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Alex Bregman News / Cubs Insider / December 9
Cubs Held Zoom Meeting with Alex Bregman 
The Chicago Cubs held a Zoom meeting with free agent Alex Bregman in recent weeks, league sources have confirmed to CI. Robert Murray was the first to report that the two sides had met over a video call, noting that several other teams are interested in the infielder’s services.
Chicago Cubs News / Bleed Cubbie Blue / December 9
The Cubs will pick 23rd in the 2026 MLB Draft
The MLB Draft Lottery was held earlier today and the results were recently revealed on MLB Network. The Cubs were not part of the lottery, as only the 18 teams that did not make the postseason were eligible for the lottery.
Chicago Cubs News / ChiCitySports / December 9
Chicago Cubs had a Zoom meeting with massive free agent ahead of 2025 Winter Meetings
The Chicago Cubs are in a position where the team has some glaring holes they need to fill the offseason. While there have been some major free agent signings already happening, there are some premier players still on the board.
The 'AL and NL MVPs since 2000' quiz
How many of the AL and NL MVPs since the 2000 MLB season can you name in six minutes?
Chicago Cubs News / ChiCitySports / December 9
Chicago Cubs top prospect will play for Team Canada in 2026 World Baseball Classic
The Chicago Cubs have a lot of exciting players on the brink of making the 26-man roster during the 2026 season. With names being thrown around for potential trade candidates, the team is in a position where minor leaguers may be called upon to help the team.
25 MLB players on the brink of stardom in 2026
The stars were out in full force during the 2025 World Series. From Max Scherzer in Toronto to Freddie Freeman, Mookie Betts, and of course, Shohei Ohtani, in Los Angeles, there was no shortage of the game's best under the brightest lights.
Chicago Cubs News / Chicago Cubs on SI / December 9
Jed Hoyer's Statement On Matt Shaw Speaks Volumes About His Cubs Future
The Winter Meetings are upon every baseball organization in the majors and there will be plenty of players dealt, signed, dropped and shuffled. The Chicago Cubs have plenty of areas to address this week, like adding another starter to the rotation, and there has to be some concern about replacing Kyle Tucker's production.
Chicago Cubs News / Cubs Insider / December 9
Watch: AJ Pierzynski Laughs at Sahadev Sharma Saying Cubs Doing Better Job Engaging Top Players
He may have been on the wrong side of the most famous punch thrown in Cubs/White Sox history, but AJ Pierzynski is just like Cubs fans when it comes to hearing about their attempts in free agency.
Owen Caissie News / Chicago Cubs on SI / December 9
Cubs Outfielder To Represent Canada At 2026 World Baseball Classic
The 2026 preseason will be vitally important for Chicago Cubs outfielder Owen Caissie as he tries to earn a starting spot in what he hopes will be his first full season in Major League Baseball.
Chicago Cubs News / Cubs Insider / December 9
Report: Cubs Remain Active in Trade Talks
Day two of the Winter Meetings is underway in Orlando, with Kyle Schwarber and Edwin Diaz both signing this morning. Jesse Rogers of ESPN reported in his
Chicago Cubs News / Cubs Insider / December 9
Shōta Imanaga’s Camp Explains QO Decision, Optimism for 2026
Given the speed at which the offseason progresses, it already seems like the whole Shōta Imanaga contract business happened a long time ago. There’s also a resemblance between that situation and last year’s brief kerfuffle over Seiya Suzuki being shopped in the hopes that he might waive his no-trade clause.
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.
Zac Gallen News / Chicago Cubs on SI / December 9
Zac Gallen Trolls Cubs Free Agency Signing Report With 'Contract' Tease
For a few minutes on December 6, Chicago Cubs fans thought they had acquired one of the best starting pitchers available on the free agency market. Bob
Chicago Cubs News / ChiCitySports / December 9
Chicago Cubs 'could consider' third baseman during 2025 Winter Meetings
The Chicago Cubs are in a position where they are looking at different avenues to improve the roster. With the 2025 Winter Meetings going on, there is the possibility of player movement happening soon.
