| 45-27-7-3 | Lost Conf Semi |
| Record | Outcome |
The Toronto Maple Leafs finished the regular season with a 45-27-7-3 record. They went 24-12-5 at home and 21-15-2-3 on the road. Including the playoffs, the Toronto Maple Leafs went 51-33-7-3. Their final game was a loss in the Conference Semi-Finals to the New Jersey Devils.
The 1999-00 Toronto Maple Leafs played in the Northeast Division of the Eastern Conference.
Yes, the Toronto Maple Leafs made the Playoffs in 2000. They won their first series against the Ottawa Senators in the First Round. They eventually lost against the New Jersey Devils in the Conference Semi-Finals.
During the regular season, the 1999-00 Toronto Maple Leafs went 7-3 in overtime games.
In the playoffs, the 1999-00 Toronto Maple Leafs went 1-0 in overtime games.
The longest win streak during the regular season for the 1999-00 Toronto Maple Leafs was a 6 game winning streak.
The longest losing streak that the Toronto Maple Leafs had during the 1999-00 regular season was 4 games, which happened once during the season.
= Playoff Team
| Date | Opponent | Score | |
|---|---|---|---|
| Regular Season | |||
| Sat, Oct 2, 1999 Sat, Oct 2, 1999 | @ Montreal Canadiens | Win 4 - 1 | |
| Mon, Oct 4, 1999 Mon, Oct 4, 1999 | vs Boston Bruins | Win 4 - 0 | |
| Wed, Oct 6, 1999 Wed, Oct 6, 1999 | vs Colorado Avalanche | Win 2 - 1 | |
| Sat, Oct 9, 1999 Sat, Oct 9, 1999 | @ Ottawa Senators | Loss 3 - 4 | |
| Mon, Oct 11, 1999 Mon, Oct 11, 1999 | vs Nashville Predators | Loss 2 - 4 | |
| Wed, Oct 13, 1999 Wed, Oct 13, 1999 | vs Florida Panthers | Win 3 - 2 | |
| Fri, Oct 15, 1999 Fri, Oct 15, 1999 | @ Chicago Blackhawks | Win 2 - 1 | |
| Sat, Oct 16, 1999 Sat, Oct 16, 1999 | @ St. Louis Blues | Loss 2 - 4 | |
| Wed, Oct 20, 1999 Wed, Oct 20, 1999 | vs Carolina Hurricanes | Tie 3 - 3 | OT |
| Sat, Oct 23, 1999 Sat, Oct 23, 1999 | vs Montreal Canadiens | Win 3 - 2 | |
| Mon, Oct 25, 1999 Mon, Oct 25, 1999 | vs Dallas Stars | Win 4 - 0 | |
| Wed, Oct 27, 1999 Wed, Oct 27, 1999 | vs Atlanta Thrashers | Win 4 - 0 | |
| Sat, Oct 30, 1999 Sat, Oct 30, 1999 | vs Calgary Flames | Win 2 - 1 | |
| Wed, Nov 3, 1999 Wed, Nov 3, 1999 | @ Carolina Hurricanes | Win 6 - 0 | |
| Fri, Nov 5, 1999 Fri, Nov 5, 1999 | @ Washington Capitals | Loss 3 - 5 | |
| Sat, Nov 6, 1999 Sat, Nov 6, 1999 | @ New Jersey Devils | Tie 3 - 3 | OT |
| Tue, Nov 9, 1999 Tue, Nov 9, 1999 | vs Mighty Ducks of Anaheim | Loss 0 - 2 | |
| Thu, Nov 11, 1999 Thu, Nov 11, 1999 | @ Boston Bruins | Loss 3 - 4 | OT |
| Sat, Nov 13, 1999 Sat, Nov 13, 1999 | vs Detroit Red Wings | Tie 1 - 1 | OT |
| Mon, Nov 15, 1999 Mon, Nov 15, 1999 | vs San Jose Sharks | Win 4 - 2 | |
