| 22 Apr 2014 | Other matches in England 2014 | Warwickshire Second XI v Middlesex Second XI | Scorers, Shirley | Drawn |
| 06 May 2014 | Other matches in England 2014 | Middlesex Second XI v Club Cricket Conference | Brunton Memorial Ground, Radlett | Won by 4 runs |
| 30 Jun 2014 | Other matches in England 2014 | Hampshire Second XI v Middlesex Second XI | The Ageas Bowl, Southampton | Won by 7 wkts |
| 08 Jul 2014 | Other matches in England 2014 | Royal Air Force v Middlesex Second XI | Royal Air Force Sports Ground, Uxbridge | Won by 275 runs |
| 15 Jul 2014 | Other matches in England 2014 | Middlesex Second XI v Lancashire Second XI | Merchant Taylors' School Ground, Northwood | Won by 4 wkts |
| 11 Aug 2014 | Other matches in England 2014 | Middlesex Second XI v Worcestershire Second XI | Brunton Memorial Ground, Radlett | Lost by inns and 3 runs |
| 09 Sep 2014 | Other matches in England 2014 | Essex Second XI v Middlesex Second XI | The Toby Howe Cricket Ground, Billericay | Lost by 2 wkts |
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