MLB insider says Cubs are headed for a quiet (and painful) winter

Feels like it might be Kyle Tucker or bust.
Chicago Cubs v Los Angeles Angels
Chicago Cubs v Los Angeles Angels | John McCoy/GettyImages

Given that the Chicago Cubs are on track to make the playoffs for the first time since 2020, there hasn't been the shift to thinking about the offseason that Cubs fans have grown used to having in August. Still, in the background of the conversation surrounding this year's team is the fact that Kyle Tucker is a free agent after the season. Tucker's free agency could be the determining factor in just how much money the Cubs are willing to spend this offseason.

Mark Feinsand of MLB Network took an early look at the top free agents in this offseason's class, and despite Tucker's recent slump, he still has the Cubs' All-Star as the top free agent available. Feinsand lists the Cubs, San Francisco Giants, and Philadelphia Phillies as the early fits for Tucker. The list does feel light, considering the New York Yankees and Los Angeles Dodgers almost certainly will be interested as well.

Beyond the list of potential fits, Feinsand floats an area north of $400MM as what Tucker will be seeking this offseason. If there is a scenario where the Cubs are able to re-sign Tucker, it feels like it would be a deal that is north of $400MM but under $500. In other words, for those looking for hope that Tucker is back next season, Feinsand provides that.

MLB insider warns Cubs might sit out another big offseason

Unfortunately, that is the only hope that Feinsand provides for the Cubs this upcoming offseason. Among the other free agents he mentions--Kyle Schwarber, Dylan Cease, Framber Valdez, etc--the MLB network insider does not have the Cubs listed as a fit anywhere. In other words, if the Cubs don't re-sign Tucker, it feels like they will avoid the deep waters of free agency once again.

It feels like that will be the outcome for the Cubs. As much as bringing Tucker back makes sense, considering the trade and what losing him does to their chances in 2026, it seems that the front office, through the way of Tom Ricketts, is terrified to plan for anything after next season, considering the potential work stoppage.

That sets the stage for what could be a quiet offseason for the Cubs. The trade market could still change its outlook, but it feels like the core of the Cubs' roster won't be much different once the 2026 season starts.

More Cubs News from Cubbies Crib