Chicago Cubs Expected to Trade Top Prospects for Pitching Before MLB Deadline

As the 2025 MLB trade deadline approaches, the Chicago Cubs are positioned as prominent buyers aiming to strengthen their starting pitching to support their strong 51-35 record and lead in the NL Central. The Cubs' rotation has struggled with injuries and depth issues, highlighted by Justin Steele's season-ending Tommy John surgery and concerns about the workload of pitchers like Matthew Boyd and rookie Cade Horton. To address this, the Cubs are linked to several top pitching prospects, with Mitch Keller of the Pittsburgh Pirates and other starters being potential trade targets, though the cost in prospects may be high. Owen Caissie, the Cubs' top outfield prospect blocked by a crowded lineup, is expected to be a key trade chip to acquire pitching help. Beyond pitching, the Cubs may also seek to bolster their offense at third base, with Boston Red Sox's Alex Bregman identified as a logical fit if available. Overall, the Cubs have a strong farm system with multiple top prospects, which they may trade to enhance their chances for a deep postseason run while balancing the need to preserve their future.