| 06 Jul 2000 | Under-19 County Championship 2000 | Sussex Under-19s v Middlesex Under-19s | The Pavilion, Birdham | |
| 13 Jul 2000 | Under-19 County Championship 2000 | Middlesex Under-19s v Surrey Under-19s | Merchant Taylors' School Ground, Northwood | |
| 20 Jul 2000 | Under-19 County Championship 2000 | Middlesex Under-19s v Kent Under-19s | Ealing | |
| 07 Aug 2000 | Under-19 County Championship 2000 | Essex Under-19s v Middlesex Under-19s | County Ground, Chelmsford | |
| 10 Aug 2000 | Under-19 County Championship 2000 | Hampshire Under-19s v Middlesex Under-19s | Chapel Gate, Bournemouth | Drawn |
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