Chicago Cubs: New York Yankees
Any time we’re talking about big names on the move, the New York Yankees have to come up, right? Even though pitching should be their main focus this offseason, there’s no question they’d entertain the idea of adding a big bat. And even if they re-sign Brett Gardner, as many experts expect, Schwarber would be a welcome addition to their outfield/DH mix along with Aaron Judge, Giancarlo Stanton, and Aaron Hicks.
Right away, as Cubs fans, we’d have to ask whether the Yankees could put together an appealing enough package for Schwarber. Clint Frazier would probably come up as a name to go the other way, as there have been all kinds of trade rumors involving the 25-year-old outfielder this offseason. He still is projected to have a lot of upside, although his attitude has come into question.
Miguel Andujar is another name that has come up in trade rumors a lot this offseason, as the Yankees may find him expendable with the emergence of Gio Urshela at third base this year. The soon-to-be 25-year-old Andujar missed most of last season due to injury and could be an impact bat, though the Cubs would only be interested in him if they also traded Kris Bryant.
Andujar and Frazier still would not be enough to get a deal done, and looking at the Yankees’ farm system, it’s hard to find a prospect that could have much of an impact in 2020. The Yankees have some low-level outfield talent, but the Cubs aren’t rebuilding, and they don’t have much in the way of pitching that would help cement a deal. Their top pitching prospect, Deivi Garcia, could reach the majors in 2020, but he profiles as more of a reliever.
So, while the Yankees would certainly love to get Schwarber, it’s hard to find a good trade match between these two teams.