| 02 Oct 99 | r00   | Montreal CanadiensMontreal Cana | 1 - 4 | Toronto Maple LeafsToronto Maple |
| 07 Oct 99 | r00 | Edmonton OilersEdmonton Oile | 2 - 1 | Montreal CanadiensMontreal Cana |
| 09 Oct 99 | r00 | Calgary FlamesCalgary Flame | 1 - 4 | Montreal CanadiensMontreal Cana |
| 10 Oct 99 | r00 | Vancouver CanucksVancouver Can | 4 - 1 | Montreal CanadiensMontreal Cana |
| 12 Oct 99 | r00 | Montreal CanadiensMontreal Cana | 1 - 2 | Florida PanthersFlorida Panth |
| 14 Oct 99 | r00 | Philadelphia FlyersPhiladelphia | 4 - 5 | Montreal CanadiensMontreal Cana |
| 16 Oct 99 | r00 | Montreal CanadiensMontreal Cana | 2 - 1 | Buffalo SabresBuffalo Sabre |
| 18 Oct 99 | r00 | Montreal CanadiensMontreal Cana | 2 - 4 | New York IslandersNew York Isla |
| 20 Oct 99 | r00 | Montreal CanadiensMontreal Cana | 1 - 2 | Colorado AvalancheColorado Aval |
| 23 Oct 99 | r00 | Toronto Maple LeafsToronto Maple | 3 - 2 | Montreal CanadiensMontreal Cana |
| 27 Oct 99 | r00 | Montreal CanadiensMontreal Cana | 0 - 1 | Chicago BlackhawksChicago Black |
| 30 Oct 99 | r00 | Montreal CanadiensMontreal Cana | 2 - 2 | New York RangersNew York Rang |
| 04 Nov 99 | r00 | New Jersey DevilsNew Jersey De | 3 - 2 | Montreal CanadiensMontreal Cana |
| 05 Nov 99 | r00 | New York IslandersNew York Isla | 2 - 1 | Montreal CanadiensMontreal Cana |
| 07 Nov 99 | r00 | Ottawa SenatorsOttawa Senato | 2 - 1 | Montreal CanadiensMontreal Cana |
| 11 Nov 99 | r00 | Pittsburgh PenguinsPittsburgh Pe | 5 - 4 | Montreal CanadiensMontreal Cana |
| 12 Nov 99 | r00 | Montreal CanadiensMontreal Cana | 2 - 1 | Anaheim DucksAnaheim Ducks |
| 14 Nov 99 | r00 | Montreal CanadiensMontreal Cana | 4 - 2 | Atlanta ThrashersAtlanta Thras |
| 17 Nov 99 | r00 | Montreal CanadiensMontreal Cana | 1 - 4 | San Jose SharksSan Jose Shar |
| 19 Nov 99 | r00 | Nashville PredatorsNashville Pre | 6 - 1 | Montreal CanadiensMontreal Cana |
| 21 Nov 99 | r00 | Los Angeles KingsLos Angeles K | 3 - 5 | Montreal CanadiensMontreal Cana |
| 23 Nov 99 | r00 | Anaheim DucksAnaheim Ducks | 1 - 2 | Montreal CanadiensMontreal Cana |
| 24 Nov 99 | r00 | San Jose SharksSan Jose Shar | 2 - 3 | Montreal CanadiensMontreal Cana |
| 28 Nov 99 | r00 | Montreal CanadiensMontreal Cana | 2 - 1 | Vancouver CanucksVancouver Can |
| 02 Dec 99 | r00 | Montreal CanadiensMontreal Cana | 2 - 3 | Dallas StarsDallas Stars |
| 04 Dec 99 | r00 | New York RangersNew York Rang | 3 - 2 | Montreal CanadiensMontreal Cana |
| 05 Dec 99 | r00 | Montreal CanadiensMontreal Cana | 2 - 3 | Philadelphia FlyersPhiladelphia |
| 08 Dec 99 | r00 | Montreal CanadiensMontreal Cana | 3 - 3 | Calgary FlamesCalgary Flame |
| 10 Dec 99 | r00 | New York IslandersNew York Isla | 2 - 4 | Montreal CanadiensMontreal Cana |
| 12 Dec 99 | r00 | Montreal CanadiensMontreal Cana | 2 - 4 | Los Angeles KingsLos Angeles K |
