Chicago Cubs: Breaking News, Rumors & Highlights

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The Chicago Cubs are staring down an absolutely Herculean task this offseason. As things stand right now, they might have to replace their entire end-of-season starting rotation, a few key bullpen pieces, their left fielder, their right fielder, two valuable backup outfielders, and their catcher.

Chicago Cubs News / Cubs Insider / October 13

Which of These 3 Paths Will Cubs Take to Address Vacant Corner OF Spots?

Do you think it’s better or worse for this winter’s CBA negotiations that we are guaranteed to have at least one low-budget team in the World Series? If the Brewers finish off their 2-0 series lead over the Dodgers, they’ll face one of the two lowest payrolls in the American League.

Ian Happ News / Bleed Cubbie Blue / October 13

A few thoughts about the Cubs and Ian Happ

Ian Happ is one of the most underappreciated Cubs — maybe ever. He’s played 10 seasons with the team, producing 25.3 bWAR. That ranks 27th among all Cubs position players — ever.

Max Muncy News / Yardbarker Quizzes

The 'Most 3-HR MLB Playoffs' quiz

Can you name every MLB player to hit at least three home runs in multiple postseasons in eight minutes?

Edward Cabrera News / Bleed Cubbie Blue / October 13

Chicago Cubs news— Cabrera, Shaw, King, Detmers, Gray

Today’s Reflections YAY! Cleveland made the ALCS and won Game 1! Go Cleveland! (This is SO HARD to say, but) YAY! The Brewers won! They beat the Dodgers twice, the Evil Empire, Part II!

Athletics News / Yardbarker

25 things we learned from the 2026 MLB season

The 2026 MLB season was full of great performances, breakout stars, and incredible feats. These are the 25 things we learned along the way.

Chicago Cubs News / ChiCitySports / October 12

Chicago Cubs pitching prospect wins top honors amid under-the-radar rise

The Chicago Cubs drafted sixteen pitchers—of twenty-one picks—in the 2026 draft. That should tell you everything you need to know about where the organization feels its priorities need to lie.

Chicago Cubs News / ChiCitySports / October 12

Chicago Cubs bullpen may actually be in a good place ahead of 2027

The Chicago Cubs will be focusing on pitching this offseason. That was the declaration of Cubs president of baseball operations Jed Hoyer in his season wrap-up meeting with the press shortly after the team’s playoff run ended abruptly with two straight losses in San Diego.

Chicago Cubs News / Chicago Cubs on SI / October 12

One Cubs Player Likely to Be in Trade Rumors This Winter (And Who Might Be a Target)

It's safe to say the season ended worse than the Chicago Cubs anticipated. They underperformed and wasted a huge opportunity. Simply put, they need to be better.

Chicago Cubs News / ChiCitySports / October 11

Chicago Cubs facing brutal 2027 outfield dilemma

The Chicago Cubs have already declared that they will be fixing their focus on pitching this offseason—and that’s entirely the right priority for Jed Hoyer and the front office.

Chicago Cubs News / Viral Sports News / October 11

Chicago Cubs Emerge as Top Destination for Elite Pitcher

The Chicago Cubs enter the offseason with a clear priority: strengthening a starting rotation that left them short of sustained contention. After a season that fell short of expectations, the front office is expected to pursue at least one high-impact arm capable of anchoring the staff.

Chicago Cubs News / Chicago Cubs on SI / October 10

One Dream Cubs Free-Agent Target Who Can Solve One of Their Biggest Problems

The offseason for the Chicago Cubs requires plenty of work. President of Baseball Operations Jed Hoyer said the team will look very different next year.

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.

Shota Imanaga News / ChiCitySports / October 10

Chicago Cubs: Insider says team will part ways with popular veteran

The Chicago Cubs got a good deal when they signed Japanese All-Star Shota Imanaga. Through three years of service, the southpaw starting pitcher logged almost 500 innings and posted a record of 35-21 with an ERA of 3.45 for about $44.5 million total.

Chicago Cubs News / ChiCitySports / October 10

Chicago Cubs linked to aged All-Star free agent workhorse

The Chicago Cubs are staring down a real situation as the team heads into an uncertain 2027, especially when it comes to their starting pitching. Their entire end-of-season starting rotation (Matthew Boyd, Shota Imanaga, Kevin Gausman, Clay Holmes, David Peterson) may be lost via free agency.

