The Chicago Cubs are having an excellent season so far, but to help ensure they are in the best position to succeed in October, they will have to make some upgrades. This winter, the front office did an excellent job of adding talent to help get this franchise over the hump.

There’s rightfully no focus on improving the Cubs lineup. Entering play on June 14, Chicago had the second-most runs scored (380) with the fourth-best batting average (.256) and slugging percentage (.439). Pitching is an area for improvement, though, especially since another high-end pitcher could join the postseason rotation.

White Sox manager Will Venable returns to face his previous team on Friday, while the Cubs have a 10-day homestand that kicks off Thursday.

This Miami Marlins ace was seen as the best fit for the Chicago Cubs' starting rotation, but he may not be available at the trade deadline.

The former two-time All-Star leads MLB with a 1.56 ERA, 0.808 WHIP, and one shutout across 69.1 innings. He may not have the name value of Sandy Alcantara or Zach Gallen, but his track record is far better, especially in the playoffs.

Chicago Cubs president Jed Hoyer confirms the team is targeting pitching upgrades before the 2025 MLB trade deadline as injuries mount.

Back in 2021, the Chicago Cubs and New York Mets completed a blockbuster deal centered around shortstop Javier Baez. Well out of the playoff race, the Cubs were