The Cleveland Browns had 11 wins in the 1995 season.
For the 2006 season, the Oakland Raiders had the fewest wins with 2. The Detroit Lions had 3 wins and the Cleveland Browns and Tampa Bay Buccaneers both had 4 wins.
The Cleveland Browns have never won, let alone played in, a Super Bowl. However, they did win the NFL Championship in 1950, 1954, 1955, and 1964 before the merger and creation of the Super Bowl.
The Browns finished the season 5-11 with wins to New England Patriots, New Orleans Saints, Carolina Panthers, Cincinnati Bengals, and Miami Dolphins.
According to Pro Football Reference, the Raiders and Browns have met 17 times, as of the 2007 season, and the Raiders lead the series 10-7.
The 1954 Cleveland Indians had 111 regular season wins. They were then swept in 4 straight in the World Series by the New York Giants.
According Pro Football Reference the Browns record against the Eagles in the regular season is 35 wins 15 losses and 1 tie. They've never met in the playoffs.
476 Wins 383 Losses and 13 ties for a 55.4% win percentage. By comparison, the Steelers have a record of 526 Wins, 491 Losses, and 20 Ties, for a 51.7% win percentage. This is much less impressive when compared to the Browns, making Cleveland the historically superior team.
There are no winless teams in the NFL this season. The Cleveland Browns, Tampa Bay Bucs and St. Louis Rams each have current records of 1-10.