| Wed, Nov 17, 1999 Wed, Nov 17, 1999 | vs St. Louis Blues | Loss 2 - 3 | |
| Sat, Nov 20, 1999 Sat, Nov 20, 1999 | vs New York Rangers | Win 4 - 3 | OT |
| Tue, Nov 23, 1999 Tue, Nov 23, 1999 | @ Pittsburgh Penguins | Loss 1 - 3 | |
| Fri, Nov 26, 1999 Fri, Nov 26, 1999 | @ Philadelphia Flyers | Loss 2 - 3 | OT |
| Sat, Nov 27, 1999 Sat, Nov 27, 1999 | vs Edmonton Oilers | Win 5 - 2 | |
| Mon, Nov 29, 1999 Mon, Nov 29, 1999 | vs Washington Capitals | Win 3 - 1 | |
| Thu, Dec 2, 1999 Thu, Dec 2, 1999 | @ Carolina Hurricanes | Tie 2 - 2 | OT |
| Sat, Dec 4, 1999 Sat, Dec 4, 1999 | vs Pittsburgh Penguins | Win 3 - 2 | OT |
| Mon, Dec 6, 1999 Mon, Dec 6, 1999 | vs Buffalo Sabres | Win 3 - 2 | OT |
| Thu, Dec 9, 1999 Thu, Dec 9, 1999 | @ Philadelphia Flyers | Loss 2 - 4 | |
| Sat, Dec 11, 1999 Sat, Dec 11, 1999 | vs Philadelphia Flyers | Win 6 - 4 | |
| Mon, Dec 13, 1999 Mon, Dec 13, 1999 | vs Ottawa Senators | Loss 1 - 3 | |
| Wed, Dec 15, 1999 Wed, Dec 15, 1999 | vs New York Islanders | Win 5 - 1 | |
| Sat, Dec 18, 1999 Sat, Dec 18, 1999 | vs Montreal Canadiens | Win 2 - 1 | |
| Mon, Dec 20, 1999 Mon, Dec 20, 1999 | @ Florida Panthers | Win 6 - 4 | |
| Tue, Dec 21, 1999 Tue, Dec 21, 1999 | @ Tampa Bay Lightning | Win 4 - 2 | |
| Thu, Dec 23, 1999 Thu, Dec 23, 1999 | vs New Jersey Devils | Win 4 - 1 | |
| Wed, Dec 29, 1999 Wed, Dec 29, 1999 | @ New York Islanders | Win 2 - 1 | |
| Sat, Jan 1, 2000 Sat, Jan 1 | @ Buffalo Sabres | Loss 1 - 8 | |
| Mon, Jan 3, 2000 Mon, Jan 3 | vs Buffalo Sabres | Win 6 - 2 | |
| Wed, Jan 5, 2000 Wed, Jan 5 | @ New York Rangers | Loss 2 - 3 | OT |
| Fri, Jan 7, 2000 Fri, Jan 7 | @ Pittsburgh Penguins | Loss 2 - 5 | |
| Sat, Jan 8, 2000 Sat, Jan 8 | vs New York Rangers | Loss 3 - 5 | |
| Tue, Jan 11, 2000 Tue, Jan 11 | @ Boston Bruins | Win 3 - 2 | |
| Fri, Jan 14, 2000 Fri, Jan 14 | @ Edmonton Oilers | Win 3 - 2 | OT |
| Sat, Jan 15, 2000 Sat, Jan 15 | @ Calgary Flames | Loss 0 - 4 | |
| Mon, Jan 17, 2000 Mon, Jan 17 | @ Vancouver Canucks | Win 5 - 4 | OT |
| Sat, Jan 22, 2000 Sat, Jan 22 | vs Washington Capitals | Tie 5 - 5 | OT |
| Mon, Jan 24, 2000 Mon, Jan 24 | vs Ottawa Senators | Tie 3 - 3 | OT |
| Wed, Jan 26, 2000 Wed, Jan 26 | @ Detroit Red Wings | Loss 2 - 4 | |
| Thu, Jan 27, 2000 Thu, Jan 27 | @ New York Rangers | Win 4 - 3 | |
| Sat, Jan 29, 2000 Sat, Jan 29 | vs Los Angeles Kings | Win 3 - 2 | |
| Tue, Feb 1, 2000 Tue, Feb 1 | @ Tampa Bay Lightning | Win 5 - 3 | |
| Thu, Feb 3, 2000 Thu, Feb 3 | @ Boston Bruins | Loss 2 - 4 | |
| Wed, Feb 9, 2000 Wed, Feb 9 | vs Philadelphia Flyers | Loss 2 - 4 | |
| Sat, Feb 12, 2000 Sat, Feb 12 | vs Vancouver Canucks | Loss 1 - 4 | |
| Mon, Feb 14, 2000 Mon, Feb 14 | vs Carolina Hurricanes | Loss 2 - 5 | |
