Chicago Cubs: Breaking News, Rumors & Highlights

Why 10-Time Gold Glove Winner Could Be Cubs Perfect Trade Fit

One of the most intriguing stories during last MLB offseason was whether the St. Louis Cardinals were going to trade eight-time MLB All-Star and 10-time Gold Glove Award winner Nolan Arenado.

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The Morning Bark

The Quiz of the Day

CubsCon 2026 Weekend Passes on Sale Thursday

It’s hard to believe Cubs Convention is less than three months away, but here we are. See the media release below for details on weekend passes. CHICAGO – Starting tomorrow, October 30, at noon CT, weekend passes for the 2026 Cubs Convention at the Sheraton Grand Chicago will go on sale to the general public.

Chicago Cubs News / New Baseball Media / October 29

2025 MLB Season Recap: Chicago Cubs

The 2025 Chicago Cubs were able to break the franchise’s postseason drought. Chicago (NL) won 92 games and made it to the NLDS. But ultimately, the Milwaukee Brewers outclassed the Cubs, as Chicago’s pitching and offense couldn’t manufacture enough in their losses up in Wisconsin.

Shohei Ohtani News / ChiCitySports / October 29

Report: Chicago Cubs removed themselves from Shohei Ohtani pursuit

The Chicago Cubs are looking to re-tool and get back into the postseason mix next season after being eliminated in Game Five of the NLDS by the Milwaukee Brewers.

Freddie Freeman News / Yardbarker Quizzes

The 'World Series walk-off home runs' quiz

There have been just 19 walk-off home runs in the history of the World Series. How many of the players to hit one can you name in five minutes?

The 'World Series home run leaders' quiz

The 'AL & NL batting champions since 2003' quiz

The 'World Series Champions' quiz

Chicago Cubs News / Bleed Cubbie Blue / October 29

Cubs Convention passes go on sale Thursday

The annual Cubs Convention at the Sheraton Grand Hotel in downtown Chicago will take place Jan. 16-18, 2026, and weekend passes will go on sale tomorrow, Oct.

MLB News / Yardbarker

25 notable MLB Hall of Famers who never won a World Series

Among the countless Hall of Famers who never experienced the joy of winning a World Series, there are several notable legends who stand out. Here's our list of the 25 greatest.

Chicago Cubs News / Cubs Insider / October 29

Cubs Could Target Japanese RHP Tatsuya Imai, Who Throws ‘Wrong Way’ Slider

I’ve been looking for the right time to write about Japanese righty Tatsuya Imai ever since seeing Lance Brozdowski’s breakdown of his “wrong way” slider (5:35 mark, clip below), and now I’ve got it.

Luis Martinez-Gomez News / Chicago Cubs on SI / October 29

Luis-Martinez Gomez Emerging As Cubs’ Best Arizona Fall League Pitcher

The Chicago Cubs prospects playing for the Mesa Solar Sox in the Arizona Fall League are looking up at most of the league after 17 games. The Solar Sox are 7-10, which is the second-worst record in the league ahead of Glendale (4-12).

Ian Happ News / Bleed Cubbie Blue / October 29

Cubs contracts: An extension proposal for Ian Happ

Okay, so most of you didn’t like my series on proposed extensions for young Cubs players. Yes, I probably went overboard on some of them. Mainly, I just wanted to open up the topics for discussion.

Kyle Schwarber News / Cubs Insider / October 29

Latest Contract Prediction Makes Kyle Schwarber Attractive Option for Cubs

Jim Bowden of The Athletic released his contract predictions for the top 50 free agents on Monday, giving fans his opinion on how much some of the most sought-after names will cost their teams this winter.

Chicago Cubs News / Chicago Cubs on SI / October 29

Cubs Should Lock Down Critical Star This Offseason Before Contract Year Hits

The Chicago Cubs head into the offseason with the big question looming being who they are going to acquire, either via free agency or trade. It's natural for this to be the first thing on the minds of fans after a big winter at this point a year ago, when the team's moves led to the first real playoff run in close to a decade.

