| 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.
The 1998-99 Toronto Maple Leafs had their best month in April, when they went 5-2-1 and had a 68.8% win percentage. Their worst month was March, when they went 6-7-1 and had a 46.4% win percentage.
| Month | Record | Win Percentage % | Goal Differential |
|---|---|---|---|
| October '98 | 5-4-1 | 55.0% | -1 |
| November '98 | 8-5-1 | 60.7% | +7 |
| December '98 | 8-4 | 66.7% | +9 |
| January '99 | 7-4-1 | 62.5% | 0 |
| February '99 | 6-4-2 | 58.3% | +3 |
| March '99 | 6-7-1 | 46.4% | +3 |
| April '99 | 5-2-1 | 68.8% | +16 |
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 | vs Detroit Red Wings | Win 2 - 1 | |
| Tue, Oct 13, 1998 | @ Edmonton Oilers | Win 3 - 2 | |
| Fri, Oct 16, 1998 | @ Calgary Flames | Win 7 - 3 | |
| Sat, Oct 17, 1998 | @ Vancouver Canucks | Loss 1 - 4 | |
| Mon, Oct 19, 1998 | vs Nashville Predators | Tie 2 - 2 | OT |
| Fri, Oct 23, 1998 | @ Detroit Red Wings | Win 5 - 3 | |
| Sat, Oct 24, 1998 | @ Pittsburgh Penguins | Win 6 - 4 | |
| Mon, Oct 26, 1998 | vs Pittsburgh Penguins | Loss 0 - 2 | |
| Fri, Oct 30, 1998 | @ Buffalo Sabres | Loss 1 - 4 | |
| Sat, Oct 31, 1998 | vs Buffalo Sabres | Loss 3 - 6 | |
| Wed, Nov 4, 1998 | vs Colorado Avalanche | Win 3 - 0 | |
| Thu, Nov 5, 1998 | @ Boston Bruins | Loss 1 - 4 | |
| Sat, Nov 7, 1998 | vs New York Rangers | Tie 6 - 6 | OT |
| Mon, Nov 9, 1998 | vs New York Islanders | Loss 1 - 3 | |
| Wed, Nov 11, 1998 | vs Edmonton Oilers | Win 3 - 2 | |
| Thu, Nov 12, 1998 | @ Chicago Blackhawks | Win 10 - 3 | |
| Sat, Nov 14, 1998 | vs Ottawa Senators | Win 2 - 1 | |
| Wed, Nov 18, 1998 | @ Washington Capitals | Loss 1 - 4 | |
| Fri, Nov 20, 1998 | @ Buffalo Sabres | Loss 1 - 4 | |
| Sat, Nov 21, 1998 | vs Buffalo Sabres | Win 2 - 1 | |
| Mon, Nov 23, 1998 | vs Calgary Flames | Win 3 - 2 | |
| Wed, Nov 25, 1998 | vs Vancouver Canucks | Win 5 - 1 | |
| Fri, Nov 27, 1998 | @ Philadelphia Flyers | Loss 3 - 4 | |
| Sat, Nov 28, 1998 | vs Ottawa Senators | Win 3 - 2 | OT |
| Wed, Dec 2, 1998 | vs Los Angeles Kings | Win 3 - 1 | |
| Sat, Dec 5, 1998 | @ Montreal Canadiens | Win 4 - 3 | OT |
| Mon, Dec 7, 1998 | @ New York Rangers | Loss 2 - 6 | |
| Fri, Dec 11, 1998 | @ Chicago Blackhawks | Win 3 - 2 | |
| Sat, Dec 12, 1998 | vs Philadelphia Flyers | Loss 0 - 3 | |
| Wed, Dec 16, 1998 | vs Phoenix Coyotes | Win 5 - 2 | |
| Sat, Dec 19, 1998 | vs New York Rangers | Win 7 - 4 | |
| Mon, Dec 21, 1998 | vs Pittsburgh Penguins | Win 7 - 1 | |
| Wed, Dec 23, 1998 | vs Dallas Stars | Loss 1 - 5 | |
| Sat, Dec 26, 1998 | vs Montreal Canadiens | Loss 1 - 2 | |
| Wed, Dec 30, 1998 | vs Mighty Ducks of Anaheim | Win 4 - 1 | |
| Thu, Dec 31, 1998 | @ Detroit Red Wings | Win 4 - 2 | |
| Sat, Jan 2, 1999 | vs Washington Capitals | Loss 2 - 5 | |
| Mon, Jan 4, 1999 | vs Tampa Bay Lightning | Win 5 - 4 | OT |
| Thu, Jan 7, 1999 | @ Boston Bruins | Loss 1 - 2 | |
| Sat, Jan 9, 1999 | vs Boston Bruins | Win 6 - 3 | |
| Tue, Jan 12, 1999 | @ Tampa Bay Lightning | Win 4 - 3 | |
| Wed, Jan 13, 1999 | @ Florida Panthers | Tie 3 - 3 | OT |
| Sat, Jan 16, 1999 | @ Philadelphia Flyers | Win 4 - 3 | |
| Mon, Jan 18, 1999 | @ Carolina Hurricanes | Loss 2 - 4 | |
| Wed, Jan 20, 1999 | @ Dallas Stars | Win 6 - 4 | |
| Thu, Jan 21, 1999 | @ St. Louis Blues | Win 4 - 2 | |