Chicago Cubs News / Chicago Cubs on SI / December 9
Chicago Cubs' Interest In Free Agent Closer Adds Clarity To Bullpen Plan
The Chicago Cubs made waves when they signed veteran reliever Phil Maton to a two-year, $14.5 million contract in November. While Maton has proved to be
Chicago Cubs News / Just Baseball / December 9
Chicago Cubs 2025-2026 Offseason Wish List
The Chicago Cubs are fresh off their first postseason appearance in five years. If you consider only full seasons (i.e. remove the 60-game 2020 season), it had really been seven since they made the playoffs and eight since their last playoff win.
Jed Hoyer News / Bleed Cubbie Blue / December 9
2025 MLB Winter Meetings: Jed Hoyer speaks
The Winter Meetings so far are notable for one thing: The lack of major signings. The “biggest” thing that’s happened so far is Steven Matz, formerly of the Cardinals, signing a two-year deal with the Rays.
Chicago Cubs News / Chicago Cubs on SI / December 9
Cubs May Lose Key Free Agent Reliever To Yankees This Offseason
The Chicago Cubs head into the offseason with the goal of improving their pitching staff both in the bullpen and in the starting rotation, whether it be via free agency or the trade market.
MLB News / Bleed Cubbie Blue / December 9
Chicago Cubs news and notes — Gallen, Gore, King, Stanek
The Winter Meetings are underway. Nothing under our collective tree yet. Ryne Stanek is a name in the wind, Michael King still draws interest, Zac Gallen is probably still a thing, and MacKenzie Gore’s name is out there.
Mike Soroka News / Chicago Cubs on SI / December 9
What Michael Soroka's Diamondbacks Signing Means For The Cubs
While players without a contract for the 2026 season are looking for a new home, one more free agent is off the board. This time, it's one of the Chicago Cubs' own after a new deal was agreed upon at the MLB Winter Meetings.
Jed Hoyer News / ChiCitySports / December 8
Cubs’ Jed Hoyer shuts down rumors of teams doubt in 1 key player
Rumors have been swirling around the Chicago Cubs this offseason, with one interesting speculation being that the front office had lost confidence in one of their key players.
Phil Maton News / Chicago Cubs on SI / December 8
Cubs Boss Explains Rush To Sign Phil Maton To Two-Year Contract
The Chicago Cubs were one of the first teams to move on the reliever market when free agency began after the World Series. They’re glad they did. President of baseball operations Jed Hoyer talked about a variety of topics on Monday in Orlando, the first full day of the MLB winter meetings.
Mike Soroka News / Yardbarker / December 8
Diamondbacks make early move at Winter Meetings, agree to deal with RHP Michael Soroka
The Arizona Diamondbacks wasted no time getting to work at the open of MLB's Winter Meetings.
Brad Keller News / MLB Trade Rumors / December 5
Could Brad Keller end up as a starting pitcher for Tigers?
The Detroit Tigers are among the teams that have expressed interest in free-agent righty Brad Keller as a starting pitcher.
MLB News / MLB Trade Rumors / December 5
Last offseason's finalists in Alex Bregman sweepstakes are trying to land him again
Bregman opted for the shortest deal to get back to the market, accepting a three-year guarantee from Boston with outs after the first two years.
Kyle Tucker News / Larry Brown Sports / December 4
Report: Cubs eyeing a three-time All-Star bat to replace Kyle Tucker
The Chicago Cubs are already appear to have their contingency plan for Kyle Tucker’s departure. Chicago is showing renewed interest in three-time All-Star infielder Alex Bregman, Patrick Mooney and Sahadev Sharma of The Athletic reported on Thursday.
MLB News / Yardbarker / December 4
Why Blue Jays should be willing to open checkbook for Kyle Tucker
The Toronto Blue Jays could use more championship pedigree after losing in Game 7 of the 2025 Fall Classic, so why not add a player who has won a World Series already?
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