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Chicago Cubs: Who’s left to trade for those gaping 2027 roster holes?

The Chicago Cubs are facing a gargantuan task this offseason. First, they’re going to have to rebuild their entire starting rotation. The whole end-of-season rotation (Matthew Boyd, Shota Imanaga, Kevin Gausman, Clay Holmes, David Peterson) could be gone via free…

Published: Saturday, 17 October 2026 at 6:41 PM
Chicago Cubs: Who’s left to trade for those gaping 2027 roster holes?
Key Things to Know
  • Yardbarker argues the Chicago Cubs face widespread 2027 roster holes and have limited remaining assets to trade.
  • Starting pitchers Matthew Boyd, Shota Imanaga, Kevin Gausman, Clay Holmes, and David Peterson could depart via free agency.
  • Outfielders Seiya Suzuki and Ian Happ, along with catcher Carson Kelly, also face potential free agency departures.
The Story in 60 Seconds

Yardbarker outlines the significant roster turnover facing the Chicago Cubs ahead of 2027, including the potential free agency departures of starting pitchers Matthew Boyd, Shota Imanaga, Kevin Gausman, Clay Holmes, and David Peterson. In addition, right fielder Seiya Suzuki, left fielder Ian Happ, and catcher Carson Kelly are slated for free agency, while Cade Horton will miss most of the season following Tommy John surgery.

Because of a weak free agent market, the writer argues Chicago must lean on trades despite having depleted their farm system. While outfield prospects Josiah Hartshorn, Kane Kepley, and Ethan Conrad are considered near-untouchable, Yardbarker suggests the Cubs might consider trading players out of minor league options, such as Kevin Alcantara and Jordan Wicks, or young talents Matt Shaw and Pedro Ramirez.

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