| Wed, Feb 16, 2000 Wed, Feb 16 | vs Boston Bruins | Tie 3 - 3 | OT |
| Sat, Feb 19, 2000 Sat, Feb 19 | @ Montreal Canadiens | Loss 1 - 2 | |
| Wed, Feb 23, 2000 Wed, Feb 23 | vs Phoenix Coyotes | Win 5 - 3 | |
| Fri, Feb 25, 2000 Fri, Feb 25 | @ New Jersey Devils | Win 3 - 1 | |
| Sat, Feb 26, 2000 Sat, Feb 26 | vs Buffalo Sabres | Win 5 - 2 | |
| Tue, Feb 29, 2000 Tue, Feb 29 | @ Atlanta Thrashers | Win 4 - 0 | |
| Wed, Mar 1, 2000 Wed, Mar 1 | @ Florida Panthers | Loss 1 - 3 | |
| Sat, Mar 4, 2000 Sat, Mar 4 | vs Montreal Canadiens | Win 4 - 3 | |
| Mon, Mar 6, 2000 Mon, Mar 6 | @ Vancouver Canucks | Win 6 - 5 | OT |
| Tue, Mar 7, 2000 Tue, Mar 7 | @ Edmonton Oilers | Win 2 - 0 | |
| Thu, Mar 9, 2000 Thu, Mar 9 | @ Calgary Flames | Win 6 - 2 | |
| Sat, Mar 11, 2000 Sat, Mar 11 | @ Ottawa Senators | Win 4 - 2 | |
| Wed, Mar 15, 2000 Wed, Mar 15 | vs Chicago Blackhawks | Loss 2 - 5 | |
| Thu, Mar 16, 2000 Thu, Mar 16 | @ Detroit Red Wings | Win 4 - 3 | OT |
| Sat, Mar 18, 2000 Sat, Mar 18 | vs Atlanta Thrashers | Loss 1 - 4 | |
| Wed, Mar 22, 2000 Wed, Mar 22 | vs New York Islanders | Loss 2 - 5 | |
| Thu, Mar 23, 2000 Thu, Mar 23 | @ Ottawa Senators | Loss 2 - 3 | |
| Sat, Mar 25, 2000 Sat, Mar 25 | vs New Jersey Devils | Win 5 - 3 | |
| Wed, Mar 29, 2000 Wed, Mar 29 | @ St. Louis Blues | Win 3 - 2 | |
| Thu, Mar 30, 2000 Thu, Mar 30 | @ Chicago Blackhawks | Loss 0 - 4 | |
| Sat, Apr 1, 2000 Sat, Apr 1 | @ Washington Capitals | Win 4 - 3 | |
| Mon, Apr 3, 2000 Mon, Apr 3 | @ Buffalo Sabres | Loss 2 - 3 | |
| Wed, Apr 5, 2000 Wed, Apr 5 | vs Pittsburgh Penguins | Loss 2 - 4 | |
| Fri, Apr 7, 2000 Fri, Apr 7 | @ New York Islanders | Win 2 - 1 | |
| Sat, Apr 8, 2000 Sat, Apr 8 | vs Tampa Bay Lightning | Win 4 - 2 | |
| Playoffs | |||
|
|
|||
| First Round | |||
| Wed, Apr 12, 2000 Wed, Apr 12 | vs Ottawa Senators | Win 2 - 0 | |
| Sat, Apr 15, 2000 Sat, Apr 15 | vs Ottawa Senators | Win 5 - 1 | |
| Mon, Apr 17, 2000 Mon, Apr 17 | @ Ottawa Senators | Loss 3 - 4 | |
| Wed, Apr 19, 2000 Wed, Apr 19 | @ Ottawa Senators | Loss 1 - 2 | |
| Sat, Apr 22, 2000 Sat, Apr 22 | vs Ottawa Senators | Win 2 - 1 | OT |
| Mon, Apr 24, 2000 Mon, Apr 24 | @ Ottawa Senators | Win 4 - 2 | |
| Conference Semi-Finals | |||
| Thu, Apr 27, 2000 Thu, Apr 27 | vs New Jersey Devils | Win 2 - 1 | |
| Sat, Apr 29, 2000 Sat, Apr 29 | vs New Jersey Devils | Loss 0 - 1 | |
| Mon, May 1, 2000 Mon, May 1 | @ New Jersey Devils | Loss 1 - 5 | |
| Wed, May 3, 2000 Wed, May 3 | @ New Jersey Devils | Win 3 - 2 | |
| Sat, May 6, 2000 Sat, May 6 | vs New Jersey Devils | Loss 3 - 4 | |
| Mon, May 8, 2000 Mon, May 8 | @ New Jersey Devils | Loss 0 - 3 | |
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