The Chicago Cubs didn’t just dip their toes into the offseason waters - they dove in headfirst. After a winter full of bold moves, this team enters the 2026 season with momentum, expectations, and a roster that looks ready to compete.
Yes, they lost Kyle Tucker in free agency - a tough blow, no doubt. But the front office didn’t sit still.
Instead, they pulled off one of the bigger signings of the offseason, landing veteran third baseman Alex Bregman. That’s a major win for a club looking to inject experience and leadership into the heart of the lineup.
On the pitching side, they added right-hander Edward Cabrera via trade from the Marlins - a high-upside arm who could make a real impact in the rotation or bullpen, depending on how things shake out this spring.
Most of the lineup is already penciled in, but spring training won’t be without intrigue. One of the key position battles to watch is for the fourth outfielder spot - a role that might seem minor on paper, but could quickly become pivotal depending on how the season unfolds.
Right now, it’s shaping up to be a three-man race between a pair of veterans and one of the organization’s top prospects. Dylan Carlson and Chas McCormick are both in camp on minor league deals, while Kevin Alcantara - a name Cubs fans have been hearing for a while - is knocking on the door of the majors.
This isn’t just about who gets to ride the bench. There’s a real possibility the fourth outfielder sees significant playing time.
If Moises Ballesteros struggles in the designated hitter role, the Cubs could shift Seiya Suzuki into that DH spot more regularly. That would open up a corner outfield position - and whoever wins this spring battle could find themselves in the lineup more often than expected.
McCormick might have the edge going in. He’s known for his glove, and his career .995 fielding percentage in the outfield speaks for itself.
He’s the kind of steady, reliable defender who can give the Cubs quality innings without sacrificing much in the field. Carlson brings versatility and switch-hitting ability, but he’ll need to show more consistency at the plate to separate himself.
As for Alcantara, the tools are there. He’s got the size, the athleticism, and the upside that makes scouts salivate.
But the Cubs may prefer to give him more regular at-bats at Triple-A to keep his development on track. It’s a classic case of balancing long-term potential with short-term need - and for now, letting Alcantara get everyday reps in the minors might be the smarter play.
So while the top of the Cubs’ roster looks playoff-ready, it’s these spring training position battles that could quietly shape the course of the season. Keep an eye on that fourth outfielder race - it might not grab headlines now, but by midseason, it could be one of the more important decisions the Cubs make.