

Team 1999-2000 Scheduals| 02 Oct |
r00 ![]() | Boston BruinsBoston Bruins | 1 - 3 | Carolina HurricanesCarolina Hurr |
| 04 Oct |
r00 ![]() | Toronto Maple LeafsToronto Maple | 4 - 0 | Boston BruinsBoston Bruins |
| 07 Oct |
r00 ![]() | Ottawa SenatorsOttawa Senato | 4 - 3 | Boston BruinsBoston Bruins |
| 09 Oct |
r00 ![]() | Boston BruinsBoston Bruins | 1 - 1 | Philadelphia FlyersPhiladelphia |
| 11 Oct |
r00 ![]() | Boston BruinsBoston Bruins | 3 - 3 | Colorado AvalancheColorado Aval |
| 14 Oct |
r00 ![]() | Colorado AvalancheColorado Aval | 2 - 1 | Boston BruinsBoston Bruins |
| 16 Oct |
r00 ![]() | Dallas StarsDallas Stars | 2 - 2 | Boston BruinsBoston Bruins |
| 17 Oct |
r00 ![]() | Arizona CoyotesArizona Coyot | 2 - 1 | Boston BruinsBoston Bruins |
| 21 Oct |
r00 ![]() | Los Angeles KingsLos Angeles K | 2 - 2 | Boston BruinsBoston Bruins |
| 24 Oct |
r00 ![]() | San Jose SharksSan Jose Shar | 1 - 3 | Boston BruinsBoston Bruins |
| 25 Oct |
r00 ![]() | Anaheim DucksAnaheim Ducks | 2 - 3 | Boston BruinsBoston Bruins |
| 28 Oct |
r00 ![]() | Boston BruinsBoston Bruins | 7 - 3 | Tampa Bay LightningTampa Bay Lig |
| 30 Oct |
r00 ![]() | Boston BruinsBoston Bruins | 3 - 0 | Buffalo SabresBuffalo Sabre |
| 05 Nov |
r00 ![]() | Boston BruinsBoston Bruins | 3 - 1 | New Jersey DevilsNew Jersey De |
| 07 Nov |
r00 ![]() ![]() | Boston BruinsBoston Bruins | 4 - 2 | Atlanta ThrashersAtlanta Thras |
| 11 Nov |
r00 ![]() | Buffalo SabresBuffalo Sabre | 6 - 2 | Boston BruinsBoston Bruins |
| 12 Nov |
r00 ![]() | Boston BruinsBoston Bruins | 4 - 3 | Toronto Maple LeafsToronto Maple |
| 14 Nov |
r00 ![]() | New York RangersNew York Rang | 2 - 5 | Boston BruinsBoston Bruins |
| 18 Nov |
r00 ![]() | New Jersey DevilsNew Jersey De | 2 - 2 | Boston BruinsBoston Bruins |
| 19 Nov |
r00 ![]() | Boston BruinsBoston Bruins | 5 - 3 | New York RangersNew York Rang |
| 21 Nov |
r00 ![]() | Boston BruinsBoston Bruins | 0 - 3 | Washington CapitalsWashington Ca |
| 23 Nov |
r00 ![]() | Carolina HurricanesCarolina Hurr | 1 - 2 | Boston BruinsBoston Bruins |
| 25 Nov |
r00 ![]() | Nashville PredatorsNashville Pre | 2 - 5 | Boston BruinsBoston Bruins |
| 27 Nov |
r00 ![]() | Boston BruinsBoston Bruins | 2 - 2 | Vancouver CanucksVancouver Can |
| 29 Nov |
r00 ![]() | Boston BruinsBoston Bruins | 1 - 2 | New York IslandersNew York Isla |
| 03 Dec |
r00 ![]() | Washington CapitalsWashington Ca | 2 - 2 | Boston BruinsBoston Bruins |
| 05 Dec |
r00 ![]() | Boston BruinsBoston Bruins | 3 - 9 | Chicago BlackhawksChicago Black |
| 10 Dec |
