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Chicago Cubs News / ChiCitySports / October 18
Chicago Cubs: 4 offseason steps to a 2027 World Series
Okay, the title of this column is a bit clickbait-y. The Chicago Cubs have a lot to do this offseason if they want to even make a serious playoff run. A cause for optimism, though, is that while a lot needs to be done, their needs are very well-defined and simple to target.
Chicago Cubs News / Bleed Cubbie Blue / October 18
Cubs historical sleuthing: The very first MLB game in Houston 
With this photo, I resume my photo sleuthing series that I generally run in baseball offseasons. Before I get to this one, I’ll again put out a call: If you have any old Cubs or Wrigley Field (or even other baseball) photos you’d like me to sleuth, please send them along!
Chicago Cubs News / Viral Sports News / October 18
Chicago Cubs Projected to Make Questionable $84 Million Move
The Chicago Cubs enter the offseason with a clear mandate to rebuild their starting rotation. Injuries and inconsistency plagued the staff throughout 2026, leaving the club thin behind a handful of reliable arms and exposed in the postseason.
The 'NLCS MVPs' quiz
MLB has been awarding the National League Championship Series MVP Award since the 1977 season. How many of the winners can you name in six minutes?
Chicago Cubs News / Bleed Cubbie Blue / October 18
Chicago Cubs news— Suzuki, PCA, Bryant
Today’s Reflections Good morning. A rainout in Cleveland?!? What, did they NOT think of putting a dome on Progressive Field??? Well, if they did, those 17 magical moments wouldn’t have happened that November night.
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 17
Chicago Cubs: Who’s left to trade for those gaping 2027 roster holes?
The Chicago Cubs are facing a gargantuan task this offseason. First, they’re going to have to rebuild their entire starting rotation. The whole end-of-season rotation (Matthew Boyd, Shota Imanaga, Kevin Gausman, Clay Holmes, David Peterson) could be gone via free agency.
Chicago Cubs News / Viral Sports News / October 17
Cubs Urged to Pursue Blockbuster $149.5 Million Offseason Move
The Chicago Cubs must prioritize starting pitching this offseason after their rotation is projected to lose four key pieces to free agency, according to an analysis published by Cubs Roundtable.
Chicago Cubs News / ChiCitySports / October 17
Pete Crow-Armstrong credits Alex Bregman advice for monster 2026 season
The Chicago Cubs may have had a disappointingly short run in the playoffs this season, but there was no disappointment at all when it came to the corner turned by their franchise asset Pete Crow-Armstrong.
Chicago Cubs News / Chicago Cubs on SI / October 16
What Does a Successful Cubs Offseason Actually Look Like?
Speculation is already surrounding the Chicago Cubs' offseason. With plenty of roster holes to fill, the team needs to find ways to improve and contend for a World Series title.
Chicago Cubs News / ChiCitySports / October 16
Chicago Cubs predicted to disappoint with business as usual offseason
If someone told you that a team would have to rebuild their entire starting rotation and a good part of their bullpen—in a single offseason—you’d be right to rule them out for any sort of run at the postseason.
Chicago Cubs News / Viral Sports News / October 16
Chicago Cubs Make Announcement on 17-Year-Old Pitcher
The Chicago Cubs have assigned right-handed pitcher Maykoll Jaspe to their Dominican Summer League Cubs Blue affiliate, according to the MiLB transaction log.
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.
Chicago Cubs News / Viral Sports News / October 15
Chicago Cubs Urged to Target 31-Year-Old Pitcher in Free Agency
The Chicago Cubs face a busy offseason after their pitching staff faltered in the postseason, and one MLB insider is pushing the club to bring back left-hander David Peterson rather than focusing solely on higher-profile arms.
Chicago Cubs News / Chicago Cubs on SI / October 15
Did the Cubs Actually Make a Huge Trade Deadline Mistake?
As the trade deadline inched closer, the Chicago Cubs had no choice. They were considered one of the handful of teams in baseball to have a genuine shot at a World Series run.
Chicago Cubs News / ChiCitySports / October 16
Chicago Cubs predicted to trade for All-Star starting pitcher
The Chicago Cubs could face the gargantuan task this offseason of replacing their entire end-of-season starting rotation. Matthew Boyd, Shota Imanaga, Kevin Gausman, Clay Holmes, and David Peterson could all be moving on via free agency.
Alex Bregman News / MLB on ClutchPoints / October 15
Cubs star Alex Bregman is 1 of many hitters to stink in playoffs, and he knows exactly why
Chicago Cubs third baseman Alex Bregman endured a disappointing 2026 postseason as offensive struggles continued to plague hitters across Major League Baseball.
Seiya Suzuki News / ChiCitySports / October 15
Chicago Cubs possibly facing major NYC competition for free agent Seiya Suzuki?
The Chicago Cubs will have to make several big, potentially team-altering decisions this coming offseason. And although the pitching situation garners most of the attention, the looming outfield dilemma has to be a close second in terms of impact.
Chicago Cubs News / Chicago Cubs on SI / October 15
Cubs Stock Watch: Who is Up and Who is Down After 2026 Season?
What should have been a step up from an electric 2025 turned into another building-block season for the Chicago Cubs in 2026. Before the calendar could
Chicago Cubs News / On Tap Sports Net / October 15
Five Cubs Named Gold Glove Finalists
The Chicago Cubs continue to build a reputation as one of baseball’s best defensive teams, and Wednesday’s Gold Glove Award finalist announcement gives North Side fans another reason to be proud.
Ronald Acuna Jr. News / TWSN / October 14
Three potential trade destinations for Ronald Acuna Jr.
Acuna, who has spent his entire MLB career with the Braves, could look for a change of scenery from Atlanta.
Dansby Swanson News / Athlon Sports / October 14
Cubs Make Dansby Swanson Announcement After 11th MLB Season
The Chicago Cubs season came to a disappointing end in the National League wild card round. The Cubs looked like one of MLB’s best teams at times while also looking like one of the worst at others.
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 / 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 News / Yardbarker / October 1
Pete Crow-Armstrong shoulders blame after Cubs' wild-card loss
The Chicago Cubs season has come to an end with two losses to the San Diego Padres in the Wild Card Series at Petco Park.
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There is no gambling offered on this site.
Gambling Problem? Call 1-800-Gambler.