Steven Kwan Could Be The Cubs' Winter Outfield Dilemma

As the Cleveland Guardians approach pivotal offseason decisions, the Chicago Cubs may see a golden opportunity in acquiring outfielder Steven Kwan to bolster their lineup.

The Guardians’ playoff run may be nearing its end, and with that comes a decision the Cubs ought to be tracking closely: Steven Kwan could be headed back into the trade conversation.

Cleveland entered Wednesday on the edge of elimination, trailing the White Sox 2-0 in the ALDS. Once that run is over, whether it ends Wednesday or later, the Guardians will have to decide what comes next with Kwan. He has surfaced on the trade block before, and with one arbitration year left, he’s once again a name that could fit Chicago’s offseason plans.

Kwan’s arbitration projection sits at $11.3 million, a sharp jump from the $7.73 million he made this season. And because free agency is still waiting at the end of the 2027 season, this winter could be another moment when Cleveland listens.

That’s where the Cubs come in. Ian Happ and Seiya Suzuki are free agents, and Chicago is expected to direct most of its money toward pitching.

That makes a shorter-term outfield option a realistic path for Jed Hoyer and the front office, especially with Kane Kepley and Josiah Hartshorn moving quickly through the system. The Cubs may want to avoid locking into a long outfield commitment right now.

If Kwan becomes available, he’d make plenty of sense as a stopgap. Bleacher Report’s Kerry Miller laid out one possible framework, with the Cubs landing Kwan a year before free agency in exchange for pitching prospect Jaxon Wiggins and infield prospect James Triantos.

Kwan doesn’t bring the power that Happ or Suzuki does, but he offers a different kind of value. He doesn’t strike out much at all, carrying a 9.5% career rate, and he hit .282/.382/.349 with a 114 wRC+ this past year. Add in the glove, and the fit gets clearer - he’s a four-time Gold Glove winner, which lines up with how much the Cubs value run prevention.

From Chicago’s side, the proposed return feels manageable. Wiggins was once viewed as the Cubs’ top pitching prospect, but the move to the bullpen has dulled some of that shine. Triantos, meanwhile, remains blocked and looks like a likely trade candidate heading into the offseason.

There’s no guarantee Cleveland actually moves Kwan this winter. But if the Guardians do open the door, the Cubs look like a team that should be right there, making the call.

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