Speculation is already surrounding the Chicago Cubs' offseason. With plenty of roster holes to fill, the team needs to find ways to improve and contend for a World Series title.
If someone told you that a team would have to rebuild their entire starting rotation and a good part of their bullpen—in a single offseason—you’d be right to rule them out for any sort of run at the postseason.
The Chicago Cubs have assigned right-handed pitcher Maykoll Jaspe to their Dominican Summer League Cubs Blue affiliate, according to the MiLB transaction log.
Next month, I’ll begin my usual “Cubs free agent target” series, as well as writing a few articles about potential Cubs trade targets. For now, I’d like to continue this series that’s been taking a look at 2026 Cubs who are going to be free agents.
The Chicago Cubs face a busy offseason after their pitching staff faltered in the postseason, and one MLB insider is pushing the club to bring back left-hander David Peterson rather than focusing solely on higher-profile arms.
As the trade deadline inched closer, the Chicago Cubs had no choice. They were considered one of the handful of teams in baseball to have a genuine shot at a World Series run.
The Chicago Cubs could face the gargantuan task this offseason of replacing their entire end-of-season starting rotation. Matthew Boyd, Shota Imanaga, Kevin Gausman, Clay Holmes, and David Peterson could all be moving on via free agency.
Chicago Cubs third baseman Alex Bregman endured a disappointing 2026 postseason as offensive struggles continued to plague hitters across Major League Baseball.
The Chicago Cubs will have to make several big, potentially team-altering decisions this coming offseason. And although the pitching situation garners most of the attention, the looming outfield dilemma has to be a close second in terms of impact.
What should have been a step up from an electric 2025 turned into another building-block season for the Chicago Cubs in 2026. Before the calendar could
The Chicago Cubs continue to build a reputation as one of baseball’s best defensive teams, and Wednesday’s Gold Glove Award finalist announcement gives North Side fans another reason to be proud.
The Rawlings Gold Glove finalists have been announced, and as usual, there’s a handful of Chicago Cubs on the list. Heading into this season, Pete Crow-Armstrong, Ian Happ, and Dansby Swanson were expected to be in the mix.
Pete Crow-Armstrong has begun to receive awards for his fantastic 2026 season. Last week PCA was named Baseball America’s 2026 Player of the Year. Today, the MLB Players Association announced nominees for three awards they present every season.
The Chicago Cubs finished the 2026 regular season as the best defensive team in baseball. And it wasn't particularly close. The Cubs' Fielding Run Value sat at a league-high 73, according to Baseball Savant.
The Chicago Cubs season came to a disappointing end in the National League wild card round. The Cubs looked like one of MLB’s best teams at times while also looking like one of the worst at others.
Rawlings announced its 2026 Gold Glove Award finalists on Wednesday, and the Cubs were predictably represented well. They have finalists at five different positions, including all three outfield spots, and should take home the hardware in a few of those.
The Cubs are known as an elite defensive unit and today, Rawlings announced the “finalists” for their Gold Glove Awards for this year. In reality, these aren’t actually “finalists,” which is why that’s in quotes — there isn’t another election.
The Chicago Cubs have made their pitching decision for Game 2 of the National League Wild Card Series. Kevin Gausman will take the mound Wednesday against the San Diego Padres, giving Chicago the veteran right-hander with its season on the line after an 8-0 loss in Game 1.
The 2026 Chicago Cubs season ended on a pretty low note, considering how the regular season went. They were in a commanding position to secure home-field advantage for the Wild Card round before losing it to the Padres in the final days of the regular season.
When the Chicago Cubs hired Craig Counsell before the 2024 season, the move was framed as a franchise altering moment. Counsell arrived with a reputation as one of baseball’s sharpest managers, someone who had consistently elevated Milwaukee’s roster for nearly a decade.
The Chicago Cubs had a disappointing end to their 2026 regular season. The team saw lots of highs, yet they were unable to win a game in the MLB playoffs, getting swept by the San Diego Padres on the road at Petco Park.
The Cubs’ season came to an unceremonious end on Wednesday. Chicago was easily swept out of the Wild Card Series by San Diego. They lost by a combined 12-1 margin over the two contests.
The Chicago Cubs are officially out of the playoffs, and that could also mean that one notable player has played in his final game for them. Chicago is not expected to get into a bidding war for their veteran outfielder Seiya Suzuki, Patrick Mooney and Sahadev Sharma of The Athletic reported Thursday.
With the Chicago Cubs' early exit from the postseason and Kevin Gausman being a pending free agent this offseason, a reunion with the veteran is looking more realistic for the Toronto Blue Jays.