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On YouTubeChicago Cubs News / Cubs Insider / October 29
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 / 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.
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.
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?
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.
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.
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 / 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.
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.
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.
Chicago Cubs News / Chicago Cubs on SI / October 28
Should Cubs Make Painful Move And Trade Fan Favorite All-Star While Value Is High?
The Chicago Cubs head into the offseason coming off their first real playoff run in almost a decade, bringing a sense of baseball excitement back to the city and a renewed hope for contention.
Chicago Cubs News / Chicago Cubs on SI / October 28
Pope Leo's Cubs Roast Comes Back To Haunt Him With Latest Jersey Photo Op
The Chicago Cubs seem like a much more blessed franchise than their cross-town rival White Sox right now. Not only did the Cubs produce a much better season
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.
Chicago Cubs News / Bleed Cubbie Blue / October 28
Chicago Cubs news and notes: PCA, Cease, Tucker, Manfred.
We cover the coverage like PCA covers center field. Now in our eleventh season. Greetings. It’s true, this is the first episode of my eleventh season at the helm of this questionable enterprise, Cub Tracks that is.
Chicago Cubs News / Chicago Cubs on SI / October 28
Why Cubs Reported Interest In Top Free Agent Infielder Does Not Make Sense
The Chicago Cubs head into the offseason as one of the teams folks across the league are going to be paying close attention to for a few different reasons.
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 / ChiCitySports / October 26
Chicago Cubs: Bold moves needed ahead of life without Kyle Tucker
The Chicago Cubs are not going to have Kyle Tucker next season. That’s just a reality fans have to keep telling themselves in order to make it sink in.
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.
Dylan Cease News / MLB Trade Rumors / October 25
Dylan Cease, Cubs seem like match made in heaven, but that doesn't mean there will be a deal
The Cubs are viewed as a potential top suitor for Cease, and he will be pursued by the North Siders this winter.
Kyle Tucker News / Total Apex Sports / October 22
Chicago Cubs Star the Focus Of Team’s 2025 Offseason
The Chicago Cubs finished 2025 with a record of 92-70 after back-to-back 83-79 campaigns in 2023 and 2024. There were plenty of moves made to make that happen, but none more impactful than the acquisition of Kyle Tucker.
MLB News / Yardbarker / October 22
Three free agents the Yankees must sign to make World Series return
The days of George Steinbrenner seem like a distant memory in the Bronx. The New York Yankees last won the World Series in 2009, while he still stood at the helm.
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