Chicago Cubs: Breaking News, Rumors & Highlights

Ian Happ News / Viral Sports News / September 29

Cubs Land Major Ian Happ Free Agency Update Before Playoffs

A source familiar with Ian Happ’s thinking believes he could take a hometown discount in free agency to remain with the Cubs, FanSided reporter Pat Ragazzo reported Tuesday.

Chicago Cubs News / Cubs Insider / September 29

5 Questions I Need Answered in Wild Card Series

Have you ever suffered a bruised heel? I somehow managed to whack my left heel with my backswing during a softball game on Sunday night, and I’ve been hobbling around in pain ever since.

Alex Bregman News / Yardbarker Quizzes

The 'Most MLB Playoff-RBIs' quiz

How many of the players in MLB history with at least 40-career RBI in the playoffs can you name in five minutes?

Chris Sale News / Yardbarker Quizzes

The 'Most 200-K MLB seasons' quiz

How many of the pitchers in MLB's Live Ball era (since 1920) with five or more 200-strikeout seasons under their belt can you name in five minutes?

The 'MLB all-time K-leaders' quiz

The 'League strikeout leaders by season' quiz

The 'Cy Young winners of the 2000s' quiz

MLB News / Bleed Cubbie Blue / September 29

A look back at all six Cubs/Padres games from the 2026 regular season

Well, here we go again — for the second straight season, the Cubs and Padres meet in a Wild Card Series. Last year, the Cubs won it in Wrigley Field. This year, they’ll have to do that in San Diego.

Athletics News / Yardbarker

The most surprising player from every MLB team for the 2026 season

The 2026 season has been headlined by young players emerging, but some wily veterans have also had their day. As we head toward the end of the regular season, these 30 players stand out as the biggest surprises on their teams.

Pete Crow-Armstrong News / Athlon Sports / September 29

Pete Crow-Armstrong posted the best fielding season by an outfielder since Statcast tracking began in 2015, finishing with plus-26 Fielding Run Value

Pete Crow-Armstrong finished his 2026 season by setting a new Statcast standard for outfield defense. The Chicago Cubs center fielder recorded a plus-27 Fielding Run Value, giving him the best single-season mark by an outfielder since Statcast tracking began in 2015.

MLB News / Just Baseball / September 29

Cubs vs. Padres: Wild Card Series Preview

In a rematch of the 2025 National League Wild Card Series, the Chicago Cubs will once again take on the San Diego Padres, only this time the series shifts to Petco Park.

MLB News / New Baseball Media / September 29

2026 NL Wild Card Preview: Cubs vs. Padres

During the 2025 NL Wild Card Round, the Padres & Cubs played two incredibly tight games in Wrigley Field. Both contests went to the Cubs, who advanced to play the Brewers in the NLDS.

Matt Boyd News / Baseball Now / September 29

Cubs Decision To Start Matthew Boyd in Game 1 Could Backfire

Postseason baseball starts on Tuesday, and the Chicago Cubs are starting Matthew Boyd in Game 1 against the San Diego Padres. The Padres are countering with their best starter: Michael King.

MLB News / Bleed Cubbie Blue / September 29

BCB roundtable: 2026 Cubs vs. Padres Wild Card Series

BCB’s front-page writers have done several of these roundtable discussions previewing Cubs seasons and postseasons, so here we are again to get ready for the Wild Card Series that begins this evening.

MLB News / Yardbarker

The most disappointing player from every MLB team for the 2026 season

The 2026 season hasn't gone as planned for many MLB players. These 30 players stand out as the biggest disappointments for their respective teams.

Chicago Cubs News / Bleed Cubbie Blue / September 29

Chicago Cubs news — Bregman, Taylor, Conforto, Garrett

Today’s Reflections Sunday’s game didn’t matter. The playoff positions had been solidified. It was a good day to rest your players as the team heads to the playoffs.

MLB News / Chicago Cubs on SI / September 29

How the Cubs and Padres Fare in Head-to-Head Stats Ahead of Wild Card Series

The NL Wild Card Series between the Chicago Cubs and the San Diego Padres is a rematch of epic proportions. The Cubs took the matchup in three games last year, holding off a late San Diego comeback in Game 3 to win their first playoff series since 2017.

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The '100-receiving-yard playoff debuts' quiz

The 'Multiple 30/30 MLB seasons' quiz

The 'Active NFL catch leaders' quiz

The '4K-yard, 30-TD NFL seasons' quiz

MLB News / MLB on ClutchPoints / September 29

How many times have the Cubs and White Sox played a playoff game on the same day?

Baseball is booming in the Windy City. In 2026, both the Chicago Cubs and Chicago White Sox qualified for the postseason — with both teams making it by virtue of the Wild Card.

MLB News / MLB on ClutchPoints / September 28

This overlooked player will make or break Cubs’ chances vs. Padres in NL Wild Card round

The Chicago Cubs won five of six regular-season games against the San Diego Padres. That edge means little when the NL Wild Card Series opens Tuesday at Petco Park.

