| Sri Lanka in Zimbabwe: 5th ODI, 1999/00 | Harare Sports Club | Zimbabwe won by 6 wickets | 19 December 1999 |
| Sri Lanka in Zimbabwe: 4th ODI, 1999/00 | Harare Sports Club | Sri Lanka won by 6 wickets | 18 December 1999 |
| Sri Lanka in Zimbabwe: 3rd ODI, 1999/00 | Harare Sports Club | Sri Lanka won by 98 runs | 15 December 1999 |
| Sri Lanka in Zimbabwe: 2nd ODI, 1999/00 | Queens Sports Club, Bulawayo | Sri Lanka won by 13 runs | 12 December 1999 |
| Sri Lanka in Zimbabwe: 1st ODI, 1999/00 | Queens Sports Club, Bulawayo | No result | 11 December 1999 |
| Sri Lanka in Zimbabwe: 3rd Test, 1999/00 | Harare Sports Club | Match Drawn | 4, 5, 6, 7, 8 December 1999 (five-day match) |
| Sri Lanka in Zimbabwe: 2nd Test, 1999/00 | Harare Sports Club | Sri Lanka won by 6 wickets | 26, 27, 28, 29, 30 November 1999 (five-day match) |
| Sri Lanka in Zimbabwe: 1st Test, 1999/00 | Queens Sports Club, Bulawayo | Match Drawn | 18, 19, 20, 21, 22 November 1999 (five-day match) |
| Coca-Cola Champions Trophy: Only Final, 1999/00 | Sharjah C.A. Stadium | Pakistan won by 88 runs | 22 October 1999 |
| Coca-Cola Champions Trophy: 5th Match, 1999/00 | Sharjah C.A. Stadium | Pakistan won by 118 runs | 18 October 1999 |
| Coca-Cola Champions Trophy: 4th Match, 1999/00 | Sharjah C.A. Stadium | Sri Lanka won by 9 wickets | 17 October 1999 |
| Coca-Cola Champions Trophy: 3rd Match, 1999/00 | Sharjah C.A. Stadium | Match Tied | 15 October 1999 |
| Coca-Cola Champions Trophy: 1st Match, 1999/00 | Sharjah C.A. Stadium | West Indies won by 3 wickets | 13 October 1999 |
| Australia in Sri Lanka: 3rd Test, 1999 | Sinhalese Sports Club Ground, Colombo | Match Drawn | 30 September, 1, 2, 3, 4 October 1999 (five-day match) |
| Australia in Sri Lanka: 2nd Test, 1999 | Galle International Stadium | Match Drawn | 22, 23, 24, 25, 26 September 1999 (five-day match) |
| Australia in Sri Lanka: 1st Test, 1999 | Asgiriya Stadium, Kandy | Sri Lanka won by 6 wickets | 9, 10, 11 September 1999 (five-day match) |
| Aiwa Cup: Only Final, 1999 | R.Premadasa Stadium, Khettarama, Colombo | Sri Lanka won by 8 wickets | 31 August 1999 |
| Aiwa Cup: 6th Match, 1999 | Sinhalese Sports Club Ground, Colombo | India won by 23 runs by D/L method | 29 August 1999 |
| Aiwa Cup: 4th Match, 1999 | R.Premadasa Stadium, Khettarama, Colombo | Australia won by 27 runs | 26 August 1999 |
| Aiwa Cup: 3rd Match, 1999 | R.Premadasa Stadium, Khettarama, Colombo | Sri Lanka won by 7 wickets | 25 August 1999 |
| Aiwa Cup: 1st Match, 1999 | Galle International Stadium | Australia won by 50 runs by D/L method | 22 August 1999 |
| ICC World Cup: 27th Match, 1999 | County Ground, Southampton | Sri Lanka won by 45 runs | 30 May 1999 |
| ICC World Cup: 21st Match, 1999 | County Ground, Taunton | India won by 157 runs | 26 May 1999 |
| ICC World Cup: 14th Match, 1999 | County Ground, New Road, Worcester | Sri Lanka won by 4 wickets | 22 May 1999 |
| ICC World Cup: 9th Match, 1999 | County Ground, Northampton | South Africa won by 89 runs | 19 May 1999 |
| ICC World Cup: 1st Match, 1999 | Lord's, London | England won by 8 wickets | 14 May 1999 |
| Pepsi Cup: 5th Match, 1998/99 | Nehru Stadium, Pune | India won by 51 runs | 30 March 1999 |
| Pepsi Cup: 4th Match, 1998/99 | Indira Priyadarshini Stadium, Visakhapatnam | Sri Lanka won by 12 runs | 27 March 1999 |
| Pepsi Cup: 2nd Match, 1998/99 | Vidarbha C.A. Ground, Nagpur | India won by 80 runs | 22 March 1999 |
| Pepsi Cup: 1st Match, 1998/99 | Keenan Stadium, Jamshedpur | Pakistan won by 9 runs | 19 March 1999 |
| Asian Test Championship: Final, 1998/99 | Bangabandhu National Stadium, Dhaka | Pakistan won by an innings and 175 runs | 12, 13, 14, 15 March 1999 (five-day match) |
| Asian Test Championship: 3rd Test, 1998/99 | Gaddafi Stadium, Lahore | Match Drawn | 4, 5, 6, 7, 8 March 1999 (five-day match) |
| Asian Test Championship: 2nd Test, 1998/99 | Sinhalese Sports Club Ground, Colombo | Match Drawn | 24, 25, 26, 27, 28 February 1999 (five-day match) |
| Carlton & United Series: 15th Match, 1998/99 | Melbourne Cricket Ground | Australia won by 43 runs | 7 February 1999 |
| Carlton & United Series: 13th Match, 1998/99 | Sydney Cricket Ground | Sri Lanka won by 11 runs | 3 February 1999 |
| Carlton & United Series: 12th Match, 1998/99 | W.A.C.A. Ground, Perth | Australia won by 45 runs | 31 January 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: 9th Match, 1998/99 | Adelaide Oval | Australia won by 80 runs | 24 January 1999 |
| Carlton & United Series: 8th Match, 1998/99 | Adelaide Oval | Sri Lanka won by 1 wickets | 23 January 1999 |
| Carlton & United Series: 7th Match, 1998/99 | Bellerive Oval, Hobart | Sri Lanka won by 3 wickets | 21 January 1999 |
| Carlton & United Series: 6th Match, 1998/99 | Melbourne Cricket Ground | England won by 7 wickets | 19 January 1999 |
| Carlton & United Series: 3rd Match, 1998/99 | Sydney Cricket Ground | Australia won by 8 wickets | 13 January 1999 |
| Carlton & United Series: 2nd Match, 1998/99 | Brisbane Cricket Ground, Woolloongabba, Brisbane | England won by 4 wickets | 11 January 1999 |
