2. Matt Chapman
Matt Chapman took quite a while to sign a contract this past offseason. He spent the better part of the winter connected to the Cubs but ultimately signed with the San Francisco Giants on a three-year, 54.0M deal. Fast forward to June, and the Giants are teetering on the fence about buying/selling as they are currently just under .500. They will be an essential team to watch this summer. I prefer Bregman here if both are available, but both provide defensive upgrades and some pop in the middle of the lineup. Bleacher Report put him on their trade board of possibilities, but personally, it's hard to imagine San Francisco moving him yet.
1. Pete Alonso, 1B
And then, of course, we come to the Polar Bear, Pete Alonso. Often connected to the Cubs in the last year, Alonso is one of the league's most prolific home run hitters. We know the Mets aren't looking like a team that will be able to compete next season, so with Alonso set to hit free agency this winter, he will be moved at the deadline. He's still an excellent fit for the Cubs, especially with the team's middle infield injuries and having to move current players around. The problem will be the asking price from New York, and I don't foresee Hoyer pulling the trigger if he can find production elsewhere for cheaper.