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On YouTubeChicago Cubs News / Cubs Insider / October 15
Let’s Discuss How Cubs Will Navigate Shōta Imanaga’s Complicated Option Situation 
A year ago, everyone would have agreed that the Cubs would jump on the opportunity to exercise their three-year, $57 million option on Shōta Imanaga this offseason.
Chicago Cubs News / Bleed Cubbie Blue / October 15
Pete Crow-Armstrong, Ian Happ and 4 other Cubs are Gold Glove finalists
Five Cubs were named “finalists” for 2025 Rawlings Gold Gloves, announced Wednesday morning. I put “finalists” in quotes because there’s not another election after this announcement.
Chicago Cubs News / Chicago Cubs on SI / October 14
Two Big Reasons For Cubs Fans To Stay Optimistic For 2026
It is easy to focus on the negatives of the Chicago Cubs' season, especially after the bitter taste of losing a game five in the playoffs, pointing the finger at every mistake that led to going home instead of playing for the National League Pennant.
The '10-strikeout, 0-walk, 0-run MLB playoff pitchers' quiz
How many of the MLB pitchers to strikeout at least 10 batters while walking none and allowing no runs in a playoff game can you name in five minutes?
Shota Imanaga News / Chicago Cubs on SI / October 14
Shota Imanaga's Cubs Contract Options Are Complicated — Here’s The Smart Move
The Chicago Cubs are a team that many people will be keeping a close eye on this offseason. Their biggest national storyline is the future of right fielder Kyle Tucker.
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 Tucker News / ChiCitySports / October 14
Chicago Cubs will still pass on Kyle Tucker despite plummeting free agent value, per insider
The Chicago Cubs acquired right fielder Kyle Tucker in a three-for-one trade with the Houston Astros in December. They knew full well that the deal had the potential to backfire spectacularly.
Chicago Cubs News / Chicago Cubs on SI / October 14
NL Rival Reportedly Targeting Cubs Bench Coach Ryan Flaherty For Manager Role
The Chicago Cubs could have to make a major staffing change in the near future after a surprising piece of news surfaced this week from within the National League.
Brad Keller News / MLB Trade Rumors / October 14
Brad Keller interested in re-signing with Cubs
Right-hander Brad Keller is slated for free agency, but would seemingly be very happy to be a Cub again next year.
Chicago Cubs News / Bleed Cubbie Blue / October 14
Today in Cubs history: The Cubs win the World Series
With the Cubs’ postseason run in 2025 ended, I thought it would be fun to have a look back at some previous postseason successes. In this case, it’s the anniversary of a Cubs World Series title.
MLB News / Stadium Rant / October 14
Cubs’ Post-Season Ends In Milwaukee As Brewers Move On To NLCS
The Chicago Cubs’ playoff run ended Saturday night in heartbreak, losing 3-1 to the Milwaukee Brewers in Game 5 of the NLDS. Their comeback hopes fizzled under postseason pressure.
Kyle Tucker News / Chicago Cubs on SI / October 14
Teams That Are The Biggest Threat To The Cubs' Chances of Bringing Back Kyle Tucker
The Chicago Cubs shocked the baseball world when they completed a trade with the Houston Astros last offseason centered around star right fielder Kyle Tucker.
Kyle Schwarber News / Yardbarker / October 15
Three teams that should be in the market for Kyle Schwarber this offseason
Schwarber is coming off the best season of his career, which will serve him well heading into free agency.
Chicago Cubs News / Bleed Cubbie Blue / October 14
2025 Cubs final season grades: Pitchers
The Cubs had quite a bit of success from the pitching staff in 2025. There were some breakout performances, some guys who had been discarded from other teams did well, and there seems to be pretty good hope for the future.
Chicago Cubs News / Chicago Cubs on SI / October 14
The Good, Bad and Ugly of the Chicago Cubs’ 2025 Season
The Chicago Cubs finally returned to the playoffs in 2025. The Cubs even won a playoff series. But the run ended in the NLDS against the Milwaukee Brewers.