Chicago Cubs News / Bleed Cubbie Blue / October 29

Chicago Cubs history unpacked, October 29

On Mondays, Wednesdays, and Fridays, Bleed Cubbie Blue is pleased to present a light-hearted, Cubs-centric look at baseball’s colorful past. Here’s a handy Cubs timeline, to help you follow the various narrative paths.

MLB News / Yardbarker

The 25 greatest pitching seasons from the modern MLB era

America's favorite pastime has more memorable performances than any sport. As such, figuring out which pitchers had the best seasons ever is no easy task.

MLB News / New Baseball Media / October 29

2025 MLB Season Recap: Cleveland Guardians

For much of the 2025 campaign, the Guardians didn’t appear poised to make the playoffs. But after a late-season collapse by the Tigers, Cleveland rode a hot stretch in September to win the AL Central.

Chicago Cubs News / ChiCitySports / October 28

Chicago Cubs must resist the urge to trade this against-the-grain top prospect

The Chicago Cubs are in an interesting position as they head into the 2026 season. More News: Chicago Cubs favored to retain two key free agents, per insider They’re staring down the reality that many of their top assets may only be with the club for one more season.

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The 'World Series walk-off home runs' quiz

The 'Active 140-yard, two TD catch games' quiz

The 'Active NFL receptions leaders' quiz

The 'ALCS MVPs' quiz

MLB News / ChiCitySports / October 28

Pope Leo XIV gifted a Chicago Cubs jersey

It’s no secret that Pope Leo XIV has his love for Chicago sports teams. He’s a fan of all Chicago teams except the Cubs as he’s made it known his support is for the White Sox.

Matt Shaw News / Bleed Cubbie Blue / October 28

Cubs contracts: An extension proposal for Matt Shaw

Matt Shaw was the Cubs’ No. 1 pick in 2023 out of Maryland and raced through the system, making his MLB debut this past March in Tokyo. Unfortunately, Shaw didn’t hit well early in the season.

Kyle Tucker News / Sporting News / October 27

Phillies deemed a potential landing spot for star free agent Kyle Tucker

Tucker spent last season with the Chicago Cubs, and was named an All-Star for the fourth straight season.

Dansby Swanson News / Chicago Cubs on SI / October 27

Dansby Swanson Reflects On ‘Dang Good’ Cubs Season In Emotional Message

No MLB team has its end goal being making it to the NLDS before each season begins. In fact, it's hard to imagine that any team has ever had a goal other than winning the World Series each season, even those teams that never had a chance of making the playoffs.

Pete Crow-Armstrong News / MLB Trade Rumors / October 26

Extension candidate: Pete Crow-Armstrong

Few players captured more attention throughout the 2025 season than Pete Crow-Armstrong. The young center fielder seemed to launch himself into superstardom in the first half this year, with 20 doubles, 21 homers, and 25 steals through the end of June.

Kyle Tucker News / Viral Sports News / October 26

Chicago Cubs Receive Brutal Kyle Tucker Prediction Before Offseason

The Chicago Cubs rolled the dice last offseason, engineering a blockbuster trade for Houston Astros star Kyle Tucker in a move that signaled championship ambition.

Chicago Cubs News / Larry Brown Sports / October 26

Cubs expected to pursue a former Cy Young finalist in free agency

The Chicago Cubs may be about to take a big swing for their rotation. Chicago is expected to pursue San Diego Padres pitcher Dylan Cease in free agency this winter, Bruce Levine of 670 The Score reported this week.

Chicago Cubs News / Viral Sports News / October 26

Report: Cubs Interested in Reunion With Star Pitcher

The Chicago Cubs are gearing up for an aggressive offseason, with right-hander Dylan Cease emerging as a prime target to bolster their starting pitching, according to Bruce Levine of 670 The Score.