Bill Belichick and Don Shula have gone to the Super Bowl six times each as of the time of this writing.
He won back-to-back Super Bowl titles in 1992 and 1993 as head coach of the Dallas Cowboys.
Jim Caldwell of the Colts is one. He will lead he 2009-2010 Colts to Super bowl XLIV.
He has gone to the Super Bowl twice, but has only won it once.
Super Bowl 44 will be their first time in franchise history.
As of 2009 The Steelers have gone toSuper Bowl 6 times with all winnings. Dallas Cowboys have gone to Super Bowl 8 times 5 out of the 8 winnings
Twice ... they lost to the Jets in Super Bowl III and defeated the Cowboys in Super Bowl V.