5 most infamous seventh-inning stretch performances in Cubs history

Chicago Cubs: One thing is for certain, not all celebrity guests that sing at Wrigley Field are professional singers and/or baseball fans.

Few things gave Chicago baseball fans more joy than listening to the late Harry Caray sing “Take Me Out to the Ballgame” during the seventh-inning stretch for many years. Caray did it at Comiskey Park for a while before coming over to the Cubs, where he broadcasted from 1982-1997. He passed away on February 18, 1998.

Since Caray passed, the Cubs have brought in a wide variety of celebrities. Some big-name Cubs fans like Bill Murray, Eddie Vedder, Nick Offerman or Vince Vaughn have participated numerous times. Other times they bring in coaches and players from the Bears, Bulls, Blackhhawks or local college programs within the state to lead the Wrigley faithful in the timeless tune. Then you get your mix of random celebrities who have no connections to the Cubs or baseball.

Let’s just say the quality of performances has really varied. Sometimes the singing itself is not what makes the performance memorable, but who the person doing the singing is, or the circumstances of the game. Since 1998 there have been a handful of performances that stand out for various reasons. Here is a look at 5 infamous seventh-inning stretch performances.