r00 ![]() | Boston BruinsBoston Bruins | 2 - 2 | Edmonton OilersEdmonton Oile |
| 12 Dec |
r00 ![]() | Boston BruinsBoston Bruins | 4 - 5 | Detroit Red WingsDetroit Red W |
| 14 Dec |
r00 ![]() | Boston BruinsBoston Bruins | 2 - 0 | Arizona CoyotesArizona Coyot |
| 15 Dec |
r00 ![]() | Pittsburgh PenguinsPittsburgh Pe | 4 - 2 | Boston BruinsBoston Bruins |
| 18 Dec |
r00 ![]() ![]() | Atlanta ThrashersAtlanta Thras | 1 - 3 | Boston BruinsBoston Bruins |
| 19 Dec |
r00 ![]() | St. Louis BluesSt. Louis Blu | 4 - 0 | Boston BruinsBoston Bruins |
| 22 Dec |
r00 ![]() | Boston BruinsBoston Bruins | 1 - 3 | Nashville PredatorsNashville Pre |
| 24 Dec |
r00 ![]() | Boston BruinsBoston Bruins | 3 - 3 | Montreal CanadiensMontreal Cana |
| 28 Dec |
r00 ![]() | New York IslandersNew York Isla | 3 - 0 | Boston BruinsBoston Bruins |
| 30 Dec |
r00 ![]() | New Jersey DevilsNew Jersey De | 5 - 4 | Boston BruinsBoston Bruins |
| 31 Dec |
r00 ![]() | Ottawa SenatorsOttawa Senato | 5 - 4 | Boston BruinsBoston Bruins |
| 02 Jan |
r00 ![]() | Boston BruinsBoston Bruins | 2 - 2 | New Jersey DevilsNew Jersey De |
| 05 Jan |
r00 ![]() | New York IslandersNew York Isla | 3 - 7 | Boston BruinsBoston Bruins |
| 07 Jan |
r00 ![]() | Boston BruinsBoston Bruins | 3 - 7 | Carolina HurricanesCarolina Hurr |
| 09 Jan |
r00 ![]() | Boston BruinsBoston Bruins | 2 - 5 | New York IslandersNew York Isla |
| 12 Jan |
r00 ![]() | Boston BruinsBoston Bruins | 2 - 3 | Toronto Maple LeafsToronto Maple |
| 14 Jan |
r00 ![]() | Boston BruinsBoston Bruins | 0 - 0 | Buffalo SabresBuffalo Sabre |
| 16 Jan |
r00 ![]() | Montreal CanadiensMontreal Cana | 2 - 2 | Boston BruinsBoston Bruins |
| 18 Jan |
r00 ![]() ![]() | Boston BruinsBoston Bruins | 3 - 3 | Atlanta ThrashersAtlanta Thras |
| 20 Jan |
r00 ![]() ![]() | Atlanta ThrashersAtlanta Thras | 3 - 4 | Boston BruinsBoston Bruins |
| 21 Jan |
r00 ![]() | Tampa Bay LightningTampa Bay Lig | 2 - 4 | Boston BruinsBoston Bruins |
| 23 Jan |
r00 ![]() | Florida PanthersFlorida Panth | 4 - 3 | Boston BruinsBoston Bruins |
| 25 Jan |
r00 ![]() | Boston BruinsBoston Bruins | 3 - 4 | Calgary FlamesCalgary Flame |
| 30 Jan |
r00 ![]() | Boston BruinsBoston Bruins | 1 - 0 | Buffalo SabresBuffalo Sabre |
| 01 Feb |
r00 ![]() | Boston BruinsBoston Bruins | 2 - 4 | Anaheim DucksAnaheim Ducks |
| 02 Feb |
r00 ![]() | Ottawa SenatorsOttawa Senato | 4 - 4 | Boston BruinsBoston Bruins |
| 04 Feb |
r00 ![]() | Boston BruinsBoston Bruins | 4 - 2 | Toronto Maple LeafsToronto Maple |
| 09 Feb |
r00 ![]() | Boston BruinsBoston Bruins | 2 - 2 | Washington CapitalsWashington Ca |
