The Chicago Cubs had a massive trade deadline this year thanks to a series of aggressive swings from president of baseball operations Jed Hoyer and his front office. While well-regarded youngsters like Moises Ballesteros and Jefferson Rojas departed the organization in that frenzy, one piece who was widely expected to be at risk of being traded remains in the organization. That's outfielder Kevin Alcantara, who was optioned to Triple-A after the deadline to clear active roster space.
Alcantara losing his spot on the active roster is the latest bad sign for his future in the organization. He's been replaced by freshly-acquired outfielder Tyrone Taylor. That's sensible enough, given that Taylor fills a very similar role to Alcantara on paper. Taylor is capable of handling all three outfield spots defensively, runs the bases well and crushes left-handed pitching.
It's not hard to imagine Alcantara in a similar role in the future. He's a talented outfield defender who would be an interesting option in center on a team without Pete Crow-Armstrong. He's also got a massive platoon split with an impressive .286/.375/.500 against southpaws in the majors this year. With that being said, it's clear that Alcantara doesn't have the confidence of the organization. If they believed in his ability to deliver down the stretch, they surely wouldn't have traded for Taylor.
The Cubs' concerns are certainly valid. While Alcantara has hit lefties very well (including launching his first career homer off Dodgers southpaw Justin Wrobleski) this year, he's managed a slash line of just .143/.143/.143 against right-handed pitchers at the big league level this year. He's striking out more than 30% of the time in both the majors and at the Triple-A level, which raises questions about the sustainability of his production even against lefties.
Kevin Alcantara has just one hope of sticking around the Cubs organization in 2027
That justified lack of confidence seems likely to spell the end of Alcantara's tenure in Chicago. 2026 is the outfielder's final option year. In other words, the Cubs will need to either include Alcantara on the 2027 Opening Day roster or expose him to waivers, where he'd surely be claimed by another club willing to help him develop at the big league level with regular at-bats.
While that outcome (or perhaps a trade at some point this offseason) seems to be inevitable at the moment, there's one silver lining for Alcantara if he hopes to remain in Chicago: the Cubs have a lot of holes in their outfield next year. Crow-Armstrong isn't going anywhere, but Taylor is now slated to join Ian Happ, Seiya Suzuki, and Michael Conforto in free agency after the 2026 campaign. That's every other full-time outfielder on the roster, and the Cubs will need to fill those holes for next year.
Some of that will come externally, either by bringing someone like Happ or Suzuki back into the fold or targeting another outfielder like Randy Arozarena. Additional help could come internally, where Matt Shaw has begun to take more outfield reps and Pedro Ramirez could begin following suit this winter. If the Cubs don't want to spend heavily on their bench for 2027 in free agency, that would be Alcantara's best hope of sticking around.
Even that possibility is far from a guarantee, of course. Alcantara would likely have to show some real improvement down the stretch at Triple-A in order to convince the Cubs to roll the dice on him next year. He'd then need to show out in Spring Training enough to earn a roster spot, and play well enough all next year to hold onto that spot without a return to the minors. That's an extremely tall order, and no one should be surprised if the Jaguar is playing for another club next year.
