Chicago Cubs: Breaking News, Rumors & Highlights

Chicago Cubs News / ChiCitySports / November 9

Assessing the Cubs’ free agent relievers most likely to return in 2026

The Chicago Cubs enter the offseason with several key members of their bullpen hitting free agency. Left-handed pitchers Taylor Rogers, Caleb Thielbar, and Drew Pomeranz are all free agents, along with right-handers Brad Keller, Ryan Brasier, Michael Soroka, and Aaron Civale.

Kyle Tucker News / Sporting News / November 9

Cubs predicted to pursue $120 million three-time All-star, two-time World Series champ to replace Kyle Tucker

This would be a solid replacement for the Cubs.

Taylor Rogers News / Chicago Cubs on SI / November 9

Why Cubs Should Consider Taylor Rogers Free Agency Reunion

On July 30, 2025, the Cincinnati Reds traded left-handed reliever Taylor Rogers to the Pittsburgh Pirates. One day later, Rogers was traded to the Chicago Cubs for outfield prospect Ivan Brethowr.

Yoshinobu Yamamoto News / Yardbarker Quizzes

The 'World Series MVPs' quiz

MLB has awarded the World Series MVP since 1955. How many of these players can you name in six minutes?

The 'Last playoff complete game by MLB team' quiz

The 'World Series walk-off home runs' quiz

The 'Recent MLB World Series managers' quiz

MLB News / Bleed Cubbie Blue / November 9

A report from the Arizona Fall League Home Run Derby

As the first snows of late fall hit the streets of Chicago there is still baseball out in the Arizona desert where it’s been mid-80s and sunny since I arrived on Thursday.

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 / Chicago Cubs on SI / November 9

How Cubs Dramatic Future Payroll Drop Will Allow Them To Pursue Major Free Agents

This is the time of year for Top 50 free agents lists and projections for salaries for those star players. The projections don’t necessarily line up with reality, but they do set outside expectations for what free agents could get.

Justin Steele News / Chicago Cubs on SI / November 9

Why Cubs Activated Justin Steele from 60-Day IL In Post-World Series Move

Chicago Cubs fans know that left-hander Justin Steele is unlikely to pitch until at least the second half of the 2026 season due to Tommy John surgery.

Shota Imanaga News / MLB on ClutchPoints / November 9

3 teams that should steal Shota Imanaga away from Cubs

The free agency market just welcomed one of its most intriguing available arms—and the Chicago Cubs inexplicably let him walk. Shota Imanaga, the 32-year-old Japanese left-handed starter who dazzled in his rookie MLB campaign, is now available after both sides declined their respective options.

Chicago Cubs News / Bleed Cubbie Blue / November 9

Cubs historical sleuthing: 1970s groovy beard edition

Many of you will likely remember Tim Blackwell, one of the typical “good field, no hit” catchers of the era. Blackwell usually sported a walrus mustache; that’s how I remember him.

Alex Bregman News / Chicago Cubs on SI / November 9

Cubs’ Past $130 Million Alex Bregman Offer Raises Free Agency Questions

The Chicago Cubs have some interesting decisions to make when it comes to attacking this upcoming offseason. While nothing is set in stone right now, the writing seems to be on the wall that Kyle Tucker's time in Chicago has ended.

A.J. Puckett News / ChiCitySports / November 9

1 recent MiLB free agent the Cubs should strongly consider bringing back

On November 6, 26 Chicago Cubs Minor League players officially entered free agency. Of this group, there are a few standouts, one of which is RHP A.J. Puckett.

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.

Shota Imanaga News / Sporting News / November 8

Potential landing spot for Cubs All-Star ace Shota Imanaga could be "nightmare scenario" for Chicago fans

This would be very upsetting for Cubs fans.

Chicago Cubs News / ChiCitySports / November 8

2025 KBO star pitcher serves as realistic Cubs free agent signing

The Chicago Cubs were dealt a massive blow recently when Shota Imanaga exercised his ability to opt out of his contract, making him a free agent. Imanaga’s ability to opt out was triggered by the Cubs declining to lengthen his contract to five years instead of four, but now his tenure in Chicago is done after just two seasons.

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The 'College Basketball 'Power 4' team names' quiz

The 'NHL all-time goal leaders' quiz

The 'Rookie TD pass leaders by team' quiz

The '2025 backup NFL quarterbacks' quiz

Chicago Cubs News / Cubs Insider / November 7

Cubs Win 2025 Gold Glove NL Team of the Year Award

We knew the Cubs’ defense was good, but now we have proof. This is the second time the Cubs have won the award, which was established in 2020. The Cubs led the National League in Defensive Runs Saved (84), Fielding Run Value (40), and Defensive Runs Above Average (34.7).

Chicago Cubs News / Cubs Insider / November 7

Kyle Tucker’s Cubs Tenure Was Neither Great Success Nor Failure, Just Unfulfilling

The Kyle Tucker era in Chicago may not be officially over just yet, but let’s be honest with ourselves: It’s over. If you had told me a year ago that the Cubs were going to trade for a superstar such as Tucker, I’d have been flabbergasted.

MLB News / Chicago Cubs on SI / November 7

Why Ex-Yankees Closer Luke Weaver Makes Perfect Sense For Cubs Bullpen

The Chicago Cubs are in a precarious place right now when it comes to their bullpen. This is owed to the team having multiple key pieces to their 2025 relief corps elect free agency heading into this offseason, including Caleb Thielbar, Drew Pomeranz, Aaron Civale, Taylor Rogers, Ryan Brasier, Michael Soroka, and Brad Keller.

Chicago Cubs News / Bleed Cubbie Blue / November 7

Cubs walkoff heroes: Dave Rosello, July 28, 1977

A version of this story ran in 2021 on the anniversary date of this game. I repost it here, lightly edited, with some added notes on Dave Rosello’s career.

Kyle Tucker News / Athlon Sports / November 6

Cubs Announce Kyle Tucker News Amid MLB Free Agency

Kyle Tucker is set to hit unrestricted free agency after one season as a member of the Chicago Cubs. As free agency begins, the Cubs extended the qualifying offer to Tucker on Thursday, a one-year offer worth $22 million.

MLB News / Yardbarker / November 6

Three questions facing the Los Angeles Dodgers this offseason

The Los Angeles Dodgers accomplished something that had not happened since 1999 — becoming back-to-back World Series champions.

Insider downplays Dodgers' interest in OF Kyle Tucker

Reports: Dodgers pick up options for Max Muncy, Alex Vesia

The greatest World Series rotations in MLB history

The 'National League MVPs' quiz

Justin Turner News / MLB Trade Rumors / November 6

Awesome MLB players from the 90s you probably forgot about

The 'Active 100-RBI MLB season' quiz

Chicago Cubs News / MLB Trade Rumors / November 5

Cubs not expected to pursue top free-agent relievers

The Cubs are going to need to overhaul their bullpen this winter after trading Andrew Kittredge to the Orioles yesterday while Brad Keller, Drew Pomeranz, and Caleb Thielbar are all ticketed for free agency.

Chicago Cubs News / Yardbarker / November 5