Chicago Cubs News / ChiCitySports / September 28

Chicago Cubs name Matthew Boyd Game 1 starter vs. Padres

The Chicago Cubs have accomplished their initial mission of making the playoffs, earning the No. 5 seed. Now, the franchise is looking to go on an unforgettable run.

MLB News / Yardbarker / September 28

Cubs announce Matthew Boyd as Game 1 starter vs. Padres

The Chicago Cubs had one of the worst pitching staffs among playoff teams in the regular season.

Cubs' Alex Bregman notches multi-homer game a week after scary injury

Cubs, White Sox wild-card TV schedules announced

Cubs vs. Padres: Breaking down the 2026 season series

The most important, yet overlooked player for every MLB Wild Card team

Predicting all MLB postseason rounds: Who wins the World Series?

The 'Multiple 30/30 MLB seasons' quiz

MLB News / EasySportz / September 28

Cubs vs. Padres Playoff Preview: Chicago Heads to San Diego for Wild Card Rematch!

The Chicago Cubs are heading back to the MLB postseason, and they will open October with a familiar opponent. The Cubs will face the San Diego Padres in the National League Wild Card Series beginning Tuesday, Sept.

MLB News / Yardbarker / September 28

Cubs vs. Padres: Breaking down the 2026 season series

In a wild-card series that nearly came down to the final game of the season to determine home field advantage, the Chicago Cubs will be traveling out west for a rematch of a 2025 NLWCS matchup against the San Diego Padres.

Alex Bregman stars for Cubs in neutral-site win over Red Sox

Cubs' Alex Bregman notches multi-homer game a week after scary injury

D-backs, eliminated earlier in the day, fall to Padres

The 'No. 1 MLB Draft picks' quiz

Alex Bregman News / ChiCitySports / September 28

Chicago Cubs still deciding on Alex Bregman’s Wild Card place

Back on September 20, when Alex Bregman took a fluke foul ball to the face while in the on-deck circle, it seemed almost perfectly normal for the kind of injury-filled, misfortune-heavy season the Chicago Cubs were having.

MLB News / Yardbarker / September 28

Report: Blue Jays expected to pursue Seiya Suzuki this offseason

The Toronto Blue Jays' offseason plans will include upgrading their offense.

Blue Jays' Louis Varland arguably put up one of the top closer seasons in franchise history

Max Scherzer wins potential last start as Jays shut down Reds

The 'Last 30-HR season by MLB team' quiz

Alex Bregman News / Yardbarker / September 27

Cubs' Alex Bregman notches multi-homer game a week after scary injury

Just one week after Bregman experienced a scary injury, he marked a tremendous comeback by hitting two no-doubt home runs against the Boston Red Sox on Sunday.

Cubs, White Sox wild-card TV schedules announced

The 'Active 40-HR MLB seasons' quiz

MLB News / Yardbarker / September 25

Sweep, schedule change puts pressure solely on Cubs' shoulders

The Chicago Cubs are traveling anything but the easy road to get to the National League postseason.

Cubs, White Sox make neat history with postseason berths

Cubs' Pete Crow-Armstrong has first 40-40 season in franchise history

Red Sox's Willson Contreras gives concerning injury update ahead of postseason

20/20 season only emphasizes Jarren Duran's disappointing campaign

The 'Multiple 30/30 MLB seasons' quiz

MLB News / Yardbarker / September 24

Cubs, White Sox make neat history with postseason berths

Thursday was a big day for the city of Chicago.

Cubs manager provides an update on Alex Bregman’s recovery

Cubs' Pete Crow-Armstrong has first 40-40 season in franchise history

The 'Last 3-HR game by MLB team' quiz

Alex Bregman News / Larry Brown Sports / September 24

Cubs manager provides an update on Alex Bregman's recovery

The Chicago Cubs are in wait-and-see mode with Alex Bregman. The Cubs star was hit in the face by a foul ball on Sunday in a scary scene, and he suffered multiple facial fractures.

Pete Crow-Armstrong News / Yardbarker / September 24

Cubs' PCA has first 40-40 season in franchise history

Cubs' Pete Crow-Armstrong has first 40-40 season in franchise history

He's just the seventh player all-time to reach the milestone.

Cubs, White Sox make neat history with postseason berths

Cam Schlittler caps impressive year by making Yankees history

Brewers take down Phillies for franchise's first 100-win season

Junior Caminero had cold quote on facing Yankees or Red Sox in playoffs

Mets fans won't love what Pete Alonso had to say about being an Orioles player

Vladimir Guerrero Jr.'s comments about his contract are a big red flag

Pete Crow-Armstrong News / Larry Brown Sports / September 23

MLB insider makes bold prediction on Pete Crow-Armstrong's NL MVP chances

At this point, it seems that Chicago Cubs outfielder Pete Crow-Armstrong is going to run away with the National League MVP award. On Wednesday, MLB insider Jon Heyman even had a bold prediction regarding Crow-Armstrong’s MVP case, saying he should be the unanimous winner.