| 14 May 2008 | ECB Over-50s County Championship 2008 | Surrey Over-50s v Middlesex Over-50s | Park Lane, Reigate | Lost by 9 wkts |
| 21 May 2008 | ECB Over-50s County Championship 2008 | Middlesex Over-50s v Berkshire Over-50s | Corfton Road, Ealing | Lost by 5 wkts |
| 11 Jun 2008 | ECB Over-50s County Championship 2008 | Middlesex Over-50s v Kent Over-50s | John Walker's Ground, Southgate | Lost by 25 runs |
| 18 Jun 2008 | ECB Over-50s County Championship 2008 | Buckinghamshire Over-50s v Middlesex Over-50s | Meadow Styles Playing Fields, Bledlow Ridge | Lost by 8 runs |
| 26 Jun 2008 | ECB Over-50s County Championship 2008 | Sussex Over-50s v Middlesex Over-50s | The Saffrons, Eastbourne | Lost by walk-over |
| 02 Jul 2008 | ECB Over-50s County Championship 2008 | Middlesex Over-50s v Essex Over-50s | Haydon Hall, Eastcote | Lost by 140 runs |
| 09 Jul 2008 | ECB Over-50s County Championship 2008 | Middlesex Over-50s v Hertfordshire Over-50s | The Paulin Ground, Winchmore Hill | Abandoned |
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