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4. Matt Chapman
If the Cubs really want to upgrade their lineup, Matt Chapman would be the way to go. Although he doesn't hit for average (.242 career) Chapman would provide some much-needed pop for the Cubs. The 30-year-old consistently hits around 25-30 home runs each year while floating near the top of the league in doubles.
A finger injury recently put Chapman on the IL, but the Cubs should still consider the guy for his defense alone. He is one of the best defensive shortstops in the league with two platinum gloves under his belt. Putting him in the infield alongside Dansby Swanson, Nico Hoerner, and Cody Bellinger would give the Cubs quite possibly the best defensive infield in baseball, which would play well to their groundball-heavy pitching staff.
Since Chapman will miss time and he has been relatively cold in the second half of the season, his contract may not be that risky.