| 14 Dec 99 | r00 | Washington CapitalsWashington Ca | 0 - 1 | Montreal CanadiensMontreal Cana |
| 17 Dec 99 | r00 | Montreal CanadiensMontreal Cana | 1 - 2 | New Jersey DevilsNew Jersey De |
| 19 Dec 99 | r00 | Toronto Maple LeafsToronto Maple | 2 - 1 | Montreal CanadiensMontreal Cana |
| 21 Dec 99 | r00 | Montreal CanadiensMontreal Cana | 5 - 1 | Pittsburgh PenguinsPittsburgh Pe |
| 24 Dec 99 | r00 | Boston BruinsBoston Bruins | 3 - 3 | Montreal CanadiensMontreal Cana |
| 28 Dec 99 | r00 | Ottawa SenatorsOttawa Senato | 4 - 4 | Montreal CanadiensMontreal Cana |
| 30 Dec 99 | r00 | Montreal CanadiensMontreal Cana | 2 - 3 | Ottawa SenatorsOttawa Senato |
| 03 Jan 00 | r00 | Montreal CanadiensMontreal Cana | 2 - 2 | New York RangersNew York Rang |
| 05 Jan 00 | r00 | Washington CapitalsWashington Ca | 6 - 1 | Montreal CanadiensMontreal Cana |
| 07 Jan 00 | r00 | St. Louis BluesSt. Louis Blu | 4 - 3 | Montreal CanadiensMontreal Cana |
| 08 Jan 00 | r00 | Colorado AvalancheColorado Aval | 4 - 1 | Montreal CanadiensMontreal Cana |
| 12 Jan 00 | r00 | Montreal CanadiensMontreal Cana | 3 - 0 | Detroit Red WingsDetroit Red W |
| 15 Jan 00 | r00 | Buffalo SabresBuffalo Sabre | 1 - 2 | Montreal CanadiensMontreal Cana |
| 16 Jan 00 | r00 | Montreal CanadiensMontreal Cana | 2 - 2 | Boston BruinsBoston Bruins |
| 20 Jan 00 | r00 | Montreal CanadiensMontreal Cana | 3 - 0 | New York IslandersNew York Isla |
| 23 Jan 00 | r00 | Montreal CanadiensMontreal Cana | 4 - 2 | Pittsburgh PenguinsPittsburgh Pe |
| 25 Jan 00 | r00 | Carolina HurricanesCarolina Hurr | 3 - 2 | Montreal CanadiensMontreal Cana |
| 30 Jan 00 | r00 | Montreal CanadiensMontreal Cana | 2 - 2 | Philadelphia FlyersPhiladelphia |
| 31 Jan 00 | r00 | Montreal CanadiensMontreal Cana | 3 - 0 | Carolina HurricanesCarolina Hurr |
| 03 Feb 00 | r00 | Florida PanthersFlorida Panth | 3 - 1 | Montreal CanadiensMontreal Cana |
| 04 Feb 00 | r00 | Tampa Bay LightningTampa Bay Lig | 1 - 2 | Montreal CanadiensMontreal Cana |
| 09 Feb 00 | r00 | Montreal CanadiensMontreal Cana | 4 - 5 | Edmonton OilersEdmonton Oile |
| 11 Feb 00 | r00 | Montreal CanadiensMontreal Cana | 0 - 1 | Washington CapitalsWashington Ca |
| 13 Feb 00 | r00 | Montreal CanadiensMontreal Cana | 5 - 4 | Ottawa SenatorsOttawa Senato |
| 15 Feb 00 | r00 | Montreal CanadiensMontreal Cana | 4 - 1 | Florida PanthersFlorida Panth |
| 17 Feb 00 | r00 | Atlanta ThrashersAtlanta Thras | 1 - 5 | Montreal CanadiensMontreal Cana |
| 18 Feb 00 | r00 | Carolina HurricanesCarolina Hurr | 0 - 3 | Montreal CanadiensMontreal Cana |
| 20 Feb 00 | r00 | Montreal CanadiensMontreal Cana | 2 - 1 | Toronto Maple LeafsToronto Maple |
| 23 Feb 00 | r00 | Montreal CanadiensMontreal Cana | 1 - 0 | Arizona CoyotesArizona Coyot |