| 12 Feb |
r00 ![]() | New York RangersNew York Rang | 5 - 2 | Boston BruinsBoston Bruins |
| 13 Feb |
r00 ![]() | Boston BruinsBoston Bruins | 1 - 5 | Florida PanthersFlorida Panth |
| 17 Feb |
r00 ![]() | Toronto Maple LeafsToronto Maple | 3 - 3 | Boston BruinsBoston Bruins |
| 22 Feb |
r00 ![]() | Vancouver CanucksVancouver Can | 5 - 2 | Boston BruinsBoston Bruins |
| 24 Feb |
r00 ![]() | Edmonton OilersEdmonton Oile | 4 - 2 | Boston BruinsBoston Bruins |
| 26 Feb |
r00 ![]() | Washington CapitalsWashington Ca | 0 - 3 | Boston BruinsBoston Bruins |
| 27 Feb |
r00 ![]() | Pittsburgh PenguinsPittsburgh Pe | 2 - 2 | Boston BruinsBoston Bruins |
| 01 Mar |
r00 ![]() | Boston BruinsBoston Bruins | 3 - 5 | Ottawa SenatorsOttawa Senato |
| 03 Mar |
r00 ![]() | Boston BruinsBoston Bruins | 2 - 5 | Montreal CanadiensMontreal Cana |
| 05 Mar |
r00 ![]() | Boston BruinsBoston Bruins | 0 - 3 | Philadelphia FlyersPhiladelphia |
| 07 Mar |
r00 ![]() | Boston BruinsBoston Bruins | 1 - 5 | Ottawa SenatorsOttawa Senato |
| 09 Mar |
r00 ![]() | Buffalo SabresBuffalo Sabre | 2 - 1 | Boston BruinsBoston Bruins |
| 11 Mar |
r00 ![]() | Carolina HurricanesCarolina Hurr | 3 - 5 | Boston BruinsBoston Bruins |
| 12 Mar |
r00 ![]() | Montreal CanadiensMontreal Cana | 3 - 5 | Boston BruinsBoston Bruins |
| 17 Mar |
r00 ![]() | Chicago BlackhawksChicago Black | 5 - 4 | Boston BruinsBoston Bruins |
| 19 Mar |
r00 ![]() | Boston BruinsBoston Bruins | 3 - 2 | Pittsburgh PenguinsPittsburgh Pe |
| 20 Mar |
r00 ![]() | Philadelphia FlyersPhiladelphia | 6 - 2 | Boston BruinsBoston Bruins |
| 22 Mar |
r00 ![]() | Boston BruinsBoston Bruins | 4 - 0 | Tampa Bay LightningTampa Bay Lig |
| 24 Mar |
r00 ![]() | Boston BruinsBoston Bruins | 1 - 3 | Florida PanthersFlorida Panth |
| 26 Mar |
r00 ![]() | Boston BruinsBoston Bruins | 4 - 4 | Los Angeles KingsLos Angeles K |
| 30 Mar |
r00 ![]() | Montreal CanadiensMontreal Cana | 4 - 3 | Boston BruinsBoston Bruins |
| 31 Mar |
r00 ![]() | Boston BruinsBoston Bruins | 2 - 3 | St. Louis BluesSt. Louis Blu |
| 02 Apr |
r00 ![]() | Boston BruinsBoston Bruins | 2 - 2 | New York RangersNew York Rang |
| 04 Apr |
r00 ![]() | Tampa Bay LightningTampa Bay Lig | 5 - 4 | Boston BruinsBoston Bruins |
| 05 Apr |
r00 ![]() | Florida PanthersFlorida Panth | 6 - 3 | Boston BruinsBoston Bruins |
| 08 Apr |
r00 ![]() | Philadelphia FlyersPhiladelphia | 3 - 0 | Boston BruinsBoston Bruins |
| 09 Apr |
r00 ![]() | Boston BruinsBoston Bruins | 3 - 1 | Pittsburgh PenguinsPittsburgh Pe |