| 12 Sept 1999 | WI 190/6 v IND 1202nd ODI · ODI | WI | 59 | - | 0 | West Indies won by 70 runs | Toronto | 1999 Singapore Challenge |
| 8 Sept 1999 | IND 254/6 v WI 255/6Final · ODI | WI | 1 | - | 0 | West Indies won by 4 wickets (with 14 balls remaining) | Singapore | 1999 Singapore Challenge |
| 2 Sept 1999 | WI 247/4 v ZIM 244/91st Match · ODI | WI | 63 | - | 0 | West Indies won by 6 wickets (with 38 balls remaining) | Singapore | 1999 Singapore Challenge |
| 30 May 1999 | AUS 111/4 v WI 11028th Match · ODI | WI | 2 | - | 0 | Australia won by 6 wickets (with 56 balls remaining) | Manchester | 1999 Cricket World Cup |
| 27 May 1999 | SCO 68 v WI 70/223rd Match · ODI | WI | DNB | - | 0 | West Indies won by 8 wickets (with 239 balls remaining) | Leicester | 1999 Cricket World Cup |
| 24 May 1999 | NZ 156 v WI 158/318th Match · ODI | WI | 8 | - | 1 | West Indies won by 7 wickets (with 34 balls remaining) | Southampton | 1999 Cricket World Cup |
| 21 May 1999 | BAN 182 v WI 183/312th Match · ODI | WI | 36 | - | 1 | West Indies won by 7 wickets (with 21 balls remaining) | Dublin | 1999 Cricket World Cup |
| 16 May 1999 | PAK 229/8 v WI 2025th Match · ODI | WI | 9 | - | 0 | Pakistan won by 27 runs | Bristol | 1999 Cricket World Cup |
| 25 Apr 1999 | WI 197/2 v AUS 252/97th ODI · ODI | WI | 62 | - | 0 | West Indies won by 8 wickets (with 18 balls remaining) (D/L method) | Bridgetown | Australia tour of West Indies 1998/99 |
| 24 Apr 1999 | WI 249/8 v AUS 253/66th ODI · ODI | WI | 24 | - | 0 | Australia won by 4 wickets (with 9 balls remaining) | Bridgetown | Australia tour of West Indies 1998/99 |
| 21 Apr 1999 | WI 173/5 v AUS 173/75th ODI · ODI | WI | 41 | - | 0 | Match tied | Georgetown | Australia tour of West Indies 1998/99 |
| 18 Apr 1999 | WI 169 v AUS 189/94th ODI · ODI | WI | 13 | - | 0 | Australia won by 20 runs | Port of Spain | Australia tour of West Indies 1998/99 |
| 17 Apr 1999 | WI 244/5 v AUS 242/73rd ODI · ODI | WI | 64 | - | 0 | West Indies won by 5 wickets (with 6 balls remaining) | Port of Spain | Australia tour of West Indies 1998/99 |
| 14 Apr 1999 | WI 242 v AUS 288/42nd ODI · ODI | WI | 46 | - | 0 | Australia won by 46 runs | St. George's | Australia tour of West Indies 1998/99 |
| 11 Apr 1999 | WI 209 v AUS 1651st ODI · ODI | WI | 62 | - | 0 | West Indies won by 44 runs | Kingstown | Australia tour of West Indies 1998/99 |
| 3 Apr 1999 | WI 222 & 211 v AUS 303 & 3064th Test · Test | WI | 8 & 29 | - | 0 | Australia won by 176 runs | St. John's | Australia tour of West Indies 1998/99 |
| 26 Mar 1999 | WI 329 & 311/9 v AUS 490 & 1463rd Test · Test | WI | 105 & 33 | - | 1 | West Indies won by 1 wicket | Bridgetown | Australia tour of West Indies 1998/99 |
| 13 Mar 1999 | WI 431 & 3/0 v AUS 256 & 1772nd Test · Test | WI | 12 & 1* | - | 0 | West Indies won by 10 wickets | Kingston | Australia tour of West Indies 1998/99 |
| 5 Mar 1999 | WI 167 & 51 v AUS 269 & 2611st Test · Test | WI | 9 & 0 | - | 1 | Australia won by 312 runs | Port of Spain | Australia tour of West Indies 1998/99 |
| 27 Feb 1998 | WI 352 & 197 v ENG 170 & 1374th Test · Test | WI | 10 & 17 | - | 0 | West Indies won by 242 runs | Georgetown | England tour of West Indies 1997/98 |
| 13 Feb 1998 | WI 159 & 210 v ENG 145 & 225/73rd Test · Test | WI | 28 & 13 | - | 0 | England won by 3 wickets | Port of Spain | England tour of West Indies 1997/98 |
| 5 Feb 1998 | WI 191 & 282/7 v ENG 214 & 2582nd Test · Test | WI | 1 & 10 | - | 0 | West Indies won by 3 wickets | Port of Spain | England tour of West Indies 1997/98 |
| 6 Dec 1997 | PAK 417 & 15/0 v WI 216 & 2123rd Test · Test | WI | 50 & 5 | - | 0 | Pakistan won by 10 wickets | Karachi | West Indies tour of Pakistan 1997/98 |
| 29 Nov 1997 | WI 303 & 139 v PAK 4712nd Test · Test | WI | 78 & 34 | - | 1 | Pakistan won by an innings and 29 runs | Rawalpindi | West Indies tour of Pakistan 1997/98 |
| 17 Nov 1997 | WI 151 & 211 v PAK 3811st Test · Test | WI | 15 & 66 | - | 0 | Pakistan won by an innings and 19 runs | Peshawar | West Indies tour of Pakistan 1997/98 |