| 25 Feb 00 | r00 | Montreal CanadiensMontreal Cana | 3 - 2 | New Jersey DevilsNew Jersey De |
| 27 Feb 00 | r00 | Montreal CanadiensMontreal Cana | 0 - 3 | Washington CapitalsWashington Ca |
| 28 Feb 00 | r00 | New Jersey DevilsNew Jersey De | 3 - 0 | Montreal CanadiensMontreal Cana |
| 02 Mar 00 | r00 | Chicago BlackhawksChicago Black | 1 - 4 | Montreal CanadiensMontreal Cana |
| 03 Mar 00 | r00 | Boston BruinsBoston Bruins | 2 - 5 | Montreal CanadiensMontreal Cana |
| 05 Mar 00 | r00 | Toronto Maple LeafsToronto Maple | 4 - 3 | Montreal CanadiensMontreal Cana |
| 07 Mar 00 | r00 | Montreal CanadiensMontreal Cana | 3 - 2 | Atlanta ThrashersAtlanta Thras |
| 09 Mar 00 | r00 | Pittsburgh PenguinsPittsburgh Pe | 0 - 3 | Montreal CanadiensMontreal Cana |
| 11 Mar 00 | r00 | Buffalo SabresBuffalo Sabre | 2 - 3 | Montreal CanadiensMontreal Cana |
| 12 Mar 00 | r00 | Montreal CanadiensMontreal Cana | 3 - 5 | Boston BruinsBoston Bruins |
| 15 Mar 00 | r00 | Montreal CanadiensMontreal Cana | 3 - 4 | Tampa Bay LightningTampa Bay Lig |
| 17 Mar 00 | r00 | Philadelphia FlyersPhiladelphia | 1 - 1 | Montreal CanadiensMontreal Cana |
| 19 Mar 00 | r00 | Montreal CanadiensMontreal Cana | 3 - 2 | Carolina HurricanesCarolina Hurr |
| 21 Mar 00 | r00 | Buffalo SabresBuffalo Sabre | 4 - 1 | Montreal CanadiensMontreal Cana |
| 23 Mar 00 | r00 | Atlanta ThrashersAtlanta Thras | 1 - 1 | Montreal CanadiensMontreal Cana |
| 26 Mar 00 | r00 | Florida PanthersFlorida Panth | 4 - 2 | Montreal CanadiensMontreal Cana |
| 27 Mar 00 | r00 | Tampa Bay LightningTampa Bay Lig | 1 - 3 | Montreal CanadiensMontreal Cana |
| 30 Mar 00 | r00 | Montreal CanadiensMontreal Cana | 4 - 3 | Boston BruinsBoston Bruins |
| 02 Apr 00 | r00 | Montreal CanadiensMontreal Cana | 0 - 2 | Buffalo SabresBuffalo Sabre |
| 02 Apr 00 | r00 | Detroit Red WingsDetroit Red W | 6 - 5 | Montreal CanadiensMontreal Cana |
| 05 Apr 00 | r00 | New York RangersNew York Rang | 0 - 3 | Montreal CanadiensMontreal Cana |
| 06 Apr 00 | r00 | Montreal CanadiensMontreal Cana | 5 - 1 | Tampa Bay LightningTampa Bay Lig |
| 08 Apr 00 | r00 | Montreal CanadiensMontreal Cana | 1 - 3 | Ottawa SenatorsOttawa Senato |
Team 1999-2000 Schedules
Anaheim Ducks
Boston Bruins
Buffalo Sabres
Calgary Flames
Carolina Hurricanes
Chicago Blackhawks
Colorado Avalanche
Columbus Blue Jackets
Dallas Stars
Detroit Red Wings
Edmonton Oilers
Florida Panthers
Los Angeles Kings
Minnesota Wild
Montreal Canadiens
Nashville Predators
New Jersey Devils
New York Islanders
New York Rangers
Ottawa Senators
Philadelphia Flyers
Pittsburgh Penguins
San Jose Sharks
Seattle Kraken
St. Louis Blues
Tampa Bay Lightning
Toronto Maple Leafs
Utah Mammoth
Vancouver Canucks
Vegas Golden Knights
Washington Capitals
Winnipeg Jets
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