Cubs Reportedly Plan Major Prospect Trades Ahead MLB Deadline

The Chicago Cubs are positioned as buyers ahead of the 2025 MLB trade deadline, aiming to strengthen their roster for a deep postseason run and potentially contend for the World Series. They are reportedly willing to trade top prospects Owen Caissie and Kevin Alcantara, a move that signals a serious commitment to win now by acquiring key players, especially to bolster their starting rotation after injuries to Justin Steele and Jameson Taillon. The Cubs have shown interest in acquiring elite talent such as Ke'Bryan Hayes, an exceptional defensive third baseman from the Pittsburgh Pirates, and starting pitchers like Mitch Keller and Sandy Alcantara. Ownership appears ready to invest more financially, and the front office is open to giving up significant prospect capital, reflecting confidence in the team's current potential. This aggressive approach indicates the Cubs' strategy is not limited to short-term rentals but includes players who can contribute beyond the current season, highlighting a clear 'all-in' mentality. While the Cubs boast one of the best offenses in baseball, shoring up their pitching staff remains a priority to maximize their chances of postseason success.