| 4 Nov 1997 | PAK 219/2 v WI 215/74th Match · ODI | WI | 6 | - | 0 | Pakistan won by 8 wickets (with 56 balls remaining) | Lahore | 1997-98 Wills Quadrangular Tournament |
| 3 Nov 1997 | SA 297/5 v WI 293/83rd Match · ODI | WI | 0 | - | 0 | South Africa won by 5 wickets (with 11 balls remaining) | Lahore | 1997-98 Wills Quadrangular Tournament |
| 20 Jun 1997 | WI 147 & 343 v SL 222 & 233/82nd Test · Test | WI | 20 & 33 | - | 0 | Match drawn | Kingstown | Sri Lanka tour of West Indies 1997 |
| 13 Jun 1997 | SL 223/9 & 152/9 v WI 189 & 189/41st Test · Test | WI | 50 & 79 | - | 0 | West Indies won by 6 wickets | St John's | Sri Lanka tour of West Indies 1997 |
| 17 Apr 1997 | WI 145/3 v IND 3555th Test · Test | WI | DNB | - | 0 | Match drawn | Georgetown | India tour of West Indies 1996/97 |
| 4 Apr 1997 | WI 333/9 v IND 212/24th Test · Test | WI | 10 | - | 0 | Match drawn | St John's | India tour of West Indies 1996/97 |
| 27 Mar 1997 | WI 298 & 140 v IND 319 & 813rd Test · Test | WI | 6 & 18 | - | 1 | West Indies won by 38 runs | Bridgetown | India tour of West Indies 1996/97 |
| 14 Mar 1997 | WI 296 & 299/6 v IND 4362nd Test · Test | WI | 8 & 4 | - | 0 | Match drawn | Port of Spain | India tour of West Indies 1996/97 |
| 6 Mar 1997 | WI 427 & 241/4 v IND 346 & 99/21st Test · Test | WI | 40 & 43 | - | 0 | Match drawn | Kingston | India tour of West Indies 1996/97 |
| 1 Feb 1997 | AUS 243 & 194 v WI 384 & 57/05th Test · Test | WI | 21 & 16* | - | 1 | West Indies won by 10 wickets | Perth | West Indies tour of Australia 1996/97 |
| 25 Jan 1997 | AUS 517 v WI 130 & 2044th Test · Test | WI | 0 & 24 | - | 0 | Australia won by an innings and 183 runs | Adelaide | West Indies tour of Australia 1996/97 |
| 20 Jan 1997 | PAK 165 v WI 1032nd Final · ODI | WI | 0 | - | 0 | Pakistan won by 62 runs | Melbourne | 1996–97 Carlton and United Series |
| 18 Jan 1997 | PAK 185/6 v WI 179/91st Final · ODI | WI | 52 | - | 0 | Pakistan won by 4 wickets (with 70 balls remaining) | Sydney | 1996–97 Carlton and United Series |
| 14 Jan 1997 | PAK 183/2 v WI 18111th Match · ODI | WI | 3 | - | 0 | Pakistan won by 8 wickets (with 64 balls remaining) | Sydney | 1996–97 Carlton and United Series |
| 12 Jan 1997 | AUS 267/7 v WI 269/610th Match · ODI | WI | 15 | - | 0 | West Indies won by 4 wickets (with 4 balls remaining) | Perth | 1996–97 Carlton and United Series |
| 10 Jan 1997 | PAK 257/7 v WI 258/59th Match · ODI | WI | 21 | - | 0 | West Indies won by 5 wickets (with 8 balls remaining) | Perth | 1996–97 Carlton and United Series |
| 5 Jan 1997 | AUS 281/4 v WI 284/37th Match · ODI | WI | 6 | - | 0 | West Indies won by 7 wickets (with 7 balls remaining) | Brisbane | 1996–97 Carlton and United Series |
| 3 Jan 1997 | PAK 197 v WI 198/46th Match · ODI | WI | 35 | - | 0 | West Indies won by 6 wickets (with 11 balls remaining) | Brisbane | 1996–97 Carlton and United Series |
| 26 Dec 1996 | AUS 219 & 122 v WI 255 & 87/43rd Test · Test | WI | 7 & 0 | - | 1 | West Indies won by 6 wickets | Melbourne | West Indies tour of Australia 1996/97 |
| 17 Dec 1996 | PAK 176 v WI 177/34th Match · ODI | WI | 24 | - | 1 | West Indies won by 7 wickets (with 83 balls remaining) | Adelaide | 1996–97 Carlton and United Series |
| 8 Dec 1996 | AUS 162/2 v WI 1612nd Match · ODI | WI | 38 | - | 0 | Australia won by 8 wickets (with 48 balls remaining) | Sydney | 1996–97 Carlton and United Series |
| 6 Dec 1996 | AUS 173/5 v WI 1721st Match · ODI | WI | 31 | - | 0 | Australia won by 5 wickets (with 8 balls remaining) | Melbourne | 1996–97 Carlton and United Series |
| 29 Nov 1996 | AUS 331 & 312/4 v WI 304 & 2152nd Test · Test | WI | 77 & 15 | - | 1 | Australia won by 124 runs | Sydney | West Indies tour of Australia 1996/97 |
| 22 Nov 1996 | AUS 479 & 217/6 v WI 277 & 2961st Test · Test | WI | 18 & 113 | - | 0 | Australia won by 123 runs | Brisbane | West Indies tour of Australia 1996/97 |
| 27 Apr 1996 | WI 548/7 & 184 v NZ 437 & 130/52nd Test · Test | WI | 13 & 36 | - | 0 | Match drawn | St John's | New Zealand tour of West Indies 1995/96 |
