twice
Two. Super Bowls XX (won) and XLI (loss)
Tom Brady has been to the Super Bowl 4 times. He's won 3 times and been Super Bowl MVP twice.
The Chicago Bears have been to the NFL playoffs 24 times. They have won their conference championship 3 times (1963, 1985, 2007). They have only won the Super Bowl once though, in 1985.
They have been to the Super Bowl five times and have won four times.
The Bears one Super Bowl victory was for the 1985 season and their regular season record was 15-1. They won Super Bowl XX, played January 26, 1986 over the New England Patriots. Their total record for the season, including playoffs, was 18-1. The score was 46-10As of the 2007 season, the last Super Bowl the Bears played in was Super Bowl XLI played in February, 2007. The Bears other Super Bowl appearance was in Super Bowl XX, played in January, 1986.2007 (2006 season)2006
The New England Patriots have been to the Super Bowl the most times, with a total of 11 appearances as of 2021.
The Super Bowl has been played in California 11 times as of 2009.
In the Super Bowl, following the 2006 season, the Colts played, and beat, the Chicago Bears.
No. The Eagles have lost both times they have been in the Super Bowl.
The Cleveland Browns have never appeared in a Super Bowl.
There have been 45 Super Bowls, and accordingly, 45 Super Bowl winners.
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.