Cubs Face Five Questions That Could Shape Their 2026 Season

As the 2026 season kicks off, the Cubs face critical development and strategic questions that will shape their championship aspirations.

Opening Day is here, and for Cubs fans, it’s a time of hopeful curiosity. The 2026 season kicks off with more questions than answers, as one game won’t define the Cubs' journey.

This season opener is just the beginning of a long 162-game exploration. Let’s dive into five key areas Cubs fans should keep an eye on as the season unfolds.

1. Edward Cabrera's Potential: A Diamond in the Rough?

Edward Cabrera is the pitcher to watch. With electric potential, he could emerge as the ace of the Cubs' rotation, battling it out with Cade Horton for that title.

If Cabrera can harness his raw talent, striking out 250 batters isn’t out of the question. However, issues with his fastball and command could inflate his ERA to around 5.00.

The Cubs have been working hard this spring to fine-tune his fastball, but only time will tell if their efforts pay off.

2. The Real Pete Crow-Armstrong: Superstar or Still Developing?

Pete Crow-Armstrong is the face of the franchise, a defensive wizard at just 24 years old. Yet, his .287 OBP from last year raises questions about his plate discipline.

If Crow-Armstrong can refine his approach at the plate, his power-speed combo could make him the lineup's centerpiece. The Cubs are banking on him finding consistency in the batter’s box to unlock his superstar potential.

3. Dansby Swanson's Longevity at Shortstop: How Long Can It Last?

Dansby Swanson has been a rock at shortstop, anchoring the Cubs’ defense. But as he turns 32, the question looms: how much longer can he maintain his elite level of play? Shortstops rarely remain at their peak into their mid-30s, so keeping an eye on Swanson’s performance this season is crucial for the Cubs’ long-term plans.

4. Matt Shaw’s New Challenge: Can He Step Up?

Matt Shaw had an impressive spring, adapting to the outfield and simplifying his batting stance. His versatility will be tested as he juggles positions and playing time.

Shaw’s ability to contribute consistently is vital, as the Cubs need his bat and glove to compete with the Brewers’ depth. If he rises to the occasion, Shaw could be a key player in the Cubs’ success.

5. Bullpen Dynamics: Stability or Uncertainty?

The Cubs invested heavily in their bullpen this offseason, bringing in reliable arms like Phil Maton and Hunter Harvey. Yet, the bullpen’s true potential hinges on someone stepping up unexpectedly.

Ben Brown could be that breakout star, offering multi-inning relief that could define the bullpen's success. With Daniel Palencia emerging as a relief ace, the Cubs need others to exceed expectations for a championship-caliber performance.

The Cubs have the potential to be a 100-win team, poised to challenge the Brewers in the NL Central. While questions remain on Opening Day, the outlook is optimistic. Here’s to a season filled with discovery and excitement.