Chicago Cubs: Breaking News, Rumors & Highlights

Pope Leo XIV gifted a Chicago Cubs jersey

It’s no secret that Pope Leo XIV has his love for Chicago sports teams. He’s a fan of all Chicago teams except the Cubs as he’s made it known his support is for the White Sox.

Features

The Morning Bark

The Quiz of the Day

Chicago Cubs history unpacked, October 29

On Mondays, Wednesdays, and Fridays, Bleed Cubbie Blue is pleased to present a light-hearted, Cubs-centric look at baseball’s colorful past. Here’s a handy Cubs timeline, to help you follow the various narrative paths.

Chicago Cubs News / ChiCitySports / October 28

Chicago Cubs must resist the urge to trade this against-the-grain top prospect

The Chicago Cubs are in an interesting position as they head into the 2026 season. More News: Chicago Cubs favored to retain two key free agents, per insider They’re staring down the reality that many of their top assets may only be with the club for one more season.

Chicago Cubs News / Chicago Cubs on SI / October 28

Should Cubs Make Painful Move And Trade Fan Favorite All-Star While Value Is High?

The Chicago Cubs head into the offseason coming off their first real playoff run in almost a decade, bringing a sense of baseball excitement back to the city and a renewed hope for contention.

Los Angeles Dodgers News / Yardbarker Quizzes

The 'World Series walk-off home runs' quiz

There have been just 19 walk-off home runs in the history of the World Series. How many of the players to hit one can you name in five minutes?

The 'World Series home run leaders' quiz

The 'AL & NL batting champions since 2003' quiz

The 'World Series Champions' quiz

Chicago Cubs News / Chicago Cubs on SI / October 28

Pope Leo's Cubs Roast Comes Back To Haunt Him With Latest Jersey Photo Op

The Chicago Cubs seem like a much more blessed franchise than their cross-town rival White Sox right now. Not only did the Cubs produce a much better season

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.

Matt Shaw News / Bleed Cubbie Blue / October 28

Cubs contracts: An extension proposal for Matt Shaw

Matt Shaw was the Cubs’ No. 1 pick in 2023 out of Maryland and raced through the system, making his MLB debut this past March in Tokyo. Unfortunately, Shaw didn’t hit well early in the season.

Chicago Cubs News / Bleed Cubbie Blue / October 28

Chicago Cubs news and notes: PCA, Cease, Tucker, Manfred.

We cover the coverage like PCA covers center field. Now in our eleventh season. Greetings. It’s true, this is the first episode of my eleventh season at the helm of this questionable enterprise, Cub Tracks that is.

Chicago Cubs News / Chicago Cubs on SI / October 28

Why Cubs Reported Interest In Top Free Agent Infielder Does Not Make Sense

The Chicago Cubs head into the offseason as one of the teams folks across the league are going to be paying close attention to for a few different reasons.

Kyle Tucker News / Sporting News / October 27

Phillies deemed a potential landing spot for star free agent Kyle Tucker

Tucker spent last season with the Chicago Cubs, and was named an All-Star for the fourth straight season.

Dansby Swanson News / Chicago Cubs on SI / October 27

Dansby Swanson Reflects On ‘Dang Good’ Cubs Season In Emotional Message

No MLB team has its end goal being making it to the NLDS before each season begins. In fact, it's hard to imagine that any team has ever had a goal other than winning the World Series each season, even those teams that never had a chance of making the playoffs.

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.

Chicago Cubs News / Chicago Cubs on SI / October 27

Cubs Should Be All Over Top Free Agent Ace Pitcher

The Chicago Cubs are coming off what was a very special season, where, for the first time in a long time, there was some legitimate buzz in the air at Wrigley Field during the month of October.

Kyle Tucker News / Sporting News / October 27

Yankees named a potential fit for superstar free agent Kyle Tucker

Tucker will enter free agency this winter after one season with the Chicago Cubs.

Click here to get Yardbarker's Quiz of the Day emailed to you!

