| 03 May 1986 | Benson and Hedges Cup 1986 | Middlesex v Surrey | Lord's Cricket Ground, St John's Wood | Won by 6 wkts |
| 10 May 1986 | Benson and Hedges Cup 1986 | Hampshire v Middlesex | County Ground, Southampton | No result |
| 12 May 1986 | Benson and Hedges Cup 1986 | Hampshire v Middlesex | County Ground, Southampton | Won by 7 wkts |
| 15 May 1986 | Benson and Hedges Cup 1986 | Middlesex v Combined Universities | Lord's Cricket Ground, St John's Wood | Won by 8 wkts |
| 17 May 1986 | Benson and Hedges Cup 1986 | Kent v Middlesex | St Lawrence Ground, Canterbury | Won by 134 runs |
| 28 May 1986 | Benson and Hedges Cup 1986 | Middlesex v Sussex | Lord's Cricket Ground, St John's Wood | Won by 84 runs |
| 11 Jun 1986 | Benson and Hedges Cup 1986 | Middlesex v Nottinghamshire | Lord's Cricket Ground, St John's Wood | Won by 5 wkts |
| 12 Jul 1986 | Benson and Hedges Cup 1986 | Middlesex v Kent | Lord's Cricket Ground, St John's Wood | Won by 2 runs |
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