Chelios re-signed with the Detroit Red Wings for the 2007–08 season. On January 8, 2008, Chelios became the second oldest player in the history of the NHL, at 45 years, 348 days, passing Moe Roberts. Only Gordie Howe, who played until age 52, was older. On April 12, 2008, Chelios played in his 248th playoff game, breaking the NHL record set by Hall of Fame goaltender Patrick Roy. Later that season, Chelios also became the oldest active player to win the Stanley Cup.