The Chicago Cubs have made some strategic moves recently, locking in Pete Crow-Armstrong and Nico Hoerner with contract extensions. This signals their confidence in a core that they believe will remain competitive through at least 2029, aligning with the expiration of Dansby Swanson's contract. Naturally, this brings Ian Happ's future into the spotlight, as he's set to become a free agent after this season.
During spring training, Happ seemed to acknowledge that this might be his last season in Chicago. Previously, he accepted a team-friendly extension to stay with the Cubs, but this time around, neither side appears rushed to strike a similar deal.
Happ is positioning himself as one of the top free-agent hitters for the upcoming offseason. He kicked off the season with impressive numbers, boasting 3 home runs and a wRC+ of 184 in just 23 plate appearances against the Los Angeles Angels. If he keeps this up, he's set to attract significant interest in free agency.
While Happ has been a steady performer for the Cubs, there’s no pressing need for an extension. An open spot in left field could pave the way for top prospect Kevin Alcantara to step up at the major league level. Additionally, if the Cubs have faith in Matt Shaw, he too will need a place in the outfield.
Beyond Alcantara and Shaw, there's also Seiya Suzuki, whose contract is ending this season. Given Suzuki's recent power surge, the Cubs might prioritize bringing him back over Happ.
Speaking with reporters, Happ noted no change in contract discussions with the Cubs. His focus remains on the season, and following the recent deals with Crow-Armstrong and Hoerner, it seems the Cubs might be pausing on further extensions for now.
Should Happ's market not develop as expected, the Cubs' front office, led by Jed Hoyer, might explore a modest deal. However, Happ's recent remarks suggest that his time with the Cubs could indeed be winding down.