| Thu, Jan 28, 1999 | @ Pittsburgh Penguins | Loss 0 - 6 | |
| Sat, Jan 30, 1999 | vs Washington Capitals | Win 5 - 3 | |
| Tue, Feb 2, 1999 | @ Tampa Bay Lightning | Win 3 - 0 | |
| Wed, Feb 3, 1999 | @ Florida Panthers | Loss 2 - 5 | |
| Sat, Feb 6, 1999 | @ New Jersey Devils | Win 3 - 2 | |
| Wed, Feb 10, 1999 | vs Carolina Hurricanes | Loss 5 - 6 | |
| Sat, Feb 13, 1999 | vs Chicago Blackhawks | Loss 2 - 6 | |
| Mon, Feb 15, 1999 | @ New Jersey Devils | Tie 3 - 3 | OT |
| Wed, Feb 17, 1999 | @ Buffalo Sabres | Win 3 - 2 | OT |
| Sat, Feb 20, 1999 | vs Montreal Canadiens | Win 3 - 2 | OT |
| Mon, Feb 22, 1999 | @ Washington Capitals | Loss 3 - 4 | |
| Wed, Feb 24, 1999 | vs Carolina Hurricanes | Tie 2 - 2 | OT |
| Thu, Feb 25, 1999 | @ New York Islanders | Win 4 - 1 | |
| Sat, Feb 27, 1999 | vs Florida Panthers | Win 4 - 1 | |
| Wed, Mar 3, 1999 | vs New Jersey Devils | Loss 2 - 5 | |
| Thu, Mar 4, 1999 | @ St. Louis Blues | Win 4 - 0 | |
| Sat, Mar 6, 1999 | @ Ottawa Senators | Loss 1 - 3 | |
| Mon, Mar 8, 1999 | @ New York Rangers | Loss 2 - 3 | OT |
| Tue, Mar 9, 1999 | vs Tampa Bay Lightning | Win 6 - 1 | |
| Thu, Mar 11, 1999 | @ New York Islanders | Win 2 - 1 | |
| Sat, Mar 13, 1999 | @ Montreal Canadiens | Loss 1 - 2 | |
| Wed, Mar 17, 1999 | vs Boston Bruins | Loss 1 - 4 | |
| Sat, Mar 20, 1999 | vs New Jersey Devils | Win 3 - 1 | |
| Mon, Mar 22, 1999 | vs Philadelphia Flyers | Loss 1 - 3 | |
| Wed, Mar 24, 1999 | vs San Jose Sharks | Loss 5 - 8 | |
| Fri, Mar 26, 1999 | @ Carolina Hurricanes | Win 7 - 2 | |
| Sat, Mar 27, 1999 | vs Boston Bruins | Tie 2 - 2 | OT |
| Wed, Mar 31, 1999 | @ Vancouver Canucks | Win 6 - 5 | |
| Thu, Apr 1, 1999 | @ Edmonton Oilers | Win 5 - 1 | |
| Sat, Apr 3, 1999 | @ Calgary Flames | Win 5 - 1 | |
| Mon, Apr 5, 1999 | vs St. Louis Blues | Tie 2 - 2 | OT |
| Wed, Apr 7, 1999 | vs Ottawa Senators | Win 4 - 2 | |
| Thu, Apr 8, 1999 | @ Ottawa Senators | Loss 1 - 3 | |
| Sat, Apr 10, 1999 | vs Florida Panthers | Win 9 - 1 | |
| Wed, Apr 14, 1999 | vs New York Islanders | Win 3 - 2 | OT |
| Sat, Apr 17, 1999 | @ Montreal Canadiens | Loss 2 - 3 | |
| Playoffs | |||
|
|
|||
| First Round (Won 4 - 2) | |||
| Thu, Apr 22, 1999 | vs Philadelphia Flyers | Loss 0 - 3 | |
| Sat, Apr 24, 1999 | vs Philadelphia Flyers | Win 2 - 1 | |
| Mon, Apr 26, 1999 | @ Philadelphia Flyers | Win 2 - 1 | |
| Wed, Apr 28, 1999 | @ Philadelphia Flyers | Loss 2 - 5 | |
| Fri, Apr 30, 1999 | vs Philadelphia Flyers | Win 2 - 1 | OT |
| Sun, May 2, 1999 | @ Philadelphia Flyers | Win 1 - 0 | |
| Conference Semi-Finals (Won 4 - 2) | |||
| Fri, May 7, 1999 | vs Pittsburgh Penguins | Loss 0 - 2 | |
| Sun, May 9, 1999 | vs Pittsburgh Penguins | Win 4 - 2 | |
| Tue, May 11, 1999 | @ Pittsburgh Penguins | Loss 3 - 4 | |
| Thu, May 13, 1999 | @ Pittsburgh Penguins | Win 3 - 2 | OT |
| Sat, May 15, 1999 | vs Pittsburgh Penguins | Win 4 - 1 | |
| Mon, May 17, 1999 | @ Pittsburgh Penguins | Win 4 - 3 | OT |
| Conference Finals (Lost 1 - 4) | |||
| Sun, May 23, 1999 | vs Buffalo Sabres | Loss 4 - 5 | |
| Tue, May 25, 1999 | vs Buffalo Sabres | Win 6 - 3 | |
| Thu, May 27, 1999 | @ Buffalo Sabres | Loss 2 - 4 | |
| Sat, May 29, 1999 | @ Buffalo Sabres | Loss 2 - 5 | |
| Mon, May 31, 1999 | vs Buffalo Sabres | Loss 2 - 4 | |
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