Chicago Cubs: Breaking News, Rumors & Highlights

Top Landing Spots for Free Agent Ian Happ

2026 marks a decade since the Chicago Cubs captured their third World Series title, ending a 108-year championship drought that had haunted the franchise for generations.

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Cubs Land New Tarik Skubal Update Before During Free Agency

The Chicago Cubs plan to sit out the bidding for free-agent pitcher Tarik Skubal, according to team sources, despite clear needs in their starting rotation heading into the 2027 season.

MLB News / Bleed Cubbie Blue / November 9

How to play in-5 Trivia on the SB Nation app

You all have mastered the art of commenting, but can you name a Cubs player faster than your fellow commenters? That’s the challenge with in-5, our daily trivia game, and today we’re announcing the debut of the game in the SB Nation app (in-5 is available on the web too, you’ve probably seen it at the top of the site).

Milwaukee Brewers 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 'NLCS MVPs' quiz

The 'Last MVP by MLB team 'quiz

The 'Platinum Glove winners since 2011' quiz

Chicago Cubs News / New Baseball Media / November 9

What the Cubs Should Target in the 2026-27 Offseason

The Cubs were active in the trade market this past summer, adding multiple starting pitchers to help fill out an injury-depleted rotation. Now, the Cubs will likely need to do a lot more work to fill out the 2027 rotation, as several notable faces will either be unavailable or are not even on the roster anymore.

Athletics News / Yardbarker

25 MLB prospects who will make an impact in 2027

The 2026 MLB season was driven by top performances from young players, and the crop of young talent in the minors has never been greater. These 25 prospects could emerge as top MLB players in 2027.

Drew Rasmussen News / Chicago Cubs on SI / November 8

Cubs Can Solve Their Biggest Problem By Calling the Rays About Drew Rasmussen

When you look at the current state of the Chicago Cubs, they have options this offseason. With the amount of money available to Jed Hoyer, he can make numerous big-time moves that set Chicago up for more success in 2027. Despite their historic season, led by Pete Crow-Armstrong, the Cubs couldn't make a deep playoff push.

Chicago Cubs News / Chicago Cubs on SI / November 8

2 Cubs Prospects Who Could Play a Big League Role in 2027

The Chicago Cubs had a historic season that showed real promise. The defense, in particular, served as a major bright spot. The team earned the National League Gold Glove Award, and two players received individual recognition: Alex Bregman and Pete Crow-Armstrong won Gold Gloves, and Crow-Armstrong also took home a Platinum Glove.

MLB News / ChiCitySports / November 8

Cubs’ No. 1 prospect could reach the big leagues sooner than expected

The Chicago Cubs are facing a lot of uncertainty heading into the 2027 season. But uncertainty is not always necessarily a bad thing. Amid bold-faced questions regarding starting pitching, the bullpen, both corner outfield positions, and catcher, there’s at least one possible good-news unknown on the radar for 2027—Josiah Hartshorn.

Pete Crow-Armstrong News / Bleed Cubbie Blue / November 8

Chicago Cubs news: Pete Crow-Armstrong Platinum Glove, Gold Glove, hot stove rumors

Happy Sunday, everyone! I hope you’ve all had a lovely and relaxing weekend. It’s been a good weekend for the Cubs, as both Pete Crow-Armstrong and the Cubs themselves have walked away with some new hardware and accolades.

Chicago Cubs News / ChiCitySports / November 7

Pete Crow-Armstrong’s growing trophy case has Cubs coming out ahead early in extension

After turning down a contract extension before the 2025 season, Pete Crow-Armstrong bet on himself and responded with a breakout 30/30 campaign and a Gold Glove Award.

Chicago Cubs News / ChiCitySports / November 7

Chicago Cubs: Could a reunion with a power-hitting ex-Cub be the right move for 2027?

The Chicago Cubs lineup situation has taken a back seat to the team’s desperate need for pitching. However, it can’t be overlooked that the Cubs will likely be losing right fielder Seiya Suzuki, left fielder Ian Happ, and catcher Carson Kelly to free agency, along with backup outfielders Michael Conforto and Tyrone Taylor.

