| 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) |
| New Zealand in England: 4th Test, 1999 | Kennington Oval, London | New Zealand won by 83 runs | 19, 20, 21, 22 August 1999 (five-day match) |
| New Zealand in England: 3rd Test, 1999 | Old Trafford, Manchester | Match Drawn | 5, 6, 7, 8, 9 August 1999 (five-day match) |
| New Zealand in England: 2nd Test, 1999 | Lord's, London | New Zealand won by 9 wickets | 22, 23, 24, 25 July 1999 (five-day match) |
| New Zealand in England: 1st Test, 1999 | Edgbaston, Birmingham | England won by 7 wickets | 1, 2, 3 July 1999 (five-day match) |
| ICC World Cup: 25th Match, 1999 | Edgbaston, Birmingham | India won by 63 runs | 29 May 1999 |
| ICC World Cup: 19th Match, 1999 | Trent Bridge, Nottingham | England won by 7 wickets | 25 May 1999 |
| ICC World Cup: 13th Match, 1999 | Kennington Oval, London | South Africa won by 122 runs | 22 May 1999 |
| ICC World Cup: 7th Match, 1999 | St Lawrence Ground, Canterbury | England won by 9 wickets | 18 May 1999 |
| ICC World Cup: 1st Match, 1999 | Lord's, London | England won by 8 wickets | 14 May 1999 |
| Coca-Cola Cup: 5th Match, 1998/99 | Sharjah C.A. Stadium | England won by 62 runs | 12 April 1999 |
| Coca-Cola Cup: 4th Match, 1998/99 | Sharjah C.A. Stadium | India won by 9 runs | 11 April 1999 |
| Coca-Cola Cup: 3rd Match, 1998/99 | Sharjah C.A. Stadium | India won by 20 runs | 9 April 1999 |
| Coca-Cola Cup: 1st Match, 1998/99 | Sharjah C.A. Stadium | Pakistan won by 90 runs | 7 April 1999 |
| Carlton & United Series: 2nd Final, 1998/99 | Melbourne Cricket Ground | Australia won by 162 runs | 13 February 1999 |
| Carlton & United Series: 1st Final, 1998/99 | Sydney Cricket Ground | Australia won by 10 runs | 10 February 1999 |
| Carlton & United Series: 14th Match, 1998/99 | Sydney Cricket Ground | Australia won by 4 wickets | 5 February 1999 |
| Carlton & United Series: 13th Match, 1998/99 | Sydney Cricket Ground | Sri Lanka won by 11 runs | 3 February 1999 |
| Carlton & United Series: 11th Match, 1998/99 | W.A.C.A. Ground, Perth | England won by 128 runs | 29 January 1999 |
| Carlton & United Series: 10th Match, 1998/99 | Adelaide Oval | Australia won by 16 runs | 26 January 1999 |
| Carlton & United Series: 8th Match, 1998/99 | Adelaide Oval | Sri Lanka won by 1 wickets | 23 January 1999 |
| Carlton & United Series: 6th Match, 1998/99 | Melbourne Cricket Ground | England won by 7 wickets | 19 January 1999 |
| Carlton & United Series: 5th Match, 1998/99 | Sydney Cricket Ground | England won by 7 runs | 17 January 1999 |
| Carlton & United Series: 4th Match, 1998/99 | Melbourne Cricket Ground | Australia won by 9 wickets | 15 January 1999 |
| Carlton & United Series: 2nd Match, 1998/99 | Brisbane Cricket Ground, Woolloongabba, Brisbane | England won by 4 wickets | 11 January 1999 |
| Carlton & United Series: 1st Match, 1998/99 | Brisbane Cricket Ground, Woolloongabba, Brisbane | England won by 7 runs | 10 January 1999 |
| The Ashes: 5th Test, 1998/99 | Sydney Cricket Ground | Australia won by 98 runs | 2, 3, 4, 5 January 1999 (five-day match) |
