The beloved game show host appeared in the Cubs’ broadcast booth at Wrigley Field to lead the crowd in the iconic sing-along.

The 'Jeopardy!' host led Wrigley Field in 'Take Me Out to the Ball Game' wearing a custom 'Jennings 74' jersey.

Jeopardy! host Ken Jennings got to live out a lifelong dream on Tuesday night (July 1) when he was invited to sing “Take Me Out to the Ball Game” in the 7th inning of the Chicago Cubs v ...

Jennings is only one spot away from being number one, behind Brad Rutter. He is, however, number one for consecutive games won with 74 and highest winnings in a regular season play with $2,520,700.

Host Ken Jennings revealed a record at the end of another new champion game. Klay Frappier, from McHenry, North Dakota, returned for his second game on Monday, June 30, after taking home $20,001.