Chicago Cubs: Breaking News, Rumors & Highlights

Chicago Cubs 2027 Free Agency Moves to Make to Become True Contenders

The Chicago Cubs have plenty of questions to answer after another disappointing postseason ending, and the decisions made over the next few months could determine how far this team goes in 2027.

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The Morning Bark

The Quiz of the Day

A few thoughts about the Cubs and Kevin Gausman

Kevin Gausman was acquired by the Cubs, ostensibly, because of his extensive postseason experience and in particular, how he starred for the Blue Jays in 2025.

Chicago Cubs News / Bleed Cubbie Blue / October 22

Chicago Cubs news— Detmers, Kwan, Morejon

Today’s Reflections Good morning, everyone. I hope you are recharging in preparation of the upcoming World Series. I appreciate your reading. *means autoplay on, (directions to remove for Firefox and Chrome). {$} means paywall.

Chicago Cubs News / ChiCitySports / October 22

Chicago Cubs linked to trade for All-Star Guardians outfielder

The Chicago Cubs are amongst the many teams in MLB who have already begun their offseason planning. That collective now includes that Cleveland Guardians, after they were eliminated by the Tampa Bay Rays in the ALCS.

Tampa Bay Rays News / Yardbarker Quizzes

The 'ALCS MVPs' quiz

MLB has been awarding the American League Championship Series MVP Award since the 1980 season. How many of the winners in that time can you name in six minutes?

The '2026 MLB Opening Day starters' quiz

The 'MLB K-leaders by league' quiz

The 'MLB K leaders since 1995' quiz

Chicago Cubs News / Bleed Cubbie Blue / October 21

The Cubs could be forced to reveal some proprietary financial information

Well now, that’s a provocative headline. Here’s the story. Wrigley View Rooftop was one of a handful of rooftop clubs that were not bought out by the Ricketts family over the last few years (those that were, you can tell by the WRIGLEYROOFTOPS.COM signs on the buildings).

Athletics News / Yardbarker

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 / Chicago Cubs on SI / October 21

Cubs Make Decision on Pitching Coaches After Chaotic 2026

While the Chicago Cubs will inevitably make some changes to their bullpen and starting rotation, the coaching staff will remain the same. According to a report by The Athletic's Patrick Mooney and Sahadev Sharma, the full expectation is that the Cubs will keep pitching coach Tommy Hottovy and assistant pitching coach Casey Jacobson.

Chicago Cubs News / MLB Trade Rumors / October 21

Cubs To Make International Scouting Hire

The Cubs are expected to bring in longtime Rays international scouting director Steve Miller, as first reported by Francys Romero of BeisbolFR. Miller will serve as vice president of Chicago’s international scouting department.

Chicago Cubs News / ChiCitySports / October 21

Report: Chicago Cubs had major deadline trade nixed at last minute

The Chicago Cubs were given credit for doing the best they could at this year’s trade deadline to bolster a banged-up, depleted pitching staff. In total, they acquired Kevin Gausman from the Blue Jays, Clay Holmes from the Mets (along with outfielder Tyrone Taylor), Braxton Garrett from the Marlins, and Ryan Zeferjahn from the Angels.

Chicago Cubs News / Bleed Cubbie Blue / October 21

A few thoughts about the Cubs and Shōta Imanaga

It occurred to me recently that while I’d done an article in this series about most of the Cubs who will be free agents or who have options, I hadn’t done one on Shōta Imanaga.

Steven Kwan News / TWSN / October 20

The Chicago Cubs Need to Acquire Steven Kwan From the Cleveland Guardians

The more you think about it, the more a Steven Kwan trade makes sense for the Chicago Cubs. At first glance, Kwan is not the type of player who grabs headlines.

Chicago Cubs News / On Tap Sports Net / October 20

Report: Cubs Expected to Keep Pitching Coaches Tommy Hottovy, Casey Jacobson for 2027

The Cubs aren’t blowing up the pitching side of Craig Counsell’s staff. Pitching coach Tommy Hottovy and assistant pitching coach Casey Jacobson are expected to be retained for 2027, The Athletic’s Patrick Mooney and Sahadev Sharma reported Tuesday.

Athletics News / Yardbarker

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 / Chicago Cubs on SI / October 20

Will the Cubs Make Another Push for Reid Detmers This Offseason?

The Chicago Cubs desperately need starting pitchers. You know it. I know it. Jed Hoyer knows it. Yes, the organization did attempt to address this clear area of weakness at the MLB trade deadline.

Chicago Cubs News / ChiCitySports / October 20

Chicago Cubs under-the-radar trade idea could pay off big-time

The Chicago Cubs’ primary focus this offseason is pitching. That’s certainly no surprise as the team faces an unprecedented rebuilding task this winter/spring.