| England in South Africa: 3rd Test, 1999/00 | Kingsmead, Durban | Match Drawn | 26, 27, 28, 29, 30 December 1999 (five-day match) |
| England in South Africa: 2nd Test, 1999/00 | Crusaders Ground, St George's Park, Port Elizabeth | Match Drawn | 9, 10, 11, 12, 13 December 1999 (five-day match) |
| England in South Africa: 1st Test, 1999/00 | New Wanderers Stadium, Johannesburg | South Africa won by an innings and 21 runs | 25, 26, 27, 28 November 1999 (five-day match) |
| South Africa v Zimbabwe Test Series: 2nd Test, 1999/00 | Harare Sports Club | South Africa won by an innings and 219 runs | 11, 12, 13, 14 November 1999 (five-day match) |
| South Africa v Zimbabwe Test Series: 1st Test, 1999/00 | Goodyear Park, Bloemfontein | South Africa won by an innings and 13 runs | 29, 30, 31 October, 1 November 1999 (five-day match) |
| LG Cup: Only Final, 1999/00 | Gymkhana Club Ground, Nairobi | South Africa won by 26 runs | 3 October 1999 |
| LG Cup: 5th Match, 1999/00 | Gymkhana Club Ground, Nairobi | South Africa won by 24 runs | 30 September 1999 |
| LG Cup: 3rd Match, 1999/00 | Gymkhana Club Ground, Nairobi | South Africa won by 9 wickets | 28 September 1999 |
| LG Cup: 2nd Match, 1999/00 | Gymkhana Club Ground, Nairobi | India won by 8 wickets | 26 September 1999 |
| ICC World Cup: 2nd Semi-final, 1999 | Edgbaston, Birmingham | Match Tied | 17 June 1999 |
| ICC World Cup: 9th Match, 1999 | Headingley, Leeds | Australia won by 5 wickets | 13 June 1999 |
| ICC World Cup: 6th Match, 1999 | Edgbaston, Birmingham | South Africa won by 74 runs | 10 June 1999 |
| ICC World Cup: 2nd Match, 1999 | Trent Bridge, Nottingham | South Africa won by 3 wickets | 5 June 1999 |
| ICC World Cup: 26th Match, 1999 | County Ground, Chelmsford | Zimbabwe won by 48 runs | 29 May 1999 |
| ICC World Cup: 20th Match, 1999 | VRA Ground, Amstelveen | South Africa won by 7 wickets | 26 May 1999 |
| ICC World Cup: 13th Match, 1999 | Kennington Oval, London | South Africa won by 122 runs | 22 May 1999 |
| ICC World Cup: 9th Match, 1999 | County Ground, Northampton | South Africa won by 89 runs | 19 May 1999 |
| ICC World Cup: 2nd Match, 1999 | New County Ground, Hove, Brighton | South Africa won by 4 wickets | 15 May 1999 |
| South Africa in New Zealand: 6th ODI, 1998/99 | Basin Reserve, Wellington | No result | 30 March 1999 |
| South Africa in New Zealand: 5th ODI, 1998/99 | Eden Park, Auckland | South Africa won by 143 runs | 27 March 1999 |
| South Africa in New Zealand: 4th ODI, 1998/99 | McLean Park, Napier | South Africa won by 2 wickets | 26 March 1999 |
| South Africa in New Zealand: 4th ODI, 1998/99 | McLean Park, Napier | No result | 25 March 1999 |
| South Africa in New Zealand: 3rd Test, 1998/99 | Basin Reserve, Wellington | South Africa won by 8 wickets | 18, 19, 20, 21, 22 March 1999 (five-day match) |
| South Africa in New Zealand: 2nd Test, 1998/99 | Jade Stadium, Christchurch | Match Drawn | 11, 12, 13, 14, 15 March 1999 (five-day match) |
| South Africa in New Zealand: 1st Test, 1998/99 | Eden Park, Auckland | Match Drawn | 27, 28 February, 1, 2, 3 March 1999 (five-day match) |
| South Africa in New Zealand: 3rd ODI, 1998/99 | Eden Park, Auckland | New Zealand won by 7 wickets | 20 February 1999 |
| South Africa in New Zealand: 2nd ODI, 1998/99 | Jade Stadium, Christchurch | South Africa won by 7 wickets | 17 February 1999 |
| South Africa in New Zealand: 1st ODI, 1998/99 | Carisbrook, Dunedin | New Zealand won by 3 wickets | 14 February 1999 |
| West Indies in South Africa: 7th ODI, 1998/99 | SuperSport Park, Centurion | South Africa won by 50 runs | 7 February 1999 |
| West Indies in South Africa: 6th ODI, 1998/99 | Springbok Park, Bloemfontein | South Africa won by 114 runs | 5 February 1999 |
| West Indies in South Africa: 5th ODI, 1998/99 | Newlands, Cape Town | South Africa won by 89 runs | 2 February 1999 |
| West Indies in South Africa: 4th ODI, 1998/99 | Crusaders Ground, St George's Park, Port Elizabeth | South Africa won by 99 runs | 30 January 1999 |
| West Indies in South Africa: 3rd ODI, 1998/99 | Kingsmead, Durban | South Africa won by 55 runs | 27 January 1999 |
| West Indies in South Africa: 2nd ODI, 1998/99 | Buffalo Park, East London | West Indies won by 43 runs | 24 January 1999 |
| West Indies in South Africa: 1st ODI, 1998/99 | New Wanderers Stadium, Johannesburg | South Africa won by 2 wickets by D/L method | 22 January 1999 |
| West Indies in South Africa: 5th Test, 1998/99 | Centurion Park | South Africa won by 351 runs | 15, 16, 17, 18 January 1999 (five-day match) |
| West Indies in South Africa: 4th Test, 1998/99 | Newlands, Cape Town | South Africa won by 149 runs | 2, 3, 4, 5, 6 January 1999 (five-day match) |
