Creativity may be the Cubs’ biggest offseason asset.
Chicago is staring at a winter that could reshape the roster in a hurry. The rotation needs to be rebuilt for the 2027 season, and there’s also a real chance the lineup loses familiar pieces with Seiya Suzuki and Ian Happ both headed for free agency.
The Cubs have more than $100 million coming off the books, but this is still a club that likes to work the trade market. Given what they need, cost-controlled help from another team makes plenty of sense.
That’s where the challenge starts. After the trade deadline, the farm system took a hit, so Jed Hoyer may not have a stash of blue-chip prospects to dangle. If the Cubs make moves before the December 2 lockout, the most realistic trade pieces may be players who have already spent time on the big-league roster.
Edward Cabrera fits that category, even if moving on from him after one season would be a strong signal that the Cubs are ready to cut bait. The fit never really took.
Cabrera struggled to stay healthy, and when he was available, he wasn’t effective. Craig Counsell sounded worn down when he addressed Cabrera’s first year in Chicago.
“It hasn’t clicked,” Counsell said. “You spend a lot of time figuring those out.
I wish every story was a success story. This one, right now, is not.
We’re certainly going to keep working on trying to find answers there and trying to find solutions. I know it’s something that’s very important.
I wish I could tell you every story is a success story. But we haven’t done it here.”
That doesn’t exactly read like a manager convinced there’s a clean fix waiting around the corner. Cabrera could still be back in 2027, but if other additions squeeze him out of the rotation picture, the Cubs might be more willing to explore a trade.
Kevin Alcantara also looks like a player whose future could get pushed off the roster before long. The Cubs’ usage of him over the last three years hasn’t suggested they view him as a regular outfield answer.
His late-2024 call-up came out of necessity, and in 2025 and 2026 he was mostly used as an extra outfielder shuttling up and down when the club needed depth. He’s entering 2027 out of minor-league options, which changes the calculus fast.
If he isn’t on the Opening Day roster, he’d be exposed to waivers, so a trade before that point feels like a likely outcome. There’s been no sign the Cubs see him as a replacement for Suzuki or Happ.
Miguel Amaya would be a different kind of move entirely. Right now, with Carson Kelly a free agent, trading Amaya doesn’t make much sense because it would leave Owen Ayers as the only real starting option in 2027.
But there’s growing reason for the Cubs to prioritize bringing Kelly back. If that happens, Amaya suddenly becomes a controllable catcher with real value on a market where catching is always in demand.
That could make him a useful trade chip.
BJ Murray Jr. is another name who could end up as part of a larger deal. He got a brief look with the Cubs at the end of the 2026 season and could be in line for a bench role in 2027, but additions before then would likely change that.
At that point, the Cubs may want to move him before his prospect value fades. He doesn’t profile as the centerpiece of a trade for a cost-controlled starting pitcher, but he could be a useful second piece.
If he had more outfield experience, maybe the Cubs would have more reason to keep him. As a corner infielder, he looks more like a trade chip.
James Triantos sits in a similar lane. The Cubs don’t have much room for him with the starting infield under contract through at least 2029, and Matt Shaw and Pedro Ramirez also on the roster.
It’s a little surprising Triantos wasn’t dealt at the deadline. He appeared in just seven games during his 2026 run with the team, and while his prospect stock has slipped into the middle tier, he’s still only 23 and has enough hit-tool to interest other clubs.
Like Murray, he probably won’t headline a trade, but he belongs near the top of the list of the kind of filler prospects Hoyer may be willing to move.
Then there’s Matt Shaw, who stands alone as the Cubs’ most valuable trade chip. The former first-round pick is pre-arbitration and under control through the 2031 season, which makes him exactly the kind of player teams covet.
If Shaw had been healthy around the deadline, the Cubs might have been more aggressive in pursuit of a cost-controlled starter. Even without a complete offensive breakout, he has shown enough upside to carry real value.
Chicago would absolutely be part of that market, especially with pitching as the top priority. If a cost-controlled ace becomes available and Shaw has to be part of the return, Hoyer probably won’t be scared off by that price.
One notable omission from the list is Pedro Ramirez. Craig Counsell clearly likes him, and that has helped him jump Shaw in the pecking order for playing time. That doesn’t rule out Shaw having a future in Chicago, but it does leave the door open for a trade if the right deal comes along.
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Suzukis price tag is expected to be hefty, with his market value projected at more than $109 million over four years, and that naturally brings the conversation back to fit as much as talent. His age adds another layer to the equation, leaving the Red Sox to weigh whether the bat is worth the commitment and how aggressive they want to be if they decide to pursue him further. [Read more 🡒]