The Chicago Bears won the division title 18 times.
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Chicago has made two Super Bowl appearances since the inception of the title game in 1966, winning on their first trip in 1985. Prior to the SuperBowl era, the Bears won 8 NFL championship games in 11 post-season appearances.
Yes...they are the greatest NFL Team of all-time and are considered to hold that Title. In addition, the Chicago Cubs have the title of greatest MLB Team of all-time, the Chicago Blackhawks have the title of greatest NHL Team of all-time, and the Chicago Bulls have the title of greatest NBA Team of all-time. Chicago is also considered the greatest city of all time.
The Cubs made the playoffs twice in the 1980s (1984 and 1989). They lost to the San Diego Padres in the NLCS in 1984, 3 games to 2, and lost to the San Francisco Giants in the 1989 NLCS by 4 games to 1.
Since the NFL went to four divisions per conference in 2002, the Lions have not won a division title. Through the 2008 season, the last division title the Lions won was the NFC Central title in 1993 with a 10-6 record.