The Chicago Cubs’ 2025 campaign ended in heartbreak, but their future could hinge on one of the game’s brightest stars. Following the team’s Game 5 loss to the Milwaukee Brewers in the NLDS, attention has quickly shifted to Kyle Tucker, who is now headed toward what could be a massive free-agent payday.
A Strong Run Ends Short
After defeating the [Wild Card opponent] in the opening round, the Cubs advanced to face their division rival Milwaukee. Despite falling behind 0–2 in the series, Chicago fought back to even things up, forcing a decisive Game 5. But Milwaukee’s timely home runs — from William Contreras, Andrew Vaughn, and Brice Turang — proved too much in the Brewers’ 3–1 clinching victory.
ESPN’s Jesse Rogers summed up the turning point:
“Manager Pat Murphy almost left himself open to second-guessing when he pulled Misiorowski in favor of lefty Aaron Ashby. Ashby gave up a hit and then hit a batter to start the sixth, but then Kyle Tucker struck out, Suzuki flew out and Ian Happ took strike three to end the threat. In the end, solo home runs by Contreras, Vaughn and Turang held up for Milwaukee to earn an NLCS berth.”
Tucker’s Value Soars Ahead of Free Agency
Tucker, who joined Chicago in an offseason trade, quickly became the cornerstone of the Cubs’ offense. Despite a midseason slump, the 28-year-old outfielder finished strong, showcasing the consistency and power that have made him one of baseball’s elite hitters.
“We’re excited that we were able to get it across the finish line,” Cubs general manager Carter Hawkins said after acquiring Tucker. “He’s been an offensive machine over the last several years, and we’re excited to be able to insert that into our lineup.”
Now, Tucker’s future in Chicago is uncertain — but his price tag is becoming clearer.
According to CBS Sports’ Matt Snyder, Tucker is expected to command one of the largest deals on the market this winter:
“It starts with Kyle Tucker, who is headed to free agency and will likely get a monster deal (some speculate a lot more, but I think it’s reasonable to expect in the $300 million area).”
A Franchise-Defining Decision
For the Cubs, the question is simple: Are they willing to commit $300 million to keep their star?
Tucker’s production, poise, and leadership were critical to Chicago’s postseason run, and his value as a middle-of-the-order bat fits into any lineup in baseball. But with multiple roster holes and a young core still developing, Chicago’s front office faces a difficult balancing act between building for the long term and retaining its biggest offensive weapon.
