| 26 Mar 2000 | Nottinghamshire in South Africa 1999/00 | Middlesex v Nottinghamshire | Walter Milton Oval, University of Witwatersrand, Johannesburg | Drawn |
| 31 Mar 2000 | Middlesex in South Africa 1999/00 | not known v Middlesex | not arranged | |
| 01 Apr 2000 | Middlesex in South Africa 1999/00 | Northerns Invitation XI v Middlesex | SuperSport Park, Centurion | Won by 4 runs |
| 02 Apr 2000 | Nottinghamshire in South Africa 1999/00 | Middlesex v Nottinghamshire | SuperSport Park, Centurion | Lost by 2 runs |
| 04 Apr 2000 | Middlesex in South Africa 1999/00 | North West v Middlesex | North West Cricket Stadium, Potchefstroom |
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