1. The 1985 Chicago Bears winning Super Bowl XX: The team, led by head coach Mike Ditka and quarterback Jim McMahon, dominated the regular season with a 15-1 record and then went on to crush the New England Patriots 46-10 in the Super Bowl.
2. The 1940 Chicago Bears winning the NFL Championship: The team, led by head coach George Halas and quarterback Sid Luckman, defeated the Washington Redskins 73-0 in the NFL Championship Game, still the largest margin of victory in a championship game in NFL history.
3. The 1963 Chicago Bears winning the NFL Championship: The team, led by head coach George Halas and quarterback Bill Wade, defeated the New York Giants 14-10 in the NFL Championship Game
4. The 2006 Chicago Bears reaching the Super Bowl: The team, led by head coach Lovie Smith and quarterback Rex Grossman, went on to play in Super Bowl XLI against the Indianapolis Colts, but lost 29-17.
5. The 2018 Chicago Bears winning the NFC North: The team, led by head coach Matt Nagy, and quarterback Mitchell Trubisky, clinched the division after winning the regular season finale against the Minnesota Vikings and reach playoffs for the first time since 2010.