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Michael Conforto News / Bleed Cubbie Blue / October 19
A few thoughts about the Cubs and Michael Conforto 
First, let me say my proper mea culpa. I was wrong about Michael Conforto. When he was signed a week after Spring Training games began, I didn’t understand why the Cubs did that.
Chicago Cubs News / Cubs Insider / October 19
Assistant GM Jared Banner Leaves Cubs for GM Role in Baltimore
As first reported by Jeff Passan, the Orioles have hired Jared Banner to be their new GM. No relation to the gamma-irradiated scientist who turns into a green rage monster, Banner rose to the role of assistant GM with the Cubs after joining the organization as VP of special projects in 2021.
Chicago Cubs News / Chicago Cubs on SI / October 18
4 Trade Targets the Chicago Cubs Have to Keep an Eye On This Offseason
If the end of this season taught us anything, it's that the Chicago Cubs require a talent upgrade. Although there were many factors in their success, it wasn’t nearly enough to get them to the World Series.
The 'NLCS MVPs' quiz
MLB has been awarding the National League Championship Series MVP Award since the 1977 season. How many of the winners can you name in six minutes?
Chicago Cubs News / ChiCitySports / October 18
Chicago Cubs: 4 offseason steps to a 2027 World Series
Okay, the title of this column is a bit clickbait-y. The Chicago Cubs have a lot to do this offseason if they want to even make a serious playoff run. A cause for optimism, though, is that while a lot needs to be done, their needs are very well-defined and simple to target.
25 things we learned from the 2026 MLB season
The 2026 MLB season was full of great performances, breakout stars, and incredible feats. These are the 25 things we learned along the way.
Chicago Cubs News / Viral Sports News / October 18
Chicago Cubs Projected to Make Questionable $84 Million Move
The Chicago Cubs enter the offseason with a clear mandate to rebuild their starting rotation. Injuries and inconsistency plagued the staff throughout 2026, leaving the club thin behind a handful of reliable arms and exposed in the postseason.
Chicago Cubs News / ChiCitySports / October 17
Chicago Cubs: Who’s left to trade for those gaping 2027 roster holes?
The Chicago Cubs are facing a gargantuan task this offseason. First, they’re going to have to rebuild their entire starting rotation. The whole end-of-season rotation (Matthew Boyd, Shota Imanaga, Kevin Gausman, Clay Holmes, David Peterson) could be gone via free agency.
Chicago Cubs News / ChiCitySports / October 17
Pete Crow-Armstrong credits Alex Bregman advice for monster 2026 season
The Chicago Cubs may have had a disappointingly short run in the playoffs this season, but there was no disappointment at all when it came to the corner turned by their franchise asset Pete Crow-Armstrong.
Seiya Suzuki News / Viral Sports News / October 17
Cubs Land New Seiya Suzuki Update Before MLB Free Agency
The Chicago Cubs are expected to tender a qualifying offer to outfielder Seiya Suzuki as free agency approaches, according to a report from MLB insider Jon Heyman.
Chicago Cubs News / Chicago Cubs on SI / October 16
What Does a Successful Cubs Offseason Actually Look Like?
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.
Chicago Cubs News / ChiCitySports / October 16
Chicago Cubs predicted to disappoint with business as usual offseason
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.
25 records that were broken during the 2026 MLB season
The 2026 MLB season was historic in many ways. These 25 records were broken during the season.
Chicago Cubs News / Viral Sports News / October 16
Chicago Cubs Make Announcement on 17-Year-Old Pitcher
The Chicago Cubs have assigned right-handed pitcher Maykoll Jaspe to their Dominican Summer League Cubs Blue affiliate, according to the MiLB transaction log.
Chicago Cubs News / Viral Sports News / October 15
Chicago Cubs Urged to Target 31-Year-Old Pitcher in Free Agency
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.
Chicago Cubs News / Chicago Cubs on SI / October 15
Did the Cubs Actually Make a Huge Trade Deadline Mistake?
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.
Chicago Cubs News / ChiCitySports / October 16
Chicago Cubs predicted to trade for All-Star starting pitcher
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 News / MLB on ClutchPoints / October 15
Cubs star Alex Bregman is 1 of many hitters to stink in playoffs, and he knows exactly why
Chicago Cubs third baseman Alex Bregman endured a disappointing 2026 postseason as offensive struggles continued to plague hitters across Major League Baseball.
Seiya Suzuki News / ChiCitySports / October 15
Chicago Cubs possibly facing major NYC competition for free agent Seiya Suzuki?
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.
Chicago Cubs News / Chicago Cubs on SI / October 15
Cubs Stock Watch: Who is Up and Who is Down After 2026 Season?
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
Ronald Acuna Jr. News / TWSN / October 14
Three potential trade destinations for Ronald Acuna Jr.
Acuna, who has spent his entire MLB career with the Braves, could look for a change of scenery from Atlanta.
Dansby Swanson News / Athlon Sports / October 14
Cubs Make Dansby Swanson Announcement After 11th MLB Season
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.
Chicago Cubs News / Just Baseball / October 9
Where the Cubs Stand After an Abrupt End to the 2026 Season
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.
Craig Counsell News / TWSN / October 8
Another October Collapse Raises Tough Questions About Craig Counsell
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.
Chicago Cubs News / Larry Brown Sports / October 2
Cubs are not expected to bring back one player next season
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.
Kevin Gausman News / Yardbarker / October 2
Why Kevin Gausman, Blue Jays reunion is looking more realistic this offseason
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.
Pete Crow-Armstrong News / Yardbarker / October 1
Pete Crow-Armstrong shoulders blame after Cubs' wild-card loss
The Chicago Cubs season has come to an end with two losses to the San Diego Padres in the Wild Card Series at Petco Park.
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There is no gambling offered on this site.
Gambling Problem? Call 1-800-Gambler.