The 'Active 140-yard, two TD catch games' quiz

The 'Active NFL receptions leaders' quiz

The 'ALCS MVPs' quiz

The 'World Series home run leaders' quiz

Chicago Cubs News / ChiCitySports / October 27

Chicago Cubs favored to retain two key free agents, per insider

The Chicago Cubs will have to make some big decisions this offseason, ahead of a 2026 where the team hopes to improve upon a promising 2025. More News:

Chicago Cubs News / Bleed Cubbie Blue / October 27

Cubs in the AFL: Mesa Solar Sox Week 3 update

We are three weeks into the Arizona Fall League and since it’s a Monday off-day, it’s a good time to check in on the Mesa Solar Sox. The Solar Sox played six games this past week and won two of them and lost four of them.

Drew Pomeranz News / Chicago Cubs on SI / October 27

Cubs Can’t Afford To Fumble Drew Pomeranz Free Agency Chase

Veteran left-handed hurler Drew Pomeranz being traded from the Seattle Mariners to the Chicago Cubs in April 2025 didn't receive much fanfare. After all, while Pomeranz was once one of the more reliable southpaw pitchers in MLB, his last appearance in the big league was in 2021 before spending the next few seasons in the minors.

MLB News / Chicago Cubs on SI / October 27

Every Report And Rumor Linking The Cubs To Free Agents And Trade Targets

The 2025 World Series hasn't even begun, yet rumors and speculation are flying about some of the biggest names that are about to hit free agency. For Chicago, the Cubs have more than a half dozen players who were with the team this season but could be on the way out if a new contract is not agreed upon.

Jed Hoyer News / Cubs Insider / October 27

Flipping Highly Coveted BBCOR Bats as Metaphor for Jed Hoyer’s Offseason Pursuits

Have you ever been totally certain a particular situation or decision was such a no-brainer that it had no option but to pan out or pay off, only to be sorely disappointed in short order?

Daniel Palencia News / Bleed Cubbie Blue / October 27

Cubs contracts: An extension proposal for Daniel Palencia

It might be too early to consider a long-term contract for Cubs closer Daniel Palencia — and yes, I’m calling him “closer” because I have no doubt he’ll be back in that role in 2026.

Chicago Cubs News / Chicago Cubs on SI / October 27

Cubs Prospect Became Velocity King of Minor League Baseball in 2025

Major League prospects are chasing velocity every year. Coaching staffs are helping those prospects try to get every last bit out of each pitch. The Chicago Cubs are no different.

Pete Crow-Armstrong News / MLB Trade Rumors / October 26

Extension candidate: Pete Crow-Armstrong

Few players captured more attention throughout the 2025 season than Pete Crow-Armstrong. The young center fielder seemed to launch himself into superstardom in the first half this year, with 20 doubles, 21 homers, and 25 steals through the end of June.

Kyle Tucker News / ChiCitySports / October 26

Chicago Cubs: Bold moves needed ahead of life without Kyle Tucker

The Chicago Cubs are not going to have Kyle Tucker next season. That’s just a reality fans have to keep telling themselves in order to make it sink in.

Chicago Cubs News / Larry Brown Sports / October 26

Cubs expected to pursue a former Cy Young finalist in free agency

The Chicago Cubs may be about to take a big swing for their rotation. Chicago is expected to pursue San Diego Padres pitcher Dylan Cease in free agency this winter, Bruce Levine of 670 The Score reported this week.

Chicago Cubs News / Viral Sports News / October 26

Report: Cubs Interested in Reunion With Star Pitcher

The Chicago Cubs are gearing up for an aggressive offseason, with right-hander Dylan Cease emerging as a prime target to bolster their starting pitching, according to Bruce Levine of 670 The Score.

Dylan Cease News / MLB Trade Rumors / October 25

Dylan Cease, Cubs seem like match made in heaven, but that doesn't mean there will be a deal

The Cubs are viewed as a potential top suitor for Cease, and he will be pursued by the North Siders this winter.

The 25 greatest MLB players to never win an MVP

The '2023 MLB strikeout leaders' quiz

Kyle Tucker News / Total Apex Sports / October 22

Chicago Cubs Star the Focus Of Team’s 2025 Offseason

The Chicago Cubs finished 2025 with a record of 92-70 after back-to-back 83-79 campaigns in 2023 and 2024. There were plenty of moves made to make that happen, but none more impactful than the acquisition of Kyle Tucker.