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On YouTubeChicago Cubs News / Cubs Insider / October 20
Cubs’ Pitching Search Could Find Them Seeking Trades with Division Rivals 
There will be a plethora of names mentioned as possible options for the Cubs throughout the offseason, and activity will start to pick up as soon as the World Series ends.
Chicago Cubs News / Bleed Cubbie Blue / October 20
The Cubs should have more promotional giveaway items
I’ve written on this topic previously, but now I’ve got some new information that I wanted to pass along to you. As you know if you attend Cubs games when there are promotional gate giveaways, the team limits those to the first 10,000 (or “up to” that number, as they generally say) who come to the gates.
Kyle Tucker News / Fastball on SI / October 20
Kyle Tucker Free Agency: Two Potential Fits Aside From Cubs and Dodgers
Kyle Tucker is set to become a free agent after the Chicago Cubs were eliminated in the National League Division Series by the Milwaukee Brewers. He helped lead the Cubs to a 92-win season, which earned them the top NL Wild Card spot.
The 'Three-home-run MLB playoff games' quiz
How many of the MLB players to hit three home runs in one postseason game can you name in five minutes?
Michael Busch News / Chicago Cubs on SI / October 20
Stats Prove Cubs’ Michael Busch Was Among MLB’s Best First Basemen This Year
It is really easy to focus on the negative aspects of the Chicago Cubs' season when it ends on a bitter note, like it did. They forced a game five with the Milwaukee Brewers in the National League Divisional Series, only to be sent home.
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 / Chicago Cubs on SI / October 19
Nightmare Kyle Tucker Free Agency Report Confirms Cubs' Worst Fears
The Chicago Cubs have officially turned their focus to the offseason, and major decisions are going to have to be made by the front office as they try to figure out how to get back to the playoffs next October.
Shota Imanaga News / Chicago Cubs on SI / October 19
Why Cubs' Shota Imanaga Contract Decision Should Be No-Brainer
While the Chicago Cubs' front office has several important decisions they need to make regarding bolstering their pitching staff this offseason, the most complex one by far is what to do with Shota Imanaga.
Chicago Cubs News / Bleed Cubbie Blue / October 19
Cubs historical sleuthing: 1950s edition
You might not think there are enough clues in this photo to narrow down the date, but not only do I have the date, I can tell you exactly when this photo was taken.
MLB News / MLB Trade Rumors / October 18
Dodgers pursuing Kyle Tucker would continue grand tradition, but key hurdle awaits L.A.
Tucker’s tough second half has knocked down his expected price tag somewhat, but that a $300M contract could still be realistic with even $400M.
Chicago Cubs News / Bleed Cubbie Blue / October 18
Cubs historical sleuthing: Crosley Field edition
Since it’s the offseason, it’s time to resume my photo/video historical sleuthing series. Before I begin, this is a call for you to send me photos or videos you’ve found that you think I could sleuth for you.
Chicago Cubs News / Bleed Cubbie Blue / October 18
Chicago Cubs news and notes: Imanaga, Tucker, Alcantara, Thompson
We cover the coverage like PCA covers center field. Keegan Thompson won’t be back, several sources say. El Jaguar had sports hernia surgery and is expected to be able to play in the spring..
Chicago Cubs News / Chicago Cubs on SI / October 18
How Cubs Fans Should Feel About David Ross Potentially Becoming NL Contender’s Next Manager
Each MLB offseason, there is a carousel of managerial vacancies, which stem from the front offices of underperforming teams looking to shake up who is leading their roster in hopes it will spur success the next season.
Chicago Cubs News / Stadium Rant / October 17
What Must The Chicago Cubs Do To Be Legitimate Contenders in 2026?
The Chicago Cubs finally made the playoffs in 2025 after a four-year drought, only to fall to their Central Division rivals, the Milwaukee Brewers, in the second round.
Chicago Cubs News / Chicago Cubs on SI / October 17
Cubs Could Replace Kyle Tucker With Exiled Phillies Slugger
If Kyle Tucker ends up signing with another team in free agency (as just about everybody expects him to) this offseason, the Chicago Cubs' front office will need a means of replacing the production he provided in 2025.
Kyle Schwarber News / Chicago Cubs on SI / October 17
Why Cubs Rumors Surrounding Potential Kyle Schwarber Reunion Don't Make Any Sense
As the Chicago Cubs turn the page to the offseason and try to figure out how to take the next step as a franchise following their deepest playoff run since 2017, some real decisions are going to have to be made.
Nate Pearson News / MLB Trade Rumors / October 17
Astros sign potential starting pitcher to one-year deal
The Houston Astros have inked right-hander Nate Pearson to a one-year, $1.35M deal, reported Chandler Rome of The Athletic. Pearson is expected to work as a starter for the Astros.
Chicago Cubs News / Athlon Sports / October 17
Cubs Mentioned as Possible Suitor for Aggressive Free Agency Splash
The Chicago Cubs are fresh off of a very disappointing loss to the NL Central rival Milwaukee Brewers in the NLDS. After a solid all-around regular season, the Cubs were clearly still missing some important pieces that caused their season to come to an end.
Chicago Cubs News / Stadium Rant / October 17
Cubs Fall Short In NLDS: Here’s How Management Can Build A Stronger Contender In 2026
The Chicago Cubs’ 2025 postseason came to a disappointing close with a Game Five loss to the dreaded Milwaukee Brewers in the NLDS. What began as a promising postseason run quickly unraveled due to starting-pitching injuries and inconsistent hitting from their key contributors.
Pete Crow-Armstrong News / ChiCitySports / October 17
Chicago Cubs exec on Pete Crow-Armstrong’s struggles: 'He’s gonna have to focus'
The Chicago Cubs, all things considered, had a pretty nice run this past season. Obviously, things could’ve ended in a better way than a Game Five elimination in the NLDS at the hands of the division rival Milwaukee Brewers.
Chicago Cubs News / Just Baseball / October 17
Five Takeaways From the Chicago Cubs’ 2025 Season
Everything was set up perfectly for Saturday to be like a scene from a movie. The Chicago Cubs versus the Milwaukee Brewers, winner-take-all Game 5 of the NLDS at American Family Field.
Kevin Alcantara News / MLB Trade Rumors / October 16
Cubs' Kevin Alcantara undergoes sports hernia surgery
Cubs outfielder Kevin Alcántara has undergone surgery to repair a sports hernia, the team announced. Maddie Lee of the Chicago Sun-Times was the first to report the news.
Chicago Cubs News / ChiCitySports / October 16
Chicago Cubs president non-committal on 2026 budget-related issues
The Chicago Cubs had a massively successful 2025– and that’s not even in reference to the actual team, which fought its way to Game 5 of the NLDS before being eliminated by the Milwaukee Brewers.
MLB News / Larry Brown Sports / October 16
Lifelong White Sox fan Pope Leo had a brutal comeback for Cubs fan
We have more proof that Pope Leo XIV is at least keeping up with the American sports scene despite his duties as head of the Roman Catholic Church.
Chicago Cubs News / ChiCitySports / October 15
The Chicago Cubs have 6 finalists for Gold Glove award
The Chicago Cubs have a lot of work to do this offseason to fix their roster, which failed to get them past the Milwaukee Brewers in the National League Division Series.
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.
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.
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