Chicago Cubs: Breaking News, Rumors & Highlights

Times Like These Are Why The Chicago Cubs Need Alex Bregman

Nobody needed an off day more than the Chicago Cubs. They’ve dropped four series in a row, including being swept at home by the Milwaukee Brewers. The lead in the National League Central division is now a 1.5-game deficit.

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Chicago Cubs: biggest regret for 2026 off-season revealed

The Chicago Cubs are in danger of entering a serious free fall. They were just swept, at home no less, by the Milwaukee Brewers and now sit 1.5 games back of first place in the National League Central Division.

Chicago Cubs News / Inside The Diamonds / May 21

Chicago Cubs News & Notes 05/21/2026

The Chicago Cubs currently hold a 29-21 record after a difficult series. In the last 24 hours, the team faced a challenge at Wrigley Field. They suffered a disappointing 5-0 shutout loss to the Milwaukee Brewers.

Chicago Cubs News / Bleed Cubbie Blue / May 21

2026 Cubs Heroes and Goats: Game 50

Following game 43, I did some digging and saw that every full-season Cub team going back to 2003 had at least one five-game losing streak. So while this streak feels like it came out of nowhere, it’s not all that out of the ordinary.

Gerrit Cole News / Yardbarker Quizzes

The 'ERA leaders since 2003' quiz

How many ERA leaders from both leagues since the 2003 season can you name in five minutes?

Pete Crow-Armstrong News / ChiCitySports / May 21

Chicago Cubs: Pete Crow-Armstrong makes brutal admission after another disastrous game vs Brewers

The Chicago Cubs fell to 29-21 on the season with their 5-0 loss to the Milwaukee Brewers on Wednesday night. After leading the National League Central Division for most of the last month, the Cubs are now in third place and have seen the Brewers rise back up to the top.

MLB News / Yardbarker

The 25 greatest rookie seasons in MLB history

Not every all-timer has instant success at the next level. For many baseball players, it takes a few bumps in the road out of the gate before they ever reach stardom.

Edward Cabrera News / On Tap Sports Net / May 21

Edward Cabrera’s Early Exit Reminds Cubs Fans Of His Risk-Reward Value

Right-handed pitcher Edward Cabrera left Wednesday’s game with a blister issue, reviving concerns that have followed him throughout his career. When it looked like Cabrera was beginning to settle into a groove, the Chicago Cubs found themselves dealing with a familiar concern.

Chicago Cubs News / ChiCitySports / May 21

Cubs expected to complete this one massive MLB trade deadline move

The Chicago Cubs are absolutely reeling right now, as they were just swept by the Milwaukee Brewers and have lost nine of their last 11 games. A litany of problems are affecting the team at the moment, but starting pitching seems to be their most significant bugaboo.

Chicago Cubs News / Bleed Cubbie Blue / May 21

Chicago Cubs news and notes — Boyd, Cabrera, Hoerner

Today’s Reflections Since I had gotten into the habit of actually listening (and enjoying) the play-by-play for a few days, I’m back to turning the audio down.

MLB News / Yardbarker

Which 20 players have hit four home runs in an MLB game?

The only two things rarer in modern-day baseball than the four-homer game is the Triple Crown and the unassisted triple play. The former is, of course, done over an entire season, while there's a large level of lucky in the unassisted triple play.

Ian Happ News / ChiCitySports / May 21

Ian Happ’s comments ignite backlash from frustrated Cubs fans

Before the Chicago Cubs were swept by the Milwaukee Brewers 5-0 on Wednesday, outfielder Ian Happ’s comments caused a backlash amongst the Cubs fans, who were already feeling frustrated and angry as the Brewers continued to outclass the Cubs this series.

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The 'NBA MVPs' quiz

The 'NBA steals-per-game leaders' quiz

The 'No. 2-scorers by NBA champion' quiz

The 'PGA Championship host courses' quiz

Edward Cabrera News / Total Pro Sports / May 21

What Happened To Edward Cabrera? A Deeper Look Into His Injury

Edward Cabrera became one of the key additions to the Chicago Cubs roster in a trade deal with the Miami Marlins this winter. The former Marlins pitcher made a strong start to the season, but Cabrera clearly struggled in his past couple of outings.

Chicago Cubs News / Bleed Cubbie Blue / May 20

Cubs Minor League Wrap: Iowa snaps 8-game skid

Right-hander Tyler Beede was activated off the Development List and assigned to Triple-A Iowa. Beede takes the place of Connor Noland, who went on the injured list after getting hit in the leg with a line drive last night.

Pete Crow-Armstrong News / Athlon Sports / May 20

Cubs' Pete Crow-Armstrong Gives Statement on Defensive Struggles

The Chicago Cubs have been in their biggest funk of the season as of late. After being swept by the Milwaukee Brewers, the Cubs have lost their past five games and nine of their past 11.

Chicago Cubs News / Chicago Cubs on SI / May 20

Did Jed Hoyer Hint That the Cubs Could Call Up Jordan Wicks Soon?

When the Chicago Cubs' Jed Hoyer joined 104.3 The Score on Wednesday afternoon, one word kept coming out of his mouth: "Internal." The organization president of baseball operations fielded plenty of questions regarding the influx of bullpen injuries and a possibly active trade deadline.

Chicago Cubs News / Athlon Sports / May 20

Cubs Make Edward Cabrera Announcement After Removal From Brewers Game

The Chicago Cubs cannot afford to lose another starting pitcher to injury this season. They're already without starters Cade Horton (Tommy John surgery), Matthew Boyd (torn meniscus) and Justin Steele (Rehabbing Tommy John, suffered a setback and was shut down).

Chicago Cubs News / Chicago Cubs on SI / May 20

Cubs vs. Brewers Lineup: Why is Matt Shaw Not Starting? Edward Cabrera Blues, More

Vibes are low on the North Side. While every baseball season has its ups and downs, the Chicago Cubs' latest downswing is about as discouraging as it gets.

Chicago Cubs News / Inside The Diamonds / May 20

Chicago News & Notes 05/20/2026

The Chicago Cubs currently have a 29-20 record. They have fallen out of first place in the NL Central for the first time since April 30. Over the last 24 hours, the North Siders endured their fourth consecutive loss.

Chicago Cubs News / On Tap Sports Net / May 20

By The Numbers: Chicago Cubs “Woes” With Runners On Base

Going into Wednesday, the Chicago Cubs have had 642 base runners in 2026, the most of any team in baseball. They’ve also stranded more runners than anyone in MLB, 396 of them.