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Dylan Cease News / Chicago Cubs on SI / October 31
Cubs Should Think Twice About Dylan Cease Free Agency Pursuit
On October 25, Chicago’s 670 AM sports radio host Bruce Levine made a strong claim about the Chicago Cubs' potential interest in pursuing veteran hurler Dylan Cease in free agency this offseason.
Seiya Suzuki News / Bleed Cubbie Blue / October 31
Cubs contracts: An extension proposal for Seiya Suzuki 
I like Seiya Suzuki and what he’s brought to the Cubs. He’s been worth 11.1 bWAR in his four years with the team, about 3 WAR per season. He will hit his 100th home run as a Cub next year, most likely (almost certainly, as he’s averaged 22 per season).
Kyle Schwarber News / ChiCitySports / October 31
Chicago Cubs should be able to afford reunion with Kyle Schwarber
The Chicago Cubs are going to have some interesting decisions to make in terms of roster construction this offseason. After a trip to the playoffs this past season, Chicago should be aggressive in their pursuit of players.
The 'World Series single-game K leaders' quiz
How many of the MLB pitchers to get at least 10 strikeouts in one World Series appearance can you name in six minutes?
Chicago Cubs News / Chicago Cubs on SI / October 30
Cubs Could Be Forced To Trade Young Star In Order To Make Free Agent Splash
The Chicago Cubs head into the offseason hungry to get back to the playoffs after their first real run in close to a decade seemed to light a new fire underneath the franchise.
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.
Matt Shaw News / ChiCitySports / October 30
Will the Chicago Cubs move on from Matt Shaw in 2026?
The Chicago Cubs finished the 2025 season with a bit of a whimper, losing in Game Five of the NLDS to the Milwaukee Brewers, after one last, defiant push to battle back from a 0-2 series deficit.
Alex Bregman News / Chicago Cubs on SI / October 30
Why Alex Bregman Shouldn't Be Cubs Top Third Base Free Agency Target
If Kyle Tucker leaves in free agency, the Chicago Cubs will need to try at least to replace his production in the lineup. While the most obvious way to do this would be to try and sign (or trade for) another outfielder because that's where Tucker played on defense, Chicago could also make a play for a top talent at another position.
MLB News / Chicago Cubs on SI / October 29
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.
Chicago 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 / 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.
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 / 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.
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.
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.
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.
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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