Chicago Cubs Expected to Target Dylan Cease in Major Free Agency Push

The Chicago Cubs are strongly targeting right-handed pitcher Dylan Cease this offseason to bolster their starting rotation. Cease, originally drafted by the Cubs but traded in 2017, has shown impressive strikeout ability despite a down 2025 season, making him a valuable asset for a Cubs rotation lacking power pitching. Although Cease is expected to command a large contract possibly exceeding $100 million, and the Cubs have historically been reluctant to sign high-priced free agents, his health, durability, and potential fit in a pitcher-friendly park make him an attractive acquisition. The Padres face challenges retaining both Cease and Michael King due to payroll constraints, increasing the likelihood of Cease signing elsewhere. The Cubs’ pursuit may depend on internal roster decisions, such as whether Shota Imanaga opts out, which would heighten the need for a frontline starter. Cease’s potential return to Chicago represents a full-circle moment and could be a key move for the Cubs’ ambitions to contend for a World Series title.