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Former Chicago Cubs infielders Miles Mastrobuoni and Vidaj Brujan have elected free agency with the World Series and offseason both rapidly approaching.
Former Chicago Cubs manager David Ross faces a very narrow path back to the big leagues and doesn't seem to be a popular candidate heading into the offseason.
The Colorado Rockies are planning for Chicago Cubs superstar and NL MVP Kris Bryant to miss the 2027 season, sending a signal that his MLB career may be over.
Tarik Skubal headlines an MLB free agent class that's viewed as one of the weakest in recent memory, which could force the Chicago Cubs to get creative.
If the Los Angeles Dodgers reset this offseason, the Chicago Cubs should come calling.
The Chicago Cubs were connected to Randy Arozarena, but the fit remains questionable considering the team's focus on pitching.
The Milwaukee Brewers have dethroned the Los Angeles Dodgers and will play in the 2026 World Series, only increasing frustration felt by Chicago Cubs fans.
David Bednar has the look of someone the Chicago Cubs should be interested in this offseason, but the Yankees are expected to extend a qualifying offer.
The Cubs have seen a number of one-year wonders come and go. Let's remember some of the best.
The Chicago Cubs are positioned to get draft pick compensation if Seiya Suzuki leaves via free agency this offseason.