| 45-30-7 | Lost Conf Finals |
| Record | Outcome |
The Toronto Maple Leafs finished the regular season with a 45-30-7 record. They went 23-13-5 at home and 22-17-2 on the road. Including the playoffs, the Toronto Maple Leafs went 54-38-7. Their final game was a loss in the Conference Finals to the Buffalo Sabres.
The 1998-99 Toronto Maple Leafs played in the Northeast Division of the Eastern Conference.
Yes, the Toronto Maple Leafs made the Playoffs in 1999. They won their first series against the Pittsburgh Penguins in the Conference Semi-Finals. They eventually lost against the Buffalo Sabres in the Conference Finals.
During the regular season, the 1998-99 Toronto Maple Leafs went 6-1 in overtime games.
In the playoffs, the 1998-99 Toronto Maple Leafs went 3-0 in overtime games.
The longest win streak during the regular season for the 1998-99 Toronto Maple Leafs was a 3 game winning streak on 6 separate stretches during the season.
The longest losing streak that the Toronto Maple Leafs had during the 1998-99 regular season was 3 games, which happened once during the season.
= Playoff Team
| Date | Opponent | Score | |
|---|---|---|---|
| Regular Season | |||
| Sat, Oct 10, 1998 Sat, Oct 10, 1998 | vs Detroit Red Wings | Win 2 - 1 | |
| Tue, Oct 13, 1998 Tue, Oct 13, 1998 | @ Edmonton Oilers | Win 3 - 2 | |
| Fri, Oct 16, 1998 Fri, Oct 16, 1998 | @ Calgary Flames | Win 7 - 3 | |
| Sat, Oct 17, 1998 Sat, Oct 17, 1998 | @ Vancouver Canucks | Loss 1 - 4 | |
| Mon, Oct 19, 1998 Mon, Oct 19, 1998 | vs Nashville Predators | Tie 2 - 2 | OT |
| Fri, Oct 23, 1998 Fri, Oct 23, 1998 | @ Detroit Red Wings | Win 5 - 3 | |
| Sat, Oct 24, 1998 Sat, Oct 24, 1998 | @ Pittsburgh Penguins | Win 6 - 4 | |
| Mon, Oct 26, 1998 Mon, Oct 26, 1998 | vs Pittsburgh Penguins | Loss 0 - 2 | |
| Fri, Oct 30, 1998 Fri, Oct 30, 1998 | @ Buffalo Sabres | Loss 1 - 4 | |
| Sat, Oct 31, 1998 Sat, Oct 31, 1998 | vs Buffalo Sabres | Loss 3 - 6 | |
| Wed, Nov 4, 1998 Wed, Nov 4, 1998 | vs Colorado Avalanche | Win 3 - 0 | |
| Thu, Nov 5, 1998 Thu, Nov 5, 1998 | @ Boston Bruins | Loss 1 - 4 | |
| Sat, Nov 7, 1998 Sat, Nov 7, 1998 | vs New York Rangers | Tie 6 - 6 | OT |
| Mon, Nov 9, 1998 Mon, Nov 9, 1998 | vs New York Islanders | Loss 1 - 3 | |
| Wed, Nov 11, 1998 Wed, Nov 11, 1998 | vs Edmonton Oilers | Win 3 - 2 | |
| Thu, Nov 12, 1998 Thu, Nov 12, 1998 | @ Chicago Blackhawks | Win 10 - 3 | |
| Sat, Nov 14, 1998 Sat, Nov 14, 1998 | vs Ottawa Senators | Win 2 - 1 | |
| Wed, Nov 18, 1998 Wed, Nov 18, 1998 | @ Washington Capitals | Loss 1 - 4 | |
| Fri, Nov 20, 1998 Fri, Nov 20, 1998 | @ Buffalo Sabres | Loss 1 - 4 | |
| Sat, Nov 21, 1998 Sat, Nov 21, 1998 | vs Buffalo Sabres | Win 2 - 1 | |
| Mon, Nov 23, 1998 Mon, Nov 23, 1998 | vs Calgary Flames | Win 3 - 2 | |
| Wed, Nov 25, 1998 Wed, Nov 25, 1998 | vs Vancouver Canucks | Win 5 - 1 | |
