| 24 Jul 1990 | Hilda Overy Trophy 1990 | Buckinghamshire Young Amateurs v Middlesex Young Cricketers | not arranged | |
| 25 Jul 1990 | Hilda Overy Trophy 1990 | Oxfordshire Colts v Middlesex Young Cricketers | St Edward's School Ground, Oxford | |
| 26 Jul 1990 | Hilda Overy Trophy 1990 | Middlesex Young Cricketers v Sussex Young Cricketers | Durrants Sports Ground, Croxley Green | |
| 02 Aug 1990 | Hilda Overy Trophy 1990 | Association of Kent Cricket Clubs Under-19s v Middlesex Young Cricketers | Garrison 1 Cricket Ground, Chatham | |
| 03 Aug 1990 | Hilda Overy Trophy 1990 | Middlesex Young Cricketers v Hampshire Colts | Durrants Sports Ground, Croxley Green | |
| 08 Aug 1990 | Hilda Overy Trophy 1990 | Surrey Young Cricketers v Middlesex Young Cricketers | Bank of England Ground, Roehampton | |
| 09 Aug 1990 | Hilda Overy Trophy 1990 | Middlesex Young Cricketers v Young Essex | Durrants Sports Ground, Croxley Green | |
| 10 Aug 1990 | Hilda Overy Trophy 1990 | Warwickshire Cricket Association Under-19s v Middlesex Young Cricketers | Station Road, Dorridge | |
| 13 Aug 1990 | Hilda Overy Trophy 1990 | Lancashire Cricket Federation Under-19s v Middlesex Young Cricketers | Churchill College Ground, Cambridge | Lost by 6 wkts |
| 14 Aug 1990 | Hilda Overy Trophy 1990 | Middlesex Young Cricketers v Surrey Young Cricketers | King's and Selwyn Colleges Ground, Cambridge | |
| 15 Aug 1990 | Hilda Overy Trophy 1990 | Middlesex Young Cricketers v Suffolk Colts | Pembroke College Ground, Cambridge | |
| 16 Aug 1990 | Hilda Overy Trophy 1990 | Bedfordshire Colts v Middlesex Young Cricketers | Clare College Sports Ground, Cambridge | |
| 17 Aug 1990 | Hilda Overy Trophy 1990 | Cheshire County Colts v Middlesex Young Cricketers | FP Fenner's Ground, Cambridge |
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