Quarters, Hursley | Results |
| 18 May 1987 | First Round | Calmore Sports v Brockenhurst | Loperwood Park, Calmore | Results |
| 20 May 1987 | Second Round | Calmore Sports v Road Sea | Loperwood Park, Calmore | Results |
| 10 Jun 1987 | Third Round | BAT Sports v Calmore Sports | Southern Gardens, Totton | Results |
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