| Fri, Nov 27, 1998 Fri, Nov 27, 1998 | @ Philadelphia Flyers | Loss 3 - 4 | |
| Sat, Nov 28, 1998 Sat, Nov 28, 1998 | vs Ottawa Senators | Win 3 - 2 | OT |
| Wed, Dec 2, 1998 Wed, Dec 2, 1998 | vs Los Angeles Kings | Win 3 - 1 | |
| Sat, Dec 5, 1998 Sat, Dec 5, 1998 | @ Montreal Canadiens | Win 4 - 3 | OT |
| Mon, Dec 7, 1998 Mon, Dec 7, 1998 | @ New York Rangers | Loss 2 - 6 | |
| Fri, Dec 11, 1998 Fri, Dec 11, 1998 | @ Chicago Blackhawks | Win 3 - 2 | |
| Sat, Dec 12, 1998 Sat, Dec 12, 1998 | vs Philadelphia Flyers | Loss 0 - 3 | |
| Wed, Dec 16, 1998 Wed, Dec 16, 1998 | vs Phoenix Coyotes | Win 5 - 2 | |
| Sat, Dec 19, 1998 Sat, Dec 19, 1998 | vs New York Rangers | Win 7 - 4 | |
| Mon, Dec 21, 1998 Mon, Dec 21, 1998 | vs Pittsburgh Penguins | Win 7 - 1 | |
| Wed, Dec 23, 1998 Wed, Dec 23, 1998 | vs Dallas Stars | Loss 1 - 5 | |
| Sat, Dec 26, 1998 Sat, Dec 26, 1998 | vs Montreal Canadiens | Loss 1 - 2 | |
| Wed, Dec 30, 1998 Wed, Dec 30, 1998 | vs Mighty Ducks of Anaheim | Win 4 - 1 | |
| Thu, Dec 31, 1998 Thu, Dec 31, 1998 | @ Detroit Red Wings | Win 4 - 2 | |
| Sat, Jan 2, 1999 Sat, Jan 2 | vs Washington Capitals | Loss 2 - 5 | |
| Mon, Jan 4, 1999 Mon, Jan 4 | vs Tampa Bay Lightning | Win 5 - 4 | OT |
| Thu, Jan 7, 1999 Thu, Jan 7 | @ Boston Bruins | Loss 1 - 2 | |
| Sat, Jan 9, 1999 Sat, Jan 9 | vs Boston Bruins | Win 6 - 3 | |
| Tue, Jan 12, 1999 Tue, Jan 12 | @ Tampa Bay Lightning | Win 4 - 3 | |
| Wed, Jan 13, 1999 Wed, Jan 13 | @ Florida Panthers | Tie 3 - 3 | OT |
| Sat, Jan 16, 1999 Sat, Jan 16 | @ Philadelphia Flyers | Win 4 - 3 | |
| Mon, Jan 18, 1999 Mon, Jan 18 | @ Carolina Hurricanes | Loss 2 - 4 | |
| Wed, Jan 20, 1999 Wed, Jan 20 | @ Dallas Stars | Win 6 - 4 | |
| Thu, Jan 21, 1999 Thu, Jan 21 | @ St. Louis Blues | Win 4 - 2 | |
| Thu, Jan 28, 1999 Thu, Jan 28 | @ Pittsburgh Penguins | Loss 0 - 6 | |
| Sat, Jan 30, 1999 Sat, Jan 30 | vs Washington Capitals | Win 5 - 3 | |
| Tue, Feb 2, 1999 Tue, Feb 2 | @ Tampa Bay Lightning | Win 3 - 0 | |
| Wed, Feb 3, 1999 Wed, Feb 3 | @ Florida Panthers | Loss 2 - 5 | |
| Sat, Feb 6, 1999 Sat, Feb 6 | @ New Jersey Devils | Win 3 - 2 | |
| Wed, Feb 10, 1999 Wed, Feb 10 | vs Carolina Hurricanes | Loss 5 - 6 | |
| Sat, Feb 13, 1999 Sat, Feb 13 | vs Chicago Blackhawks | Loss 2 - 6 | |
| Mon, Feb 15, 1999 Mon, Feb 15 | @ New Jersey Devils | Tie 3 - 3 | OT |
| Wed, Feb 17, 1999 Wed, Feb 17 | @ Buffalo Sabres | Win 3 - 2 | OT |
| Sat, Feb 20, 1999 Sat, Feb 20 | vs Montreal Canadiens | Win 3 - 2 | OT |
| Mon, Feb 22, 1999 Mon, Feb 22 | @ Washington Capitals | Loss 3 - 4 | |
| Wed, Feb 24, 1999 Wed, Feb 24 | vs Carolina Hurricanes | Tie 2 - 2 | OT |
| Thu, Feb 25, 1999 Thu, Feb 25 | @ New York Islanders | Win 4 - 1 | |
| Sat, Feb 27, 1999 Sat, Feb 27 | vs Florida Panthers | Win 4 - 1 | |
| Wed, Mar 3, 1999 Wed, Mar 3 | vs New Jersey Devils | Loss 2 - 5 | |
