Game-winning goals count goals that end up deciding wins. Higher means the player scored more goals that made the final difference. Below are the top 358 NHL playoff players ranked by Playoff Game Winning Goals for 1998-99.
| # | Player | Team | GWG |
|---|---|---|---|
| 1 | 6 | ||
| 2 | 4 | ||
| 3 | 3 | ||
| 4 | D. WardDixon Ward 29YLW | 3 | |
| 5 | 3 | ||
| 6 | 3 | ||
| 7 | B. HullBrett Hull 33YRW | 2 | |
| 8 | 2 | ||
| 9 | 2 | ||
| 10 | 2 | ||
| 11 | 2 | ||
| 12 | 2 | ||
| 13 | 2 | ||
| 14 | 2 | ||
| 15 | S. DoanShane Doan 21YRW | 2 | |
| 16 | M. KeaneMike Keane 31YRW | 1 | |
| 17 | 1 | ||
| 18 | 1 | ||
| 19 | 1 | ||
| 20 | 1 | ||
| 21 | 1 | ||
| 22 | 1 | ||
| 23 | 1 | ||
| 24 | 1 | ||
| 25 | 1 | ||
| 26 | 1 | ||
| 27 | 1 | ||
| 28 | G. ValkGarry Valk 30YLW | 1 | |
| 29 | 1 | ||
| 30 | J. OdgersJeff Odgers 29YRW | 1 | |
| 31 | 1 | ||
| 32 | S. YoungScott Young 30YRW | 1 | |
| 33 | 1 | ||
| 34 | D. KesaDan Kesa 26YRW | 1 | |
| 35 | 1 | ||
| 36 | 1 | ||
| 37 | R. DiMaioRob DiMaio 30YRW | 1 | |
| 38 | 1 | ||
| 39 | 1 | ||
| 40 | 1 | ||
| 41 | 1 | ||
| 42 | D. BrownDoug Brown 34YRW | 1 | |
| 43 | 1 | ||
| 44 | 1 | ||
| 45 | 1 | ||
| 46 | K. MaltbyKirk Maltby 25YLW | 1 | |
| 47 | 1 | ||
| 48 | J. JagrJaromir Jagr 26YRW | 1 | |
| 49 | 1 | ||
| 50 | 1 |