In 1988-89, he played two games for the Red Wings, losing both, while allowing nine goals. The balance of the season was spent in Adirondack where, in 30 starts, he posted a 20-8-0 record with a 3.47 gaa. The following season, he divided his time equally between teams and posted a 10-9-8 record in Detroit.

The 1990-91 season was a major breakthrough for Cheveldae as he started 65 games for the Red Wings, posting a 30-26-5 record. He followed that up with 72 and 67 game appearances the next two years before being traded to the Winnipeg Jets along with forward Dallas Drake for goalie Bob Essensa and defenseman Sergei Boutin in March 1994. However, it was a relatively short tenure in Winnipeg before Cheveldae was sent to the Philadelphia Flyers in the 1986 entry draft for goalie Dominic Roussel, although he never actually played for the Flyers.

In August 1996, Cheveldae signed a free-agent contract with the Boston Bruins where he played in two games, the final two of his NHL career. He continued to play professionally in the minors for another two years, with Fort Wayne and Las Vegas.

During Cheveldae's nine-year career, he found himself in the situation of having to face seven penalty shots by the opposition. Russ Courtnall and Sergei Fedorov lit the lamp on Cheveldae but he stopped attempts by Rich Sutter, Ken Linseman, Wes Walz, Dave Andreychuk, and Peter Forsberg.
On August 21, 2001, Cheveldae became the goaltending coach for the WHL's Moose Jaw Warriors. He also served as assistant coach with his former team, the Saskatoon Blades, from 1998 to 2000 and spent 2000 as volunteer coach with their organization.

Courtesy of the Hockey Hall of Fame