| Thu, Mar 4, 1999 Thu, Mar 4 | @ St. Louis Blues | Win 4 - 0 | |
| Sat, Mar 6, 1999 Sat, Mar 6 | @ Ottawa Senators | Loss 1 - 3 | |
| Mon, Mar 8, 1999 Mon, Mar 8 | @ New York Rangers | Loss 2 - 3 | OT |
| Tue, Mar 9, 1999 Tue, Mar 9 | vs Tampa Bay Lightning | Win 6 - 1 | |
| Thu, Mar 11, 1999 Thu, Mar 11 | @ New York Islanders | Win 2 - 1 | |
| Sat, Mar 13, 1999 Sat, Mar 13 | @ Montreal Canadiens | Loss 1 - 2 | |
| Wed, Mar 17, 1999 Wed, Mar 17 | vs Boston Bruins | Loss 1 - 4 | |
| Sat, Mar 20, 1999 Sat, Mar 20 | vs New Jersey Devils | Win 3 - 1 | |
| Mon, Mar 22, 1999 Mon, Mar 22 | vs Philadelphia Flyers | Loss 1 - 3 | |
| Wed, Mar 24, 1999 Wed, Mar 24 | vs San Jose Sharks | Loss 5 - 8 | |
| Fri, Mar 26, 1999 Fri, Mar 26 | @ Carolina Hurricanes | Win 7 - 2 | |
| Sat, Mar 27, 1999 Sat, Mar 27 | vs Boston Bruins | Tie 2 - 2 | OT |
| Wed, Mar 31, 1999 Wed, Mar 31 | @ Vancouver Canucks | Win 6 - 5 | |
| Thu, Apr 1, 1999 Thu, Apr 1 | @ Edmonton Oilers | Win 5 - 1 | |
| Sat, Apr 3, 1999 Sat, Apr 3 | @ Calgary Flames | Win 5 - 1 | |
| Mon, Apr 5, 1999 Mon, Apr 5 | vs St. Louis Blues | Tie 2 - 2 | OT |
| Wed, Apr 7, 1999 Wed, Apr 7 | vs Ottawa Senators | Win 4 - 2 | |
| Thu, Apr 8, 1999 Thu, Apr 8 | @ Ottawa Senators | Loss 1 - 3 | |
| Sat, Apr 10, 1999 Sat, Apr 10 | vs Florida Panthers | Win 9 - 1 | |
| Wed, Apr 14, 1999 Wed, Apr 14 | vs New York Islanders | Win 3 - 2 | OT |
| Sat, Apr 17, 1999 Sat, Apr 17 | @ Montreal Canadiens | Loss 2 - 3 | |
| Playoffs | |||
|
|
|||
| First Round (Won 4 - 2) | |||
| Thu, Apr 22, 1999 Thu, Apr 22 | vs Philadelphia Flyers | Loss 0 - 3 | |
| Sat, Apr 24, 1999 Sat, Apr 24 | vs Philadelphia Flyers | Win 2 - 1 | |
| Mon, Apr 26, 1999 Mon, Apr 26 | @ Philadelphia Flyers | Win 2 - 1 | |
| Wed, Apr 28, 1999 Wed, Apr 28 | @ Philadelphia Flyers | Loss 2 - 5 | |
| Fri, Apr 30, 1999 Fri, Apr 30 | vs Philadelphia Flyers | Win 2 - 1 | OT |
| Sun, May 2, 1999 Sun, May 2 | @ Philadelphia Flyers | Win 1 - 0 | |
| Conference Semi-Finals (Won 4 - 2) | |||
| Fri, May 7, 1999 Fri, May 7 | vs Pittsburgh Penguins | Loss 0 - 2 | |
| Sun, May 9, 1999 Sun, May 9 | vs Pittsburgh Penguins | Win 4 - 2 | |
| Tue, May 11, 1999 Tue, May 11 | @ Pittsburgh Penguins | Loss 3 - 4 | |
| Thu, May 13, 1999 Thu, May 13 | @ Pittsburgh Penguins | Win 3 - 2 | OT |
| Sat, May 15, 1999 Sat, May 15 | vs Pittsburgh Penguins | Win 4 - 1 | |
| Mon, May 17, 1999 Mon, May 17 | @ Pittsburgh Penguins | Win 4 - 3 | OT |
| Conference Finals (Lost 1 - 4) | |||
| Sun, May 23, 1999 Sun, May 23 | vs Buffalo Sabres | Loss 4 - 5 | |
| Tue, May 25, 1999 Tue, May 25 | vs Buffalo Sabres | Win 6 - 3 | |
| Thu, May 27, 1999 Thu, May 27 | @ Buffalo Sabres | Loss 2 - 4 | |
| Sat, May 29, 1999 Sat, May 29 | @ Buffalo Sabres | Loss 2 - 5 | |
| Mon, May 31, 1999 Mon, May 31 | vs Buffalo Sabres | Loss 2 - 4 | |
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