Fansided · Oct 26, 2025
5 Cubs trades that would break the internet if they happened
There's a world where the Cubs have $100 million to spend - and prospect talent to leverage.
Matt Dirksen/GettyImagesIf Kyle Tucker chases the money (as is his right as a free agent), it's hard to imagine the Chicago Cubs are the ones writing the check and (re)introducing him at a press conference this winter. But that doesn't mean Jed Hoyer can't leave his mark on the offseason.
After balking in a series a trade talks back in July after he deemed asking prices well beyond reasonable, the recently-extended Cubs president of baseball operations could flex a little this winter by pulling off a blockbuster trade. Here are 5 trades he could make that would set the league ablaze.