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Chicago Cubs News / ChiCitySports / October 11
Chicago Cubs facing brutal 2027 outfield dilemma
The Chicago Cubs have already declared that they will be fixing their focus on pitching this offseason—and that’s entirely the right priority for Jed Hoyer and the front office.
Chicago Cubs News / Viral Sports News / October 11
Chicago Cubs Emerge as Top Destination for Elite Pitcher
The Chicago Cubs enter the offseason with a clear priority: strengthening a starting rotation that left them short of sustained contention. After a season that fell short of expectations, the front office is expected to pursue at least one high-impact arm capable of anchoring the staff.
Chicago Cubs News / ChiCitySports / October 10
Chicago Cubs: Insider says team will part ways with popular veteran
The Chicago Cubs got a good deal when they signed Japanese All-Star Shota Imanaga. Through three years of service, the southpaw starting pitcher logged almost 500 innings and posted a record of 35-21 with an ERA of 3.45 for about $44.5 million total.
The 'Most 3-HR MLB Playoffs' quiz
Can you name every MLB player to hit at least three home runs in multiple postseasons in eight minutes?
Chicago Cubs News / ChiCitySports / October 10
Chicago Cubs linked to aged All-Star free agent workhorse
The Chicago Cubs are staring down a real situation as the team heads into an uncertain 2027, especially when it comes to their starting pitching. Their entire end-of-season starting rotation (Matthew Boyd, Shota Imanaga, Kevin Gausman, Clay Holmes, David Peterson) may be lost via free agency.
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.
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 / ChiCitySports / October 9
3 Chicago Cubs facing a literal 2027 make-or-break season
The Chicago Cubs finished the 2026 season with a whimper, dropping two straight in their best-of-three Wild Card series with the San Diego Padres. It was a disappointing end to a season that began with expectations of winning the NL Central Division and even generated some World Series talk at one point.
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 / ChiCitySports / October 9
Chicago Cubs: 2 sluggers tied to Cubs’ overlooked lineup needs
The Chicago Cubs are heading into the offseason with a clear primary need. By all accounts, including that of team president Jed Hoyer, the focus will be on pitching.
Chicago Cubs News / Chicago Cubs on SI / October 9
The Chicago Cubs Need to Focus A Lot More on Their Farm System
A common theme emerged when MLB.com released its farm system rankings in August: The top-3 farm systems are playoff contenders. The Los Angeles Dodgers are No.
Chicago Cubs News / Viral Sports News / October 9
Cubs Could Emerge as Destination for Former MVP Slugger
The Chicago Cubs enter the offseason knowing the rotation and bullpen will dominate Jed Hoyer’s winter. Health and results both fell short on the mound, and rebuilding that group is the front office’s first job.
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.
Bryce Harper News / Viral Sports News / October 9
Chicago Cubs Named Surprise Landing Spot for Bryce Harper
The Chicago Cubs have drawn fresh speculation as a possible landing spot for Philadelphia Phillies star Bryce Harper after both clubs exited the playoffs earlier than expected.
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.
Chicago Cubs News / ChiCitySports / October 8
Chicago Cubs workaround could keep veteran free agent on the team in 2027
The Chicago Cubs have a lot of big decisions to make this offseason. Aside from finding a way to overtake the NL Central-dominant Milwaukee Brewers, they also have to figure out which—if any—of their potential outgoing players they want to keep.
Owen Ayers News / Chicago Cubs on SI / October 8
2 Cubs Players Who Will Likely See a Huge Uptick in Playing Time in 2027
The Chicago Cubs could look a whole lot different in 2027. While they will continue to have their sights set on a postseason run, a disappointing end to 2026 is bound to lead to changes.
Chicago Cubs News / Viral Sports News / October 8
Cubs Legend Anthony Rizzo Weighs in on Ian Happ’s Future
Former Chicago Cubs first baseman Anthony Rizzo said the team faces a clear decision on longtime outfielder Ian Happ this offseason, suggesting the club could retain him in a limited role or move on from left field entirely.
Chicago Cubs News / Just Baseball / October 7
Chicago Cubs Arbitration Projections and Tender Decisions
Once a team comes up with its projected salary for all of its arbitration-eligible players, it will begin a tender analysis to simply determine: “Are we comfortable guaranteeing Player X this much money?” If the answer is yes, the player will be tendered a contract prior to the mid-November Tender Deadline.
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.
Pete Crow-Armstrong 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.
MLB News / Yardbarker / September 29
Missed offseason signings a distant memory as Red Sox begin playoff push
The Boston Red Sox were in a dark place just a few short months ago.
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.
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.
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There is no gambling offered on this site.
Gambling Problem? Call 1-800-Gambler.