Inside The Cubs

MLB Progress Report Reveals Cubs Set To Overtake Bitter Rival

Chicago's 2026 roster is starting to look more complete after this weekend.
Jed Hoyer
Jed Hoyer | Kamil Krzaczynski-Imagn Images

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The free agent market is starting to dwindle, but it's surprising the amount of talent that is still available in the second week of January. Luckily, the Chicago Cubs secured one of the best free agents available over the weekend.

Third baseman Alex Bregman was on everyone's radar (at least the organizations that could afford him), and while the Cubs had come up short in the bidding war for Bregman just last offseason, they avoided the same fate this year.

After the acquisition of Bregman, MLB.com writer Bradford Doolittle released his midwinter progress report for all 30 teams, and Chicago cracked the top-10 (No. 8) as their roster has improved immensely within the last week.

Cubs NL Central favorites

Bregman hitting a double in the wild card round of the 2025 playoffs against the Yankee
Brad Penner-Imagn Images

"Chicago's outlook jumped by 1.3 wins in the simulations, their playoff odds went up by nearly 6% and the title odds went up by 1.1%. With the improvement, Chicago leapfrogged the Brewers as the current, way-too-early favorites in the NL Central," said Doolittle.

In addition to their new third baseman, the Cubs also added a low-cost, high-reward arm to the starting rotation, with Jed Hoyer striking a deal with the Miami Marlins for Edward Cabrera. In return, the Cubs gave up No. 1 prospect Owen Caissie and two additional prospects.

But in doing so, Hoyer has made one thing clear: he is ready to win now.

New faces on the Cubs 2026 roster

Well before the Cabrera trade or the Bregman signing, the only notable moves that Chicago had made were within their bullpen. Hoyer added a trio of relievers in Phil Maton, ground ball specialist Hoby Milner, as well as Hunter Harvey.

Phil Maton throwing a pitch to the Brewers
Phil Maton | Jim Cowsert-Imagn Images

In case Cubs fans hadn't been following Bregman's career up to this point, his hardware speaks for itself. And it isn't shocking that he has built up such a list of accolades, with a career .272 batting average (.273 in 2025) to complement his .846 OPS.

  • World Series Champion: 2017, 2022
  • All-Star: 2018, 2019, 2025
  • Gold Glove Award: 2024 (AL Third Baseman)
  • Silver Slugger Award: 2019 (AL Third Baseman)
  • Silver Slugger Finalist: 2023, 2025
  • All MLB- Second Team: 2019
  • All-Star Game MVP: 2018
  • Led American League: WAR (2019), Doubles (2018)
  • Team USA: Gold Medalist, 2017 World Baseball Classic 

Cabrera, on the other hand, hasn't built up near the accolades, which is why he's only costing the Cubs $4.45 million in 2026. But make no mistake, he is trending in the right direction after a breakthrough 2025 where he posted a 3.53 ERA and 150 strikeouts in 26 starts.

This has been a big week for the Cubs, and they are rightfully back in contention for taking the NL Central crown from the Brewers as they fight their way into a battle for the Pennant.

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Maddy Dickens
MADDY DICKENS

Maddy Dickens resides in Loveland, Colorado. She grew up with two older brothers, where their lives revolved around sports. She earned a master's degree in business management from Tarleton State University while simultaneously playing basketball and competing in rodeo at the collegiate level. She successfully parlayed a reserve national championship into a professional rodeo career and now stays involved in upper-level athletics by writing for On SI on several different MLB teams' pages, along with some NCAA sites.