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The 'Most 100-rushing-yard NFL games' quiz

The 'QB season rushing-TD leaders' quiz

The 'Rushing TDs by active NFL WRs' quiz

The 'Most 3-HR MLB Playoffs' quiz

Chicago Cubs News / Athlon Sports / October 10

Cubs Make Pitching Decision After Blowout Loss Against Padres

The Chicago Cubs have made their pitching decision for Game 2 of the National League Wild Card Series. Kevin Gausman will take the mound Wednesday against the San Diego Padres, giving Chicago the veteran right-hander with its season on the line after an 8-0 loss in Game 1.

Anthony Rizzo News / MLB on ClutchPoints / October 9

Ex-Cubs star Anthony Rizzo revealed what led to his retirement decision

Former Chicago Cubs star Anthony Rizzo is completing the second year of his retirement from Major League Baseball, and he explained on “Ross and Rizzo Unfiltered” why he made the decision to step away from game after playing 14 years in the Big Leagues.

Chicago Cubs News / ChiCitySports / October 9

3 Chicago Cubs facing a literal 2027 make-or-break season

The Chicago Cubs finished the 2026 season with a whimper, dropping two straight in their best-of-three Wild Card series with the San Diego Padres. It was a disappointing end to a season that began with expectations of winning the NL Central Division and even generated some World Series talk at one point.

Chicago Cubs News / Just Baseball / October 9

Where the Cubs Stand After an Abrupt End to the 2026 Season

The 2026 Chicago Cubs season ended on a pretty low note, considering how the regular season went. They were in a commanding position to secure home-field advantage for the Wild Card round before losing it to the Padres in the final days of the regular season.

Chicago Cubs News / Viral Sports News / October 9

Cubs Could Emerge as Destination for Former MVP Slugger

The Chicago Cubs enter the offseason knowing the rotation and bullpen will dominate Jed Hoyer’s winter. Health and results both fell short on the mound, and rebuilding that group is the front office’s first job.

Craig Counsell News / TWSN / October 8

Another October Collapse Raises Tough Questions About Craig Counsell

When the Chicago Cubs hired Craig Counsell before the 2024 season, the move was framed as a franchise altering moment. Counsell arrived with a reputation as one of baseball’s sharpest managers, someone who had consistently elevated Milwaukee’s roster for nearly a decade.

Chicago Cubs News / Just Baseball / October 7

Chicago Cubs Arbitration Projections and Tender Decisions

Once a team comes up with its projected salary for all of its arbitration-eligible players, it will begin a tender analysis to simply determine: “Are we comfortable guaranteeing Player X this much money?” If the answer is yes, the player will be tendered a contract prior to the mid-November Tender Deadline.

Pete Crow-Armstrong News / Athlon Sports / October 6

Cubs CF Pete Crow-Armstrong Awarded MLB Player of the Year

Pete Crow-Armstrong went hitless for the Chicago Cubs in the 2026 MLB Playoffs Wild Card Series against the San Diego Padres. Crow-Armstrong went 0-for-7 with a walk in the two games, with Chicago scoring only one run over the two matchups.

Jed Hoyer News / MLB Trade Rumors / October 2

Hoyer: Cubs To Prioritize Offseason Around Pitching

The Cubs’ season came to an unceremonious end on Wednesday. Chicago was easily swept out of the Wild Card Series by San Diego. They lost by a combined 12-1 margin over the two contests.

Chicago Cubs News / Larry Brown Sports / October 2

Cubs are not expected to bring back one player next season

The Chicago Cubs are officially out of the playoffs, and that could also mean that one notable player has played in his final game for them. Chicago is not expected to get into a bidding war for their veteran outfielder Seiya Suzuki, Patrick Mooney and Sahadev Sharma of The Athletic reported Thursday.

Kevin Gausman News / Yardbarker / October 2

Why Kevin Gausman, Blue Jays reunion is looking more realistic this offseason

With the Chicago Cubs' early exit from the postseason and Kevin Gausman being a pending free agent this offseason, a reunion with the veteran is looking more realistic for the Toronto Blue Jays.

Pete Crow-Armstrong shoulders blame after Cubs' wild-card loss

Blue Jays GM opens up about Vladimir Guerrero's disappointing season

Blue Jays planning to re-explore Japanese market this offseason

Jameson Taillon makes announcement about playing future

The 'Most MLB Playoff-RBIs' quiz

Chicago Cubs News / Yardbarker / October 1