Athletics News / Yardbarker

25 records that were broken during the 2026 MLB season

The 2026 MLB season was historic in many ways. These 25 records were broken during the season.

Pete Crow-Armstrong News / ChiCitySports / November 7

Chicago Cubs star Pete Crow-Armstrong wins Platinum Glove

Chicago Cubs star outfielder Pete Crow-Armstrong keeps collecting hardware. After winning the National League center fielder Rawlings Gold Glove Award for the second straight year, he was awarded the Rawlings Platinum Glove.

Pete Crow-Armstrong News / MLB on ClutchPoints / November 7

Cubs’ Pete Crow-Armstrong wins NL Platinum Glove Award

Pete Crow-Armstrong and the Chicago Cubs have more hardware to celebrate. Just days after helping Chicago win the National League Team Gold Glove, the Cubs’ center fielder was named the 2026 NL Platinum Glove Award winner.

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The 'Most CFP Top-25 appearances' quiz

The '1,500-point, 150-block seasons' quiz

The 'Most QB wins in a season' quiz

The 'Active 3-rushing-TD NFL games' quiz

Chicago Cubs News / MLB on ClutchPoints / November 6

Cubs win National League Team Gold Glove

The Chicago Cubs finished the season on a sour note. They exited the playoffs early, falling to the San Diego Padres in the NL Wild Card series. But they didn’t come away empty-handed.

Chicago Cubs News / Fastball on SI / November 6

Seiya Suzuki, Ian Happ Help Headline a Corner Outfield Market Led by Randy Arozarena

It could be intriguing to see how the outfield market plays out this offseason. While many big-name outfielders aren't expected to be on the move, some of the potential top targets could have a major impact on free agency.

Chicago Cubs News / Chicago Cubs on SI / November 6

3 Worthy Cubs Named Finalists For the Silver Slugger Award

The Silver Slugger Award is an annual acknowledgment handed out to the top offensive players at each position in baseball. The award began in 1980, and since its inaugural season, 13 players from the Chicago Cubs organization have earned the honor.

Matt Boyd News / Just Baseball / November 6

Top Landing Spots for Free Agent Matthew Boyd

After signing with the Cubs ahead of the 2025 season, Matthew Boyd experienced a resurgence. He had dealt with serious injury issues leading up to the deal, failing to eclipse 80 innings in any season from 2020 to 2024.

Chicago Cubs News / Baseball Now / November 5

Cubs Free Agent Predicted To Leave For Orioles

Matthew Boyd, Shota Imanaga, Clay Holmes and Kevin Gausman are all free agents after playing a role in the Chicago Cubs' rotation last season. While none of them are quite at the top of the pitching market in free agency, they should all generate interest.

Seiya Suzuki News / Just Baseball / November 5

Top Landing Spots for Free Agent Seiya Suzuki

This MLB offseason is poised to be an interesting one. Beyond collective bargaining negotiations, the free-agent splash will be felt league-wide. Beyond the projected Tarik Skubal bidding war, the next name up may very well be Seiya Suzuki.

Tarik Skubal News / MLB on ClutchPoints / November 5

Cubs rumors: Chicago’s potential Tarik Skubal free agency pursuit gets massive update

With the Chicago Cubs looking to make additions this offseason to boost their team, the one player who has been linked to the team in rumors is star pitcher Tarik Skubal.

Chicago Cubs News / Yardbarker / November 5

3 questions facing the Chicago Cubs this offseason

The Cubs face what could be a brutal offseason.

Cubs’ Pete Crow-Armstrong gives Craig Counsell his flowers amid MVP emergence

Several former Chicago Cubs managers make Hall of Fame ballot

Blue Jays free agent target: Clay Holmes

The 'Most MLB Playoff-RBIs' quiz

Chicago Cubs News / Viral Sports News / November 4

4 Dark Horse Trade Targets for the Chicago Cubs

The Chicago Cubs enter the offseason with a clear set of priorities after another early postseason exit. Multiple starting pitchers are heading to free agency, leaving the rotation thin beyond question marks like Edward Cabrera and the injury-delayed returns of Justin Steele and Cade Horton.

Chicago Cubs News / Baseball Now / November 4