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|---|---|---|
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 10, 1999 | Nashville Predators | Patrick Cote |
| 2pd 02:32 | Chicago Blackhawks | Mark Janssens |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 09, 1999 | Detroit Red Wings | Darren McCarty |
| 1pd 08:05 | Florida Panthers | Todd Simpson |
| Voted winner: Todd Simpson (75.0%) - Voted rating: 5.5 | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 09, 1999 | Toronto Maple Leafs | Tie Domi |
| 1pd 03:28 | Ottawa Senators | Andre Roy |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 08, 1999 | Montreal Canadiens | Turner Stevenson |
| 1pd 17:30 | Calgary Flames | Wade Belak |
| Other Penalties: Stevenson received a roughing minor; Belak an instigator and misconduct. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 08, 1999 | Montreal Canadiens | Craig Rivet |
| 1pd 08:30 | Calgary Flames | Derek Morris |
| Other Penalties: Jim Cummins received a spearing major and game misconduct; Marc Savard a slashing minor. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 08, 1999 | Montreal Canadiens | Scott Thornton |
| 1pd 05:41 | Calgary Flames | Wade Belak |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 08, 1999 | Colorado Avalanche | Jeff Odgers |
| 1pd 19:15 | Pittsburgh Penguins | Matt Barnaby |
| Other Penalties: Barnaby received a game misconduct. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 08, 1999 | Washington Capitals | Chris Simon |
| 1pd 12:36 | Buffalo Sabres | Wayne Primeau |
| Other Penalties: Primeau received an instigator and misconduct. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 07, 1999 | Los Angeles Kings | Ian Laperriere |
| 1pd 18:49 | Tampa Bay Lightning | Chris Gratton |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 06, 1999 | Chicago Blackhawks | Jean-Yves Leroux |
| 2pd 02:39 | Vancouver Canucks | Jason Strudwick |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 06, 1999 | St. Louis Blues | Marc Bergevin |
| 3pd 19:53 | Calgary Flames | Steve Begin |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 06, 1999 | Colorado Avalanche | Chris Dingman |
| 2pd 14:54 | Toronto Maple Leafs | Tie Domi |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 06, 1999 | Colorado Avalanche | Jeff Odgers |
| 1pd 07:58 | Toronto Maple Leafs | Chris McAllister |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 05, 1999 | Anaheim Ducks | Stu Grimson |
| 3pd 03:29 | Phoenix Coyotes | Kevin Sawyer |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 05, 1999 | Colorado Avalanche | Chris Dingman |
| 1pd 13:03 | Nashville Predators | Patrick Cote |
| This was the second time in this game these two fought. | ||