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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.
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?
Tyrone Taylor News / Bleed Cubbie Blue / October 16
A few thoughts about the Cubs and Tyrone Taylor 
Next month, I’ll begin my usual “Cubs free agent target” series, as well as writing a few articles about potential Cubs trade targets. For now, I’d like to continue this series that’s been taking a look at 2026 Cubs who are going to be free agents.
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 / 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.
MLB News / Cubs Insider / October 15
Cubs Have More Money, Brewers Play Much Better Moneyball
The Brewers are on the cusp of moving on to the World Series, where they’ll be favored to win for the first time in club history. As painful as that will be for Cubs fans, it shouldn’t be a surprise.
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.
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.
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.
Seiya Suzuki News / ChiCitySports / October 14
Chicago Cubs: Seiya Suzuki gets his first shot at a Gold Glove
The Rawlings Gold Glove finalists have been announced, and as usual, there’s a handful of Chicago Cubs on the list. Heading into this season, Pete Crow-Armstrong, Ian Happ, and Dansby Swanson were expected to be in the mix.
Chicago Cubs News / Bleed Cubbie Blue / October 14
Three Cubs are nominees for the MLBPA’s Players Choice Awards
Pete Crow-Armstrong has begun to receive awards for his fantastic 2026 season. Last week PCA was named Baseball America’s 2026 Player of the Year. Today, the MLB Players Association announced nominees for three awards they present every season.
Chicago Cubs News / Chicago Cubs on SI / October 14
5 Cubs Players Are Golden Glove Finalists ... But There is One Notable Snub
The Chicago Cubs finished the 2026 regular season as the best defensive team in baseball. And it wasn't particularly close. The Cubs' Fielding Run Value sat at a league-high 73, according to Baseball Savant.
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 / Cubs Insider / October 14
Cubs Have 5 Gold Glove Nominees, Including All 3 OF Spots
Rawlings announced its 2026 Gold Glove Award finalists on Wednesday, and the Cubs were predictably represented well. They have finalists at five different positions, including all three outfield spots, and should take home the hardware in a few of those.
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 / 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.
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.
Ian Happ News / Athlon Sports / October 6
Ian Happ Announces Cubs Update Ahead of MLB Free Agency
The Chicago Cubs had a disappointing end to their 2026 regular season. The team saw lots of highs, yet they were unable to win a game in the MLB playoffs, getting swept by the San Diego Padres on the road at Petco Park.
Chicago Cubs 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 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.