| 06 May 99 | QF        | Boston BruinsBoston Bruins | 4 - 2 | Buffalo SabresBuffalo Sabre |
| 07 May 99 | QF        | Dallas StarsDallas Stars | 3 - 0 | St. Louis BluesSt. Louis Blu |
| 07 May 99 | QF        | Toronto Maple LeafsToronto Maple | 0 - 2 | Pittsburgh PenguinsPittsburgh Pe |
| 08 May 99 | QF        | Colorado AvalancheColorado Aval | 2 - 3 | Detroit Red WingsDetroit Red W |
| 09 May 99 | QF        | Dallas StarsDallas Stars | 5 - 4 | St. Louis BluesSt. Louis Blu |
| 09 May 99 | QF        | Boston BruinsBoston Bruins | 1 - 3 | Buffalo SabresBuffalo Sabre |
| 09 May 99 | QF        | Toronto Maple LeafsToronto Maple | 4 - 2 | Pittsburgh PenguinsPittsburgh Pe |
| 10 May 99 | QF        | Colorado AvalancheColorado Aval | 0 - 4 | Detroit Red WingsDetroit Red W |
| 11 May 99 | QF        | St. Louis BluesSt. Louis Blu | 3 - 2 | Dallas StarsDallas Stars |
| 11 May 99 | QF        | Detroit Red WingsDetroit Red W | 3 - 5 | Colorado AvalancheColorado Aval |
| 11 May 99 | QF        | Pittsburgh PenguinsPittsburgh Pe | 4 - 3 | Toronto Maple LeafsToronto Maple |
| 12 May 99 | QF        | Buffalo SabresBuffalo Sabre | 3 - 2 | Boston BruinsBoston Bruins |
| 13 May 99 | QF        | St. Louis BluesSt. Louis Blu | 3 - 2 | Dallas StarsDallas Stars |
| 13 May 99 | QF        | Detroit Red WingsDetroit Red W | 2 - 6 | Colorado AvalancheColorado Aval |
| 13 May 99 | QF        | Pittsburgh PenguinsPittsburgh Pe | 2 - 3 | Toronto Maple LeafsToronto Maple |
| 14 May 99 | QF        | Buffalo SabresBuffalo Sabre | 3 - 0 | Boston BruinsBoston Bruins |
| 15 May 99 | QF        | Toronto Maple LeafsToronto Maple | 4 - 1 | Pittsburgh PenguinsPittsburgh Pe |
| 16 May 99 | QF        | Dallas StarsDallas Stars | 3 - 1 | St. Louis BluesSt. Louis Blu |
| 16 May 99 | QF        | Boston BruinsBoston Bruins | 5 - 3 | Buffalo SabresBuffalo Sabre |
| 17 May 99 | QF        | Colorado AvalancheColorado Aval | 3 - 0 | Detroit Red WingsDetroit Red W |
| 17 May 99 | QF        | Pittsburgh PenguinsPittsburgh Pe | 3 - 4 | Toronto Maple LeafsToronto Maple |
| 18 May 99 | QF        | St. Louis BluesSt. Louis Blu | 1 - 2 | Dallas StarsDallas Stars |
| 18 May 99 | QF        | Buffalo SabresBuffalo Sabre | 3 - 2 | Boston BruinsBoston Bruins |
| 18 May 99 | QF        | Detroit Red WingsDetroit Red W | 2 - 5 | Colorado AvalancheColorado Aval |