Chicago Cubs News / Bleed Cubbie Blue / October 14
Chicago Cubs news and notes: Tucker, Pomeranz, PCA
We cover the coverage like PCA covers center field. Kyle Tucker is determinedly noncomittal, probably so as not to compromise his bargaining position. I wouldn’t read too much into the below quote.
Chicago Cubs News / Chicago Cubs on SI / October 14
Dansby Swanson's Message On Cubs 'Obvious' Kyle Tucker Need Speaks Volumes
The Chicago Cubs must reckon with not having Kyle Tucker on their team next season. In fact, all indications are that Tucker doesn't seem likely to come back to the Cubs, if only because Chicago's front office hasn't displayed a willingness to spend a premium on the game's elite free agents.
Chicago Cubs News / ChiCitySports / October 13
Chicago Cubs could lose half their team this offseason: Who will stay, who will go
The Chicago Cubs were eliminated in Game Five of the NLDS this past Saturday by the Milwaukee Brewers at American Family Field. With the loss comes the necessary thoughts for next year and the effort to build upon this year’s successes in pursuit of another playoff run.
Chicago Cubs News / Fastball on SI / October 13
3 Bold Offseason Predictions For Cubs To Follow Sting Of NLDS Defeat
The offseason has arrived for the Chicago Cubs, and after a successful season, their future is surprisingly wide-open. Kyle Tucker's arrival with the Cubs was a signal that the team was in win-now mode.
Kyle Tucker News / ChiCitySports / October 12
Chicago Cubs: Kyle Tucker all but says goodbye in final comments of 2025 season
The Chicago Cubs were eliminated Saturday night in Game Five of the NLDS by the division rival Milwaukee Brewers. The 3-1 loss felt like a bit of a whimper after the team boldly battled back from a 0-2 series deficit to force this fifth game.
MLB News / Larry Brown Sports / October 12
Brewers troll the Cubs during their NLDS victory celebration
The Milwaukee Brewers busted out the props to troll the Chicago Cubs after their NLDS victory. Milwaukee prevailed in Saturday’s winner-take-all Game 5 of the NLDS against Chicago by the final score of 3-1.
MLB News / Yardbarker / October 12
MLB playoff takeaways: Brewers knock off Cubs, but bigger challenge awaits
Here are some takeaways from the Brewers' Game 5 win.
Chicago Cubs News / Athlon Sports / October 11
The Cubs Turned Game 5 Into a Mind Game Before the First Pitch
• The Cubs waited until noon on Game 5 day to announce Drew Pomeranz as their starter in the win-or-go-home NLDS finale. • Pomeranz has dominated the Brewers this year but has not started a postseason game.
MLB News / MLB Trade Rumors / October 10
MLB disciplines Jose Iglesias, Xander Bogaerts
MLB has announced that infielders Jose Iglesias and Xander Bogaerts have received a one-game suspension and an undisclosed fine for their conduct towards umpires after Game 3 of the wild-card series against the Cubs.
Craig Counsell News / EssentiallySports / October 9
Craig Counsell Defends $29M Gamble as Cubs Risk Playoff Embarrassment at Home
Every postseason series that remains is now a do-or-die for teams. The Dodgers and Phillies, the Mariners and Tigers, and last but not least, the Chicago Cubs and the Milwaukee Brewers.
Matt Boyd News / EssentiallySports / October 9
Chicago Gives Up On ALDS Hopes After Cubs Manager Makes Risky Matthew Boyd Decision
The Chicago Cubs’ recent postseason decision has sparked outrage from fans across the city. The clubhouse’s repeated decision to entrust the ball to veteran left-hander Matthew Boyd has fueled frustration, with many believing manager Craig Counsell threw all warning signs in the wind.
Chicago Cubs News / Larry Brown Sports / October 8
Cubs give up a run on awful defensive blunder
The Chicago Cubs were facing elimination on Wednesday against the Milwaukee Brewers, and they did not get off to a good start in their decisive Game 3.
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