The country music singer took to Twitter right before the game and the award show.
“The CMAs are tonight, the 50th anniversary, but so are the World Series,” the singer said. “I gotta go to this game. Once in a lifetime. So we’re going to sing, ‘Go, Cubs, go.’ Who’s ready for the game tonight?”
Wearing a white T-shirt, jeans and a Cubs baseball cap, he sang a tune for the team while accompanying himself on acoustic guitar.
“Go, Cubs, go. Hey Chicago, what do you say? The Cubs are going to win today,” he crooned.
And win they did. “Got to fulfill a lifelong dream as a family tonight,” he captioned a photo with his brother Brice and dad Chris. “The Cubs are WORLD SERIES CHAMPIONS!”
And the Cubs showed him some love right back. The team shared a photo of Eldredge to their Instagram account.
In June, Eldredge told PEOPLE that returning to Chicago to shoot his music video for “Wanna Be That Song” made sense since there was no place like home.
“I grew up three hours south of Chicago — it was always a journey to come up and we’d plan trips around it. Then I went to college in the suburbs for my first year so I spent a lot of time in the city and man, it’s like my second home. I’ve been a lifelong Cubs fan.”
The singer-songwriter was particularly proud of filming his video at Wrigley Field. “It’s the first music video ever shot at one of the most historical sporting facilities in the world! It was one of the most amazing experiences of my career so far.”