Ken Wregget was a 3rd-round selection of the Toronto Maple Leafs, 45th overall, in the 1982 NHL Entry Draft. Wregget enjoyed two superb seasons with the Lethbridge Broncos of the Western Junior Hockey League. In fact, Wregget was the number-one goaltender while his backup was a fellow by the name of Ron Hextall.
Wregget got his feet wet by playing in three NHL games in the 1983-84 season, winning one, losing one and tying one while posting a high 5.09 goals against average. In 1984-85, Wregget tended goal for 23 games in Toronto and 30 the following year. It became apparent he was now the Maple Leafs' top goalie and in the 1986-87 season his workload increased to 56 games. He had a 22-28-3 record with a respectable 3.97 goals against average on a team that was sorely lacking in talent. He followed that season with another 56-game performance in 1987-88, but the win total dropped off to just 12 and the goals against increased to 4.44.
As the 1988-89 season was winding down, the Maple Leafs sent Wregget to the Philadelphia Flyers, who were looking for a front-line goaltender heading into the playoffs. Wregget spent the next two seasons playing in Philadelphia, but he was never able to take advantage fully of the opportunity with the Flyers, despite playing in 51 and 30 games each season, respectively.
Once again Wregget found himself on the move at the trade deadline, this time winding up in Pittsburgh, where he was the backup for Tom Barrasso. With Barrasso injured for part of the playoffs, Wregget filled in admirably and was a key factor in helping the Penguins win their second Stanley Cup in a row. Wregget tended the Pittsburgh goal for another six seasons before moving on to the Calgary Flames for the 1998-99 campaign. In 27 games he registered a 2.53 goals against average, the best of his career.
In 1999-2000, Wregget appeared in 29 games for the Detroit Red Wings, posting a 14-10-2 record with a 2.66 GAA.
In 2000-01, with his career winding down, the 37-year-old Wregget tended goal for the Manitoba Moose of the International Hockey League. In 30 starts he was 11-13-4 with a 2.70 GAA and two shutouts.