Pope Leo XIV is a White Sox fan dating to his days growing up in Chicago. He was known as Robert Prevost or Father Bob when he went to the World Series opener 21 years ago, a 5-3 White Sox victory over the Astros.

This marks the first time since 2020 that both Chicago teams made the postseason. Both teams will play their best-of-three Wild Card Series on the road starting Tuesday with the Cubs taking on the Padres in San Diego and the White Sox facing the Astros in Houston.

Both of Chicago’s baseball teams are heading to the playoffs, with the Cubs and Sox each clinching their spots Thursday afternoon.

Pete Crow-Armstrong joined the 40-40 club Thursday when the Chicago Cubs star stole his 40th base of the season Thursday against Miami Marlins.

Despite gray skies and rain at today’s game, the message among fans — at least before the game’s brutal end — was clear: this is a team on the upswing.

It was all part of an event called the Big Jump, a new addition to this year’s open water Chicago River Swim. The jump is a way to take part in the river swim celebration without having to go the one- or two-mile distance of the main event.

As Pete Crow-Armstrong came up with the bases loaded in the eighth inning, the Wrigley Field crowd chanted “M-V-Pete! M-V-Pete!“ — and not for the first time Wednesday night.

The 21-year-old Bedard is the second-youngest captain in the history of the storied franchise, behind Jonathan Toews.

Chicago Bears coach Ben Johnson said last month that winning the Super Bowl isn’t enough for him. He wants to have the highest-scoring offense in NFL history.

Caleb Williams threw for 269 yards and two touchdowns and ran for 65 yards and two more scores as the Chicago Bears defeated the Carolina Panthers 59-37 on Sunday.

The Chicago Bears will play their first game of the 2026-2027 NFL season this Sunday against the Panthers in Charlotte. The game marks the beginning of head coach Ben Johnson’s sophomore campaign after he led the Bears to an 11-6 record last season.

Enes Kanter Freedom is alleging that his First Amendment rights were violated when he was ejected from the Sky’s WNBA game against the Indiana Fever on Aug. 23. He is seeking damages and the removal of his ban when it comes to attending games at Wintrust Arena.

The Presidents Cup will be held at Medinah Country Club in the northwest suburbs on Sept. 22-27. It will be President Donald Trump’s first public appearance in the Chicago area since he was elected to a second term.

For Chicago State University, the first game will be about more than football. The university is hoping the new program can help build a new sports identity on Chicago’s South Side.

The Chicago Sky have banned Enes Kanter Freedom from their home games after the former NBA center was ejected from Sunday’s loss to the Indiana Fever.

NASCAR won’t be returning to the streets of downtown Chicago next summer, as it announced plans to once again run three days of races at the Chicagoland Speedway in Joliet.