https://northsidebaseball.com/news-rumors/chicago-cubs/page/21/?d=7enhttps://northsidebaseball.com/news-rumors/chicago-cubs/cubs-2025-winter-meetings-primer-rumors-schedules-and-recent-history-r2367/For many consumers Black Friday and Cyber Monday signal the time period in which it is time to "shop until you drop", buying holiday gifts and presents for the people we find important in our life. While MLB team's don't have a Black Friday discount sale, they do have their own version of a spen...2367Fri, 05 Dec 2025 12:53:02 +0000https://northsidebaseball.com/news-rumors/chicago-cubs/why-chicago-cubs-shouldnt-sign-alex-bregman-to-multi-year-deal-r2373/After an uneven rookie season, Matt Shaw has only a tenuous hold on the third-base job for the 2026 Chicago Cubs. Shaw comes with six more seasons of team control and will make a league-minimum salary for at least the next two years, and his defense improved by leaps and bounds over the course o...2373Fri, 05 Dec 2025 00:05:02 +0000https://northsidebaseball.com/news-rumors/chicago-cubs/depth-chart-review-the-cubs-corner-outfield-in-2026-r2353/With the Winter Meetings on the horizon, there's no roster that's truly set in stone. MLB fans will see a flurry of trades and free agency moves as teams prepare for 2026 and the uncertainty beyond it. The Chicago Cubs are in one of the more complex situations in baseball. On one hand, they...2353Thu, 04 Dec 2025 12:53:02 +0000https://northsidebaseball.com/news-rumors/chicago-cubs/team-usa-gets-more-cubbish-matthew-boyd-will-pitch-in-2026-world-baseball-classic-r2368/The Cubs face a daunting challenge of pitching management for 2026. They should get Justin Steele back about halfway through the season, but they'll need to monitor and limit his workload. Jameson Taillon, Shota Imanaga and Cade Horton are all a full go for next season, but each missed time in 2...2368Wed, 03 Dec 2025 20:08:05 +0000https://northsidebaseball.com/news-rumors/chicago-cubs/is-owen-caissie-capable-of-replicating-kyle-tuckers-2025-production-on-his-own-r2363/We don't know the extent to which the Chicago Cubs attempted (or might still attempt) to keep Kyle Tucker on the North Side long-term. The fact that they (seemingly) aren't pushing to retain him is an indictment of the organization's way of doing business. In all likelihood, they'll have a new r...2363Wed, 03 Dec 2025 17:47:01 +0000https://northsidebaseball.com/news-rumors/chicago-cubs/should-the-cubs-reconsider-the-lack-of-a-safety-net-for-matt-shaw-r2359/While there was room for discussion around the extent of it, we know that the Chicago Cubs attempted to sign third baseman Alex Bregman last winter. He eventually landed in Boston, though an opt-out in his contract has him back on the free agent market. The Cubs have already been connected, and...2359Wed, 03 Dec 2025 12:55:46 +0000https://northsidebaseball.com/news-rumors/chicago-cubs/why-the-cubs-should-sign-free-agent-infielder-sung-mun-song-r2358/The Kiwoom Heroes of the Korean Baseball Organization have posted their star third baseman, Sung Mun Song. He now has until December 21 to sign with an MLB club. If he doesn't, he will return to the Heroes for 2026, but it looks as though Song will join the slow but steady stream of Korean hitte...2358Wed, 03 Dec 2025 00:07:02 +0000https://northsidebaseball.com/news-rumors/chicago-cubs/chicago-cubs-2026-opening-day-roster-projection-v-10-r2364/The calendar has officially rolled over into December, meaning the Major League Baseball offseason should begin to really rev up. We've seen some compelling, unexpected signings and trades so far this offseason, but the blockbuster moves we're all waiting for haven't quite dropped yet. The Chica...2364Tue, 02 Dec 2025 15:05:01 +0000https://northsidebaseball.com/news-rumors/chicago-cubs/chronicling-the-1918-cubs-part-3-the-brilliance-and-tragedy-of-charlie-hollocher-r2361/Welcome to part three of North Side Baseball's offseason series covering the 1918 Chicago Cubs. You can find part one here and part two here. Last time we checked in, in part two, the Cubs were chasing the New York Giants in the standings through the end of May, but were making up ground qu...2361Tue, 02 Dec 2025 12:58:01 +0000https://northsidebaseball.com/news-rumors/chicago-cubs/part-of-the-core-or-out-the-door-ranking-chicago-cubs-trade-candidates-nos-1-5-r2362/As the Chicago Cubs firmly enter offseason mode, they’ll explore all avenues in an attempt to make the team better for 2026. One of those avenues is via trade, which can sometimes involve pieces at the minor-league level, and can sometimes involve players at the big-league level, like the recent...2362Mon, 01 Dec 2025 23:13:01 +0000https://northsidebaseball.com/news-rumors/chicago-cubs/searching-for-michael-buschs-next-frontier-of-development-r2356/When the Chicago Cubs acquired Michael Busch ahead of the 2024 season, it was clear where the upside existed. He was a bat-first prospect without a true defensive home and, as a result, without a pathway to playing time with his former team in Los Angeles. Typically with a prospect that fits tha...2356Mon, 01 Dec 2025 12:52:01 +0000https://northsidebaseball.com/news-rumors/chicago-cubs/cubs-free-agent-targets-kyle-finnegan-splitter-extraordinaire-r2355/Kyle Finnegan is a name that has been floated and connected with the Chicago Cubs dating back to last offseason, when he was non-tendered by the Washington Nationals. As the trade deadline approached in the summer of 2025, his name was once again floated by Patrick Mooney and Sahdev Shama of The...2355Sun, 30 Nov 2025 12:59:02 +0000