| 17 May 2023 | ECB Over-50 County Championship 2023 | Middlesex Over-50s v Hertfordshire Over-50s | Uxbridge Cricket Club Ground, Uxbridge | Lost by 3 runs |
| 24 May 2023 | ECB Over-50 County Championship 2023 | Middlesex Over-50s v Essex Over-50s | Uxbridge Cricket Club Ground, Uxbridge | Won by 5 wkts |
| 07 Jun 2023 | ECB Over-50 County Championship 2023 | Sussex Over-50s v Middlesex Over-50s | The Saffrons, Eastbourne | Won by 3 wkts |
| 14 Jun 2023 | ECB Over-50 County Championship 2023 | Middlesex Over-50s v Kent Over-50s | Brentham Sports Club Ground, Ealing | Won by 7 wkts |
| 28 Jun 2023 | ECB Over-50 County Championship 2023 | Buckinghamshire Over-50s v Middlesex Over-50s | Winchendon Road, Chearsley | Won by 4 wkts |
| 05 Jul 2023 | ECB Over-50 County Championship 2023 | Surrey Over-50s v Middlesex Over-50s | Cheam Road, Sutton | Won by 7 wkts |
| 19 Jul 2023 | ECB Over-50 County Championship 2023 | Middlesex Over-50s v Berkshire Over-50s | Uxbridge Cricket Club Ground, Uxbridge